Pitkin County Holidays

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Top destinations in Pitkin County

A snow-covered mountain range with a town at its base.
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Aspen

Aspen
A skier in a red jacket and blue pants skiing down a snowy slope with trees in the background.
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Snowmass Village

Snowmass Village

Top hotels in Pitkin County

The Historic Redstone Inn

The Historic Redstone Inn

3 out of 5
82 Redstone Blvd Carbondale CO
Fully refundableReserve now, pay when you stay
The price is S$168 per night from 30 Jul to 31 Jul
S$168
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (790 reviews)
"The room was great except quite dark. Not good lighting. #226 This is our 3rd time staying there - we’ve always enjoyed it. I’m sure we’ll be back."

Reviewed on 25 Jul, 2026

The Historic Redstone Inn
St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
334 W Hyman Ave Aspen CO
Fully refundableReserve now, pay when you stay
The price is S$241 per night from 23 Aug to 24 Aug
S$241
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Location was great! Pool and the grounds were perfect great breakfast"

Reviewed on 23 Jul, 2026

St. Moritz Lodge & Condominiums
Viceroy Snowmass

Viceroy Snowmass

5 out of 5
130 Wood Rd Snowmass Village CO
The price is S$562 per night from 25 Aug to 26 Aug
S$562
25 Aug - 26 Aug
includes taxes & fees
Viceroy Snowmass
See all 2,666 properties in Pitkin County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Pitkin County holiday package cost?
Custom build your Pitkin County package from just . Pick from any combination of hotels, flights and rental cars to create the getaway you've been dreaming of. Remember to add on a few experiences or activities!
How do I get a cheap travel package to Pitkin County?
Our Pitkin County holiday packages mean plenty of savings for the savvy wanderer. For the best deal, simply combine your flights, hotels and extras (including tours) into a handy package. But bargain prices are just the beginning of your next epic adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options throughout the world to pick from. Whatever your style or budget, there's a package that's perfect for you.
Where should I stay in Pitkin County?
You'll simply love Aspen. Famous sights, such as Buttermilk Mountain and Aspen Highlands, will keep you entertained in this exciting city.
What are the top hotels in Pitkin County?
Wildwood Snowmass and Pokolodi Lodge know how to make their guests feel welcome in Aspen. If your itinerary also includes Carbondale, check out St. Moritz Lodge & Condominiums and Mountain Chalet Aspen. Both are top picks with travellers.
How far in advance should I book my Pitkin County holiday?
It can be tricky to know when is the perfect time to book your Pitkin County holiday. But typically the earlier you book, the better the prices. In some cases, you can book your flights and hotels nearly 12 months prior to departure. If you're thinking of a last-minute getaway, no need to fret! There are incredible bargains advertised on Expedia all the time.
What does an Expedia Pitkin County travel package include?
From hotels and airfares to rental cars, Expedia can help you shape a Pitkin County package that's ideal for you. Heading off for a few weeks? Consider a hotel, flight and rental car bundle. If you're taking a quick break, an airfare and hotel deal could suit you better. Tours and activities can be added after you've booked. Our holiday packages make it a breeze to save and plan.
What should I know before booking a Pitkin County travel package?
Bundling your bookings into a Pitkin County holiday package is the easiest way to organise your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Pitkin County Expedia holiday package?
With a holiday package, you're the one in charge. Whether you'd like to fly to Pitkin County in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners across the world.
If I'm not able to travel, can I cancel my Pitkin County holiday package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your Pitkin County holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Stay near popular Pitkin County attractions

A snowy ski slope with skiers, a ski lift, and a town in the background.
Photo by Jeremy Swanson
Open Photo by Jeremy Swanson

Aspen Mountain

9.6/10 (1,256 reviews)
At the heart of Colorado's skiing district lies a maze of challenging runs, many of which double as summer hiking trails.
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What to do in Pitkin County

World Cuisine Classes in the Base of the Mountains

World Cuisine Classes in the Base of the Mountains

S$149
per adult
World Cuisine Classes in the Base of the Mountains
Leisure Hike - East Aspen Hunter Creek

Leisure Hike - East Aspen Hunter Creek

S$88
per adult
100% of travellers recommend
Leisure Hike - East Aspen Hunter Creek
Aspen Self-Guided Tour: Tales of Wealth, Wildness and Rebellion

Aspen Self-Guided Tour: Tales of Wealth, Wildness and Rebellion

S$19
per adult
Aspen Self-Guided Tour: Tales of Wealth, Wildness and Rebellion
See all activities in Pitkin County

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.