Pitkin County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Pitkin County Vacation
Make planning your next getaway a breeze with a Pitkin County vacation package. Whether it's the cuisine, history or something else entirely that draws you to this destination, our package deals will help you discover it all. With so much to do and see on a trip to Pitkin County, it can be hard to know where to start. Kick off your travels in Aspen at Aspen Mountain and Aspen Highlands — two popular attractions here. Another city to add to your itinerary is Carbondale. Don't miss Sunlight Mountain Resort and Ironbridge Golf Club. Expedia is your one-stop shop when it comes to planning your Pitkin County vacation. From flights and accommodations, to rental cars and activities, we're here to help you curate a travel experience like no other.
Top Pitkin County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Winmar Cabins
CA $897
per person
Nov 6 - Nov 9
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Aspen (ASE)
8.2/10 Very good! (57 reviews)
AC in our room did not work and beds were not that comfortable but the room provided for our needs and the bathroom was updated and nice.
Reviewed on Sep 10, 2026
Pitkin County Hotel Deals
St. Moritz Lodge & Condominiums
334 W Hyman Ave Aspen CO
Fully refundableReserve now, pay when you stay
CA $201
CA $226 total
Oct 11 - Oct 12
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Staff was great and very accommodating. Will stay here again"
Reviewed on Sep 13, 2026
The Inn at Aspen
38750 CO-82 Aspen CO
CA $292
CA $314 total
Sep 29 - Sep 30
includes taxes & fees
9/10 Wonderful! (1,053 reviews)
"Nice place to stay. At Very nice location."
Reviewed on Sep 13, 2026
The Gant
610 SOUTH WEST END STREET Aspen CO
CA $442
CA $547 total
Sep 15 - Sep 16
includes taxes & fees
9.6/10 Exceptional! (1,040 reviews)
"Love The Gant, the employees couldn’t be nicer or more attentive."
Reviewed on Sep 2, 2026
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 vacation package cost?
Custom build your Pitkin County package from just CA $897. 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 vacation 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 travelers.
How far in advance should I book my Pitkin County vacation?
It can be tricky to know when is the perfect time to book your Pitkin County vacation. 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 vacation 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 vacation package is the easiest way to organize 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 vacation package?
With a vacation 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 vacation 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 vacation 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
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.
Photo by Holly Wolford
Snowmass Mountain
9.6/10 (1,120 reviews)
Hit the slopes in Snowmass Village with a visit to Snowmass Mountain. Take in the lively festivals and mountain views in this quaint area.
Maroon Bells
9.6/10 (425 reviews)
Explore the great outdoors at Maroon Bells and enjoy the mountain views during your trip to Aspen. You can seek out the ski slopes and hiking trails in this quaint area.
Photo by Frank Shine
Buttermilk Mountain
9.4/10 (443 reviews)
Novices and superstar skiers alike are drawn to the awesome scenery and varied runs of Aspen’s prime winter sports location.
Photo by Jeremy Swanson
Aspen Highlands
9.4/10 (511 reviews)
Famous powder bowls, slopes with views of spectacular wilderness and steep runs that challenge even veteran skiers make this spot a local favorite.
The John Denver Sanctuary
9.2/10 (186 reviews)
Find out about the history of Aspen when you spend time at The John Denver Sanctuary. Discover the area's great live music, or seek out its ski slopes.
Snowmass Mall
8.8/10 (731 reviews)
You can enjoy retail therapy at Snowmass Mall during your visit to Snowmass Village. Discover the mountain views in this quaint area, or enjoy its hiking trails.
What to do in Pitkin County
Aspen: Dark History Ghost-Themed Guided Walking Tour
CA $66
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
