If you’re an expecting mama or you’re looking to travel with your baby (or two!) anytime soon, this post should have you feeling more prepared for your first family holiday and hopefully help to ease some of your stress! Before we get into the thick of it, I’ll offer up my best piece of advice first: GO WITH THE FLOW. I know sometimes that sounds easier said than done, but if you go into your travel day with less strictness about schedules, you will have a better time traveling with your littles. You can also read this post on our Baby’s Schedule While On Vacation for once you get to your destination!

The Best Age to Travel with New Twin Babies

The best age to travel with your babies depends fully on when YOU feel up for it! Our twins were just over three months old on their first travel day and it felt right for us to wait to travel until after their 8 week shots… but while they were still easy sleepers! My husband and I each wore a baby (more on that later) and they both slept on us for most of each flight. Traveling with them while they were still immobile made it easier when we were delayed as well! I can’t speak to traveling with toddlers yet (or two toddlers!) but I can imagine it would be MUCH more difficult to corral walkers when you’re getting through or are stuck at the airport.

Booking Your Flight

We’ve found that the best time of day to fly with your younger babies is in the morning, during their nap time if possible! Why? Babies and kids in general are usually in better moods in the morning (probably due to their full night’s sleep) and there’s more of a chance that they’ll sleep during the flight if it’s during a normal nap. They will get rocked to sleep in the baby carrier – just like how they used to sleep all day in your belly! But if they don’t sleep while traveling, that’s okay too. Try to get them into a solid crib nap (blackout, cool, noise machine, etc.) in the afternoon to allow them to reset. It is okay if they get out of sync on travel days!

Sometimes flight times won’t allow you to choose a time that’s convenient for your baby’s schedule. If so, just look for the earlier flight options so that if you are delayed, you’re not hindering with their night time sleep. I feel like all is well in our world if the babies get good night time sleep!

Choosing Your Seats on the Airplane

This rule applies specifically to twin parents: you will not be able to sit altogether as a family on the airplane! This was a newsflash to us so I was glad to have learned this ahead of time.

Here’s why: Each airplane row only offers four oxygen masks (on some smaller planes where there are two seats per side, only three masks). If you and your partner each have a baby and are sitting in two seats, then you’d be taking all four masks between you — leaving the third person in the row mask-less.

The Best Seating Arrangement

The best arrangement we’ve found was was sitting one in front of the other or across the aisle from each other, both sitting aisle/aisle. I know the window shade is coveted to control the lighting in your row, but I would much rather be able to get up on a dime to soothe a crying baby, change them in the restroom, etc. It also makes it easy for you to swap babies if needed!

Avoid the bulkhead seats (first row after business/first class) — you absolutely want to have space under the seat in front of you to stow your diaper bag. It is NOT convenient to stand up and get your bag from overhead multiple times during the flight. Another lesson learned

What to Pack

Here’s a cumulative list of everything we brought… I will say, it’s a lot. But don’t think that waiting until the babies are older makes the list any shorter… I think it’s just the opposite! We didn’t have to bring too many “toys” or things to entertain the twins because they aren’t yet an age where they need much to stimulate them outside of you & everything there is to see! So just accept there will be a lot of bags regardless – you’ll feel better about being away from the nest if you have what you need.

Carry On Luggage

1. Travel stroller – we love our Zoe Twin Double Travel Stroller that collapses easily to gate check
2. Baby carriers – stash underneath the stroller and put on before the flight
3. Muslin swaddle blankets – work as covers for the stroller, burp cloths, to lay on airplane seats, etc.
4. Diapers for diaper bag (either Amazon more diapers + wipes to your hotel or buy when you arrive)
5. Wipes for diaper bag
6. Pacifiers + pacifier wipes — they WILL drop them on the airplane floor
7. Deodorizing doggie bags for dirty diapers (pack the extra – they’re great for using away from your diaper pail)
8. Travel outfits – something warmer with feet and/or bring baby socks
9. Absorbent burp cloths for diaper bag
10. Portable changing table pad
11. Bottles
12. Bottle washing brush travel kit (keep with you in case you need to feed more than once while traveling/delayed etc.)
13. Breast pump if using (with collection bags)
14. Formula if using in formula dispenser (so nice to have it pre-measured)

You are allowed to bring all types of baby food through security – powdered, premixed and breastmilk. All food though will take additional screening. Another reason to get there early!!!

Last quick note: if you use formula to feed your baby be sure to get a big water bottle once you’re through security to mix your powder.

Checked Luggage

1. Carseats
2. Carseat bags – *most* airlines will allow you to check your car seat bags FOR FREE. We took full advantage and stuffed them full with the kids’ clothing backpacks and one foldable Baby Bjorn bouncer chair per bag with the carseats.
3. More formula if using
4. Pack and Play – we use this Twin Double Pack and Play or you can look to rent a pack and play where you’re traveling
5. Pack and Play crib sheet
6. Swaddles/sleep sacks
7. Slumberpod – a lifesaver if you’re sharing the room with your babes!
8. Portable fan for inside the Slumberpod
9. Baby monitor – we love our Nanit Pro Baby Monitor and the Nanit Travel Case
10. Portable sound machine
11. Stroller fan depending on where you’re traveling
12. Pajamas (extra if no laundry where you’re traveling)
13. Day Outfits (extra if no laundry where you’re traveling)
14. Thermometer
15. Infant Tylenol
16. Gripe water
17. Gas drops
18. Extra doggie bags
19. Baby shampoo/body wash
20. Packable baby mat or water-resistant baby blanket for floor time

Baby towels can be filed under things we brought that didn’t need – big hotel towels work perfectly fine! For bath time, you can either rent a baby bathtub, use the sink if it’s large enough (just lay a folded towel in the base for them to lay on comfortably, or hold them in the shower with you (experts only please – babies are slippery).

How to Transport The Babies

I can’t stress this enough: you GOTTA plan for extra time before your flight. Especially with a baby. ESPECIALLY with two babies. There is a lot of logistical arranging you’ve got to work through with one or two extra little people and a whole lot more stuff than you’re probably used to traveling with.

Option One: Drive yourself to the airport

Obviously this will depend on the length of your trip and the cost associated with parking, but driving yourself to the airport avoids having to put your carseat(s) in a new car — which can be overwhelming. And hot haha. But it can be done!

Have one parent drop the other off with both kids in their carseats, along with all of the luggage. Hang out on the curb and wait for the driver to park the vehicle and meet you back at your station. While the parent and kiddos wait, you can start to move the kids from their carseats to the travel stroller and put the carseats into the carseat bags so they’re ready to check. Then when the driver meets you, you’ve got the babies in their stroller, the baby carriers under the stroller for later, and the 87 bags you’ve packed ready to roll into the airport. If you can’t bring the suitcases in with just the four of your hands, grab one of those luggage carts and pile it all on.

Option Two: Take a carshare ride to the airport

For parents traveling with one baby, most SUV’s will be fine for your family and your luggage. For parents traveling with two babies, either pay up for a premium SUV (like Uber Black XL) so you’re guaranteed to have enough room, or opt to take two cars to the airport. It sounds silly but we were forced to call a second car on our way to the airport because the trunk space in the first wasn’t ample for our bags. Thank gosh we had planned for extra time!

Putting the carseats in can be tricky the first few times you do it, so PRACTICE beforehand in a car that doesn’t have your carseat base. Again, this might sound silly, but the last thing you want to do during your travel day is want to cry because you can’t figure out how to secure the carseat with another car’s seatbelt. Learn from our experience lol!

While in the Airport

I got a TON of questions on Instagram about if the babies were able to stay in their stroller while going through security. The answer is YES… kind of. You can keep them in the stroller while you put your carry on luggage onto the security belt, but you’ll hold the baby while walking through the security screener. TSA will have you roll your stroller through the side and they’ll do a manual pat down of it (quickly – they were really nice about it at all airports). Put the babies back in the stroller then grab all your stuff that has been screened.

Getting on the Plane

All airlines are going to let you board early (pre-boarding) or during “family boarding” towards the beginning of their boarding process. I promise, it will feel like everyone feels bad for you LOL and if you’re kind, everyone working will be kind to you back. You’ll want to get a gate check tag for your stroller ahead of time so do so once you get to your gate. For boarding, we put the baby carriers on, then each wore a baby while we pushed the stroller to the end of the jetway. Fold it up, make sure your gate check tag is visible, and then onto the plan you go!

Getting to Your Destination

Again, you will have a TON of luggage between your carry ons and checked bags. If you’re taking a carshare service, make sure the vehicle type is going to be large enough for all of your stuff and that you know how to put the carseats in easily.

Babies on Board

When you’re traveling with younger babies, you have the advantage of them being generally sleepier. However, when your schedule goes out the window… they might not sleep a wink. That’s okay!! Just commit to holding and entertaining them throughout your flight. You can go ahead and check your Kindle, haha. If they cry: STAY CALM. I promise you, everyone has heard a baby cry on an airplane. Do not worry about other passengers – they are most likely feeling for you wishing they could help. Also, the babies will feel your energy and if you freak, they will absolutely not calm down. So if you’re able to get up, soothe them in the aisle or back near the restrooms. If you are seat-bound, try to get them against your skin (think skin-to-skin contact in the hospital) — it will bring their cortisol levels down.

Have your baby suck a pacifier or plan to feed them when the plane takes off/is landing — the sucking will help with their ears popping from altitude.

Don’t forget about YOU!

Make sure you feed yourself and drink plenty of water on travel days. The last thing you want to be is hangry and under-caffeinated while trying to soothe a fussy baby! Pack a few snacks that you can eat one handed (we love bringing Perfect Bars on travel days) and take advantage of Starbucks’ new airport store mobile ordering. If you need to go to the bathroom while on the plane, just keep the baby on you.

The Final Note

I know you’ve heard this before but it’s worth repeating here: no one is more well equipped to take care of your baby than YOU. Travel days can be stressful without adding little ones to the picture, so give yourself grace and know going into it that you’re going to have a lot of stuff and a lot of variables out of your control. Since you will most definitely be checking bags, try to get to the airport a full 90 minutes or more before your flight. You will need the extra time to park, transport the luggage, check in, check your bags, go through security, get your water bottle if needed, get your coffee (for sure needed!), get your gate check tags, pre-board… all of the things. Just get there early.

One last thing: you can absolutely do this! It was actually MAGICAL having our four month old twins on vacation with us in Colorado this summer. I would go through double the travel days just to have them there during our trip because they made every memory that much more special. Now let’s get packing!

Thank you for being an amazing reader of The Savvy Spoon! If you loved this post, I would so appreciate you rating it below and/or leaving a comment! Be sure to follow me on Instagram, TikTok and Facebook for more recipes and twin mom lifestyle content!

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I’ve gotten some questions on our daily schedule with the babies on vacation so I wanted to share! Though we’re only a few days in, we are loving how this schedule has given us so much flexibility to explore.

OUR #1 TIP: ONE GOOD CRIB NAP PER DAY! 

Babies especially as young as ours get tired easily – after 2-2.5 hours, they’re toast! Make sure they are able to get at least one solid crib nap a day (blackout shades, sound machine, swaddle if using, etc.).

BUSY MORNING SAMPLE SCHEDULE

7-7:30am: wake + breakfast bottle 

9:30am-11:30am: in the stroller or baby carrier for exploring (hope for *some* sleep during these two hours!)

11:30am/12pm: lunchtime bottle 

1:30/2pm: CRIB NAP

Note: Depending on sleep during morning exploring, nap could come earlier if needed 

4pm: afternoon neighborhood walk – also a great time to get our groceries/dinner pickup

5pm: dinner bottle

6pm: bathtime

6:30pm: bedtime 

*Flexibility is the key to a happy vacation! Do not stress if you’re 30 mins off here and there. Feeling constrained to a rigid schedule only adds STRESS!

BUSY AFTERNOON SAMPLE SCHEDULE

7-7:30am: wake + breakfast bottle 

9:30am-12pm: CRIB NAP

12pm: lunchtime bottle 

2/2:30pm: in the stroller or baby carrier for exploring (hope for *some* sleep during these hours!)

5pm: dinner bottle

6pm: bathtime

6:30pm: bedtime 

I hope this helps you as you plan your next adventure traveling with baby!

Thank you for being an amazing reader of The Savvy Spoon! If you loved this post, I would so appreciate you rating it below and/or leaving a comment! Be sure to follow me on Instagram, TikTok and Facebook for more recipes and twin mom lifestyle content!

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This post was updated August 2022!

Ahhhhh Aspen. What a treat you are. A fashionable, foodie paradise nestled up in the Rocky Mountains with the most unreal scenery and unlimited fun. Most people might think of snow covered peaks and fur-lined parkas when they imagine the city, but Aspen offers a captivating experience in the summer months as well. Aspen truly has my heart during the summer season with its warm days, chilly nights and scenic beauty that enhances every activity. From outdoor activities like hiking, biking (don’t forget to check out bike rental options!), stand-up paddle boarding, white water rafting, paragliding, and camping to the vibrant dining, drinking, and shopping scene, you really can’t go wrong with a few well-deserved days in Ute City.

Ty and I were lucky enough to spend ten magical days in Aspen this summer season and if not for our people in Dallas you might be calling us locals LOL. The locals might think slightly differently about the August Texas Invasion of their city but when an 85 degree day sounds like a cold front, you have to understand why we escape! So let’s get to it.

We’ll start first with food as for us, it really is what sets Aspen apart from other perfectly great Colorado towns. We haven’t been everywhere, so you will see places missing — please add your faves in the comments so this post can be a massive resource to anyone headed!

TO EAT + DRINK

(in alphabetical order)

Acquolina Italian, upscale casual, great for lunch or dinner, $$-$$$

Acquolina has one of the most extensive pasta menus I’ve ever seen and is truly a perfect place for truffle-lover’s! Right now they have a big, extended patio (thanks, coronavirus) with lots of umbrellas to protect your shoulders from the strong mountain sun. We’ve always had great service and usually eat here on a more casual night when we still want a good glass of wine!

TSS ORDER: Prosciutto and Jamon, Anneli Calamari, Colorata Salad, any pasta with FRESH shaved truffles!

Ajax Tavern American Bistro, casual, great for lunch, $$-$$$

You’ve seen the pics — Ajax Bistro sits right at the base of the Ajax Mountain gondola and are known for their EPIC truffle fries and happy yellow Veuve-Clicquot branded umbrellas and wine buckets. This place truly has some of the best things to eat and drink. This is our favorite first stop in the Aspen ski town – there are tons of tables, lots of umbrellas, a wide variety of dishes (but really you must try the burger) and always great people watching. It’s a celebrity fave too – always a bonus.

TSS ORDER: Glass of Veuve Clicquot, Ajax Burger with Lettuce Wrap and Kale Caesar, Truffle Fries for the table

>>>>> SPECIAL FOR SUMMER 2020: Dinner + A Movie at Ajax Tavern! K this was seriously insane. Imagine looking up at the mountain, cozied up with a blanket sipping champagne and watching an old fave like Jurassic Park… I die! Ty and I did this on our last night and it was quintessential Aspen: a bottle of Veuve champs, a bucket of fried chicken, kale slaw, potato salad, brownies and popcorn for $150. One of our most favorite memories for sure!!

Betula French-inspired, super swanky, fun DJ, sunset views, best place for dinner or just fun pre or post din drinks, $$$

Best way to describe Betula is VIBEY. You’ll be wiggling in your seat as you dance to the fun DJ that’s not too loud or obnoxious. You’ll be sipping a hand crafted, creative cocktail while you nibble on tuna tacos and burrata with beets. Order whatever their specials are – you can’t go wrong. Their website describes Betula as “a cozy-chic sensory experience” and while that might not say much about the food, it is just about perfect. Located walking distance from the heart of Aspen, it’s a must-visit for nightlife.

TSS ORDER: Hamachi Tiradito, Tuna Tacos, Peach + Tuscan Green Salad, Halibut Special, Warm Caramelized Apple Napolean

BIG WRAP Wraps, Bowls and Salads, To-Go Food, Great Prices, $

We tried Big Wrap and absolutely loved it! It’s a little cash-only spot downstairs right by the gondola and truly seems like a hidden gem. We couldn’t believe the prices and the $8 wrap was a relief from our pricier dinner the night before. We got our wraps with chips and salsa to-go and picked up a bottle of rosé before posting up in the park to eat and people watch. Couldn’t recommend more!

TSS ORDER: Garden Of Eden Wrap no quinoa, To Thai For Wrap no rice, chips and salsa

Butcher’s Block Gourmet market, TO-GO FOOD, Great sandwiches, $-$$

If you’re planning to be in Aspen for an extended time and you have a kitchen, you’ll probably be hitting up Butcher’s Block more than once – their selection of meats, fish and gourmet market finds (think chanterelles and saffron) is a foodie’s dream. On the right side of the market, you’ll find the sandwich counter – don’t sleep on these sammies!! They are absolutely perfect for packing if you’re doing a longer hike and want to have lunch on the go. Dallas friends — think of this as your Aspen Eatzi’s sandwich counter!

Pro tip: get your condiments on the side and dress your sammy on the hike to avoid any mushiness. Oh and their horseradish might make you cry.

TSS ORDER: Make Your Own Sammy with multigrain, honey maple turkey, pepper jack cheese, horseradish, lettuce, onions and dijon mustard on the side

Campo di Fiore Italian, upscale casual, big patio, Good for Groups, celeb mecca, $$-$$$

Campo was the first restaurant I ever ate dinner at in Aspen so it holds a special place in my heart. The food is great but the espresso martini is INCREDIBLE. Not to mention we ate next to a big table of cute guys in a little known group called The Chainsmokers and a couple tables away from Goldie Hawn – pretty epic. Definitely sit outside as the inside vibe (just due to COVID) is a little quiet. The bartender will take care of you and you won’t have a bad bite! Great for small or big groups.

TSS ORDER: Espresso Martini, Insalata Pesca, Calamari Fritti, Papardelle Bolognese, Risotto Tre Funghi

Casa Tua Italian, Upscale Casual, Big Patio, Cozy Vibes, Great for Couples or Small Groups, $$-$$$

On paper Casa Tua and Campo look very similar, but Casa Tua has a romantic, cozy element that made our date night dinner so special whereas Campo is the perfect big group spot. At Casa Tua, our service was great, the Espresso Martini was my favorite in town and I can still taste the burrata pasta with chewy guanciale. Sit on the front patio under the string lights and watch the busy town from your chic table. I haven’t been for lunch but it is always busy then too – you really can’t go wrong!

TSS ORDER: Espresso Martini, Tuna Tartare, Pasta Special (it will be amazing), Halibut Special or Fresh Catch Red Trout

Catch Steak Lighter, brighter take on the classic steakhouse experience, Indoor/Outdoor, $$$-$$$$

New to Aspen in 2022! If you have ever been to Catch in LA or NYC, you’ll love their Colorado outpost just as much! The vibes are GOOD with fun music, dim lighting, very chic atmosphere and fun waiters. Oh and the food? Insane. I love getting to eat sushi and steak in the same meal!! Drinks were delicious as well – we tried their dirty martini called Talk Dirty To Me (which comes with truffle blue cheese olives omg) and Passion Project, their citrusy tequila drink we loved!

TSS ORDER: Pacific Hamachi Crudo, Blue King Roll, Catch Roll, King Salmon Rice Cakes, 6 oz. Dry Aged Prime Rib Cap

Clark’s Aspen American Oyster Bar, Upscale Casual, Great Outdoor Seating, $$-$$$

Clark’s is so good we went for dinner with friends and then back for lunch on Ty’s birthday! Inside you’ve got cozy oyster house vibes with lots of natural light and waiters in cute striped aprons. Outside you’ve got tables and lounge seating covered by bright yellow umbrellas. The spicy marg was delicious and I couldn’t have been more satisfied by my buttery burger and blue point oysters. Dallas friends – think Hudson House + Up On Knox with a hint more Colorado.

TSS ORDER: LUNCH: Rosé, Pan Roasted Black Angus Burger, Washburn Oysters // DINNER: Spicy Margarita, Crab Cake, Shells and Cheese with Lump Crab

Creperie du Village French Alpine Bistro French Bistro, Fondue, Upscale Casual, Cozy Chic, Great for Date Night, $$$

I was so excited to get to try Creperie this trip and it did not disappoint! Ty and I went for dinner just the two of us and shared the mussels, cheese fondue, steak la plancha (grill your own juicy steak pieces) and a nutella strawberry crepe that dreams are made of. The vibe is cozy chalet chic and there is a TON of outdoor seating (not sure if it was there pre-COVID or not but it looks v established). I was told lunch is great too – the paninis look scrumptious – but we had the best time for dinner!! A true experience.

TSS ORDER: Moules Frites, Cheese Fondue (for one to share), Steak a la Plancha (for to one to share), Nutella Dessert Crepe

J Bar at Hotel Jerome Outdoor Patio Bar, Great Music, Fun cocktails, yummy Snacks, $$

We loved going to J Bar before dinner so much we ended up there three times this trip! It’s all outdoors right now and has a ton of seating with great tunes playing in the background, perfect for enjoying live music right in the heart of downtown Aspen. I liked the mix of tables and lounge seating – we never ended up waiting on a place to sit either! Loved my Aperol Spritz and spicy marg here, it’s the perfect spot for sunset drinks!

TSS ORDER: Aperol Spritz, Spicy Margarita

Jing Asian Fusion, Sushi, Upscale Casual, Friendly Staff, Big Patio, Great for Lunch or Dinner, $$-$$$

We made our first trip to Jing based on a few friend recommendations and it did not disappoint! They’ve newly revamped their name, menu and vibe and I’m here for it. We sat inside VERY socially distanced from other tables and enjoyed the vibe. The Aspen Roll was one of my favorite bites of food the entire trip!! The owner, Frank, was very fun and social with all the tables and teed us up for a (unneeded) sake bomb. Too fun.

TSS ORDER: Miso Black Cod Prawn Dumplings, Pork Soup Dumplings, Spicy Tuna with Crispy Rice, Frank’s Truffle Kale Fried Rice, Aspen Roll, Surf and Turf Roll

Matsuhisa Asian Fusion, Sushi, Upscale, Upstairs/Outside Only, Nobu Family, $$$

If you follow me on Instagram you might have seen my post regarding our not so amazing experience with the staff at Matsu — we were really disappointed in the service from a Nobu restaurant that we’ve eaten at probably the most out of any other restaurant in Aspen! I’m going to chalk it up as an anomaly and let the food shine because man, does it ever. Thank gosh. You’ll find Nobu favorites and fun cocktails here – just sit outside if you can and disregard any snootiness. Just close your eyes and taste that Tiradito melt in your mouth!!

TSS ORDER: Spinach Salad (with or without grilled shrimp), White Fish Tiradito, Shishito Peppers, Tempura Rock Shrimp with Creamy Spicy Sauce (get the butter ponzu on the side!), Cruncy Tuna Roll and Dynamite Roll

Meat and Cheese Casual, Charcuterie + Sandwich Spot, Market, Great Patio, $$

Meat and Cheese is one of our favorite lunch spots in town — their boards and sandwiches never disappoint and they always have great special menu items. We like to sit outside and order a cheese board or the rotisserie chicken board (depending on our hunger levels) with a glass of rosé or a spritz! They also have great snacky items to-go if you’re into a picnic in one of the many parks.

TSS ORDER: Aperol Spritz, Rotisserie Chicken Board, Ty loves the Thai Chicken Soup

Las Montañas Family friendly, Austin-inspired TexMex $$-$$$

We loved this new spot in town where Jimmy’s used to be above Meat and Cheese! Cute decor, delicious frozen margaritas and huge fajita platters all made this one of our favorite lunch spots. We brought the twins in their double stroller (which Ty did carry up the two flights of stairs :/ due to no working elevator) but they were very accommodating finding us a table inside to park it next to. The prices do seem a little steep for Mexican food (even for Aspen) but portions were big and we enjoyed our time immensely!

TSS ORDER: Frozen Margarita, Chicken Fajitas (easy to split)

Pine Creek Cookhouse Casual, Incredible Views, Great Patio, Alpine Gourmet Food, $$-$$

We didn’t make it out to Pine Creek Cookhouse this year but when we were in CO last summer it was one of our fave experiences. About 25 minutes out of town, PCC is nestled in the mountains down Castle Creek Road and makes for an awesome (e)bike ride to lunch pre or post hike! The views are picturesque and the food was exceptional. Make a whole day out of it by ebiking to the Cathedral Lake trailhead, hiking up to the lake and then treating yourself to a lunch at Pine Creek!

TSS ORDER: Buffalo Momos, Kurt Russels Home Ranch Beef Burger, Apple Crisp

St. Regis Hotel Cozy Chic, Big Patio, Serving Drinks and smores all day, $$

You’ll see St. Regis pop up again in to-dos because of their incredible spa, but we ended up on the St. Regis patio more than once for drinks and smores throughout our trip! At 5pm every night they do a champagne sabor with their resident Bernese Mountain Dog assisting with licks and their service was always great. We loved roasting our marshmallows and making our smores with our espresso martinis!

TSS ORDER: Espresso Martini or Cabernet Sauvignon, DIY Smores

W Hotel Great Rooftop, Mountain/Downtown Views, Cheapest Drinks in Town, $

The W Hotel is fairly new in town and they are definitely making an impression with their $8 margarita!!! Aspen is known for a lot of things but cheap drinks ain’t one of them. Among the numerous Aspen hotels, the W stands out with its vibrant atmosphere and excellent views. We loved our pre-dinner margs watching the sunset on Ajax mountain. We didn’t order any food so can’t report there!

TSS ORDER: $8 Margarita or pitcher!

The Wild Fig Cozy and Swanky, Very Indoor/Outdoor, Great Staff and Insane Dessert, $$-$$

We weren’t able to get a dinner reservation at Wild Fig but we did make it there for wine and dessert after our not-so-friendly Matsu dinner and I’m SO glad we did!!! What a fun and swanky spot with great mood lighting and super friendly staff. We sat outside, got a bottle of red and two desserts (for four of us LOL) while we laughed and laughed. Great memories for the hour we were here!

TSS ORDER: Red Wine, Beignets with Crème Anglaise, Chocolate Tartufo!!

White House Tavern Casual, Always Reliable, Hillstone Restaurant, Great Place for Lunch or Afternoon Drinks, $-$$

White House Tavern is a Hillstone Restaurant… need I say more!? Located in the charming town of Aspen, it’s in a cute white house right on the corner with a wrap around patio and new extended lounge seating outside. Inside has high top bar tables and cushy booths with quick service and outstanding food.

TSS ORDER: Jackrabbit or Margarita, Dip Duo, Macho Salad, Chicken Meatballs + Kale Cashew Salad, Burger with Lettuce Wrap

Woody Creek Tavern Casual, Hole in the wall vibes, outside of town (perfect for a bike ride), strong margs, $

Woody Creek is always a good time! We typically bike ride out on the Rio Grande Trail (a favorite among mountain bikers!) and then treat ourselves to mile high nachos and strong margaritas. The inside is like a sensory overload with so much nostalgia! We took e-bikes this year and it made a big difference on the ride back haha!!

TSS ORDER: Loaded Nachos + Margs!!

TO HIKE + DO

(in alphabetical order)

Ajax Hike (Ute > to top of Ajax > gondola down) // 1.5-2 Hours: Brutal, no getting around it. But oh so worth it. You start the first 30 minutes hiking up the Ute Trail (top of the rock!) and then continue up through meadows and aspen groves to the top of the gondola. We enjoyed our Butcher’s Block sandwiches with a crisp cider from the sundeck and man did I eat every bite. The views are insane and if you are wanting a good workout, don’t skip it! This hike is perfect for outdoor recreation lovers looking for a challenging ascent and rewarding views.

Bike Ride to Woody Creek Tavern // 40 mins each way + lunch: Such a great way to spend an afternoon! We got electric bikes this year and really cherished them on the way back from lunch (it’s uphill!!) and after a few margs you gotta stop at the waterfall on the way to lunch!

Cathedral Lake Hike (up and down) // 2+ Hours: Another tough hike just outside of town. You’ll need a car or a bike to take you to the trailhead, then expect lots of switchbacks (back and forth on the mountain) with some steeper parts, perfect for a challenging summer vacation hike in Aspen’s great outdoors. Once you get to the lake, make sure you take lots of pics!! It’s some of the most beautiful scenery I’ve ever encountered. If you prefer a scenic drive, consider taking a route that passes by Cathedral Lake for stunning views.

Lower Hunter’s Creek Hike (up and down) // 1 Hour: Very mellow and moderate hike along the creek with soothing sounds and beautiful views, perfect for exploring the tranquility and fresh air of this mountain town. Loved this easy going hike over lots of pretty bridges! Totally manageable. It’s also a great area for mountain biking, offering trails suitable for all skill levels.

Hunter’s Creek to Smuggler (loop) // 1.5 Hours: You’ll start at Lower Hunter’s Creek trailhead (or Smuggler trailhead) and continue up and over down the other side. I loved that this hike was a loop and that the scenery changed for the way down!

Maroon Bells/Crater Lake Hike (out and back) // 1.5 Hours: So, so insanely gorgeous, no matter the time of year. You have to make a reservation for the Maroon Bells shuttle but it’s easy to do so online. Ty and I took the RFTA bus from Rubey Park in the center of town to Aspen Highlands where you then get on the Maroon Bells shuttle. All in all the shuttle process takes about an hour, then you have the hike from there – then you can expect the same process on the way home so plan accordingly! I promise the trek isn’t bad and the views of the bells and Crater Lake are absolutely worth it, especially if it’s your first time to Aspen.

Neighborhood Walk in West End: We have family that live in this neighborhood (also home to some insane celebrity houses!) and we loved getting our coffee at Local and putsing around. You’ll be drooling over some of these homes!

Picnic in Rubey Park: So great we did it twice. Pick up from Butchers Block, Meat and Cheese or Big Wrap, grab a bottle of rosé and post up under a huge evergreen tree. There was always so much fun activity to watch while we listened to music and sipped.

Smuggler Trail Hike (up and down) // 1 Hour: Great beginner trail with the overlook deck as the summit. It’s basically a dirt road though with very little tree coverage (if any?) so it’s best to go in the early morning or take Hunter’s Creek to Smuggler down and back into town.

Spa at St. Regis: I think I could write a whole post on just the spa at St. Regis. REMEDÉ is worth every single penny – the massage, the service, the facilities are all very VIP! Ask for Agnes for your massage. Drink the free champagne. Ask for the dark chocolate covered coconut flakes while you post up in the oxygen lounge. Make this a must if you have time!

Ute Trail Hike // 1+ Hour: Basicallly 30 minutes of steep switchbacks – get ready for a butt kicking in the best way. Don’t – I repeat, DON’T – do this on your first day in Aspen. Maybe not even your second. It’s steep but it’s shady and not too rocky. The swing and the views from the rock on top are worth every sweaty step!

TO SHOP

(in alphabetical order)

• Aspen Athleisure
• Frame
• Intermix
• Kemo Sabe Hats + Boots
• Marcus
• Max
• O2 Aspen
• Pitkin County Dry Goods

I hope this helps you plan your Aspen adventure! We love the mountains so much and I pray you have some Colorado time in your future, filled with great food, beautiful hiking trails, unforgettable experiences, and plenty of outdoor activities to enjoy during the warmer months. If I missed anything please add to the comments and I can update!

xx Cay

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