Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Aspen Vacations

Pack those stellar shades. We have Aspen vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Aspen – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Aspen vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Aspen

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Aspen vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Aspen well.

Top Hotel Deals

See all 412 Hotels in Aspen
Limelight Hotel Aspen

Limelight Hotel Aspen

355 S. Monarch St, Aspen
4.0 out of 5.0

Limelight Hotel is located 1 mile from Aspen Mountain and 3 miles from Buttermilk Mountain Ski Area. Aspen Highlands are 5 miles from this property.

$535

$535
Wildwood Snowmass

Wildwood Snowmass

40 Elbert Lane, Snowmass Village
4.0 out of 5.0

Located near the slopes, this Snowmass Village resort is in the mountains, within a 10-minute walk of Snowmass Mall and Snowmass Mountain, and close to winter ...

$229

$229
Viceroy Snowmass

Viceroy Snowmass

130 Wood Rd, Snowmass Village
5.0 out of 5.0

Located in the mountains, this ski-in/ski-out resort in Snowmass Village is within a 10-minute walk of Snowmass Ice Age Discovery Center and Snowmass Mountain ...

$468

$468
Hotel Aspen

Hotel Aspen

110 W Main St, Aspen
3.5 out of 5.0

Located near the slopes, this Aspen hotel is in the mountains, within a 15-minute walk of Isis Theatre and Aspen Mountain, and close to winter sports such as ...

$296

$296
The Gant - Aspen

The Gant - Aspen

610 S. West End, Aspen
4.5 out of 5.0

The Gant - Aspen is 4 blocks from the base of 12,351-foot Aspen Mountain, known as Ajax; the Silver Queen Gondola, Silver Circle Ice Rink, and pedestrian malls ...

$615

$615
Mountain Chalet Aspen

Mountain Chalet Aspen

333 East Durant Avenue, Aspen
3.5 out of 5.0

Located near the slopes, this Aspen hotel is in the city center, within a 5-minute walk of Wagner Park and Aspen Mountain, and close to winter sports such as ...

$319

$319
Laurelwood, A Destination Residence

Laurelwood, A Destination Residence

640 Carriage Way, Snowmass Village
3.5 out of 5.0

Located in the mountains, this ski-in/ski-out condo building in Snowmass Village is within a 10-minute walk of Snowmass Mall and Snowmass Mountain and close ...

$230

$230
Annabelle Inn

Annabelle Inn

232 W Main St, Aspen
3.5 out of 5.0

Located near the slopes, this Aspen bed & breakfast is in the city center, within a 15-minute walk of Wheeler Stallard House Museum and Aspen Mountain, and close ...

Hotel Durant

Hotel Durant

122 East Durant, Aspen
3.5 out of 5.0

Located near the slopes, this Aspen hotel is within a 10-minute walk of Shadow Mountain and Aspen Mountain and close to winter sports such as cross-country skiing ...

$279

$279
The Westin Snowmass Resort

The Westin Snowmass Resort

100 Elbert Lane, Snowmass Village
4.0 out of 5.0

Located in Snowmass Village, The Westin Snowmass Resort has ski-in, ski-out access to some of the best-rated ski terrain in Colorado. From winter skiing and ...

$319

$319

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.