Bailey Vacation Packages 2026 from $495

Bailey flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Glenwood Springs Inn

Downtown

Save 100% on your flight

$495

per person

Dec 3 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Denver (DEN)

A restaurant and a rooftop terrace are featured at this motel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and laundry facilities are also on offer.

Tivoli Lodge

Vail Village

$1,484

per person

Jan 7 - Jan 14

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Denver (DEN)

This hotel features a gym and a hot tub. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle. Valet parking, a 24-hour business center, and a terrace are also offered.

Ski Tip Lodge, A Vail Resorts Property

East Keystone

Save 100% on your flight

$1,060

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Denver (DEN)

A restaurant and a hot tub are featured at this bed & breakfast. Enjoy the free ski shuttle and onsite ski storage. Guests will appreciate freebies like buffet breakfast and free self parking.

Foot of the Mountain Motel

Central Boulder

Save 100% on your flight

$559

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Denver (DEN)

This motel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a snack bar/deli, and a library are also on offer.

Zephyr Mountain Lodge

Winter Park Village

Save 100% on your flight

$1,001

per person

Jan 1 - Jan 4

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Denver (DEN)

Ski-in/ski-out access and a gym are featured at this smoke-free aparthotel. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a grocery/convenience store, and a lobby fireplace are also offered.

Top Bailey hotels deals

Ameristar Casino Resort Spa Black Hawk

111 Richman St Black Hawk CO

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$139 total

Oct 19 - Oct 20

Total with taxes and fees

This smoke-free resort features a casino, a full-service spa, and 5 restaurants. Traveling on business? Take advantage of the 12 conference rooms, 24-hour business center, and express check-out. Enjoy the 2 hot tubs and get free self parking.

Pool

Hot Tub

Monarch Casino Resort Spa Black Hawk

488 Main St Black Hawk CO

$138 nightly

$164 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features a casino, a full-service spa, and 5 restaurants. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. Enjoy the 2 hot tubs and indoor pool, and unwind with a drink at the poolside bar.

Pool

Hot Tub

Keystone Lodge & Spa, A Vail Resorts Property

22101 US Highway 6 Keystone CO

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$176 total

Oct 23 - Oct 24

Total with taxes and fees

A full-service spa, 2 restaurants, and 2 indoor tennis courts are all featured at this smoke-free hotel. Enjoy the free ski shuttle and onsite ski storage. Enjoy the outdoor pool and perks like free WiFi and a free area shuttle.

Pool

Hot Tub

Village at Breckenridge, A Vail Resorts Property

535 S Park Avenue Breckenridge CO

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$183 total

Nov 16 - Nov 17

Total with taxes and fees

Ski-in/ski-out access, 2 restaurants, and 4 hot tubs are all featured at this smoke-free aparthotel. Take advantage of ski passes and ski storage on site, and enjoy downhill skiing and snowboarding. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

Hyatt Vacation Club at The Ranahan

557 Stan Miller Dr Breckenridge CO

Free Cancellation

$117 nightly

$132 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. There's a free ski shuttle, and ski rentals, ski passes and ski storage are available on site. Enjoy the gym and perks like free WiFi.

Pool

Hot Tub

Beaver Run Resort & Conference Center

620 Village Rd Breckenridge CO

$155 nightly

$174 total

Nov 1 - Nov 2

Total with taxes and fees

Ski-in/ski-out access, a full-service spa, and 8 hot tubs are all featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. Enjoy the outdoor pool and perks like free WiFi and a free area shuttle.

Pool

Hot Tub

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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.

Stay near popular Bailey attractions

A mountain range, a dense forest, and a calm lake.

Mount Bailey

9.4/10 (12 reviews)

Commune with nature and explore the great outdoors at Mount Bailey during your travels in Bailey. Wander the forest or discover the area's mountain views.

See properties

Frequently asked questions

How much are vacation packages to Bailey?

Adventures are calling in Bailey, with Travelocity vacation packages starting from just $495. Including both hotels and flights, these awesome deals are a simple way to experience more of our wonderful planet.

How long should my Bailey vacation be?

The majority of travelers opt to spend about 3 nights in Bailey, but how long you stay is ultimately up to you. If you intend to get out and explore all the wonderful things this destination offers, why not hang around another few nights?

Where can I get the best vacation package deals for Bailey?

Grabbing the best package deal to Bailey is easy with Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, you're spoiled for choice when it comes to picking your flights and hotels.

Why should I book my Bailey vacation bundle via Travelocity?

From enticing destinations to fun experiences, we have everything you need to satisfy your travel desires. Our 24/7 customer support will also ensure you're taken care of before, during and after your vacation. And don't stress if you find a better price on your reservation, we'll match it. That's our Price Match Guarantee.

Can I save money on my Bailey car rental if I combine it with my hotel or flight?

Sure can — combine your car, flight and hotel into a Bailey vacation package and you can save loads. With so much to discover in Bailey, that rental vehicle will more than come in handy. Once you've slid into the driver's seat, put the stereo on and make tracks to Pikes Peak, a renowned attraction approximately 45 mi from Bailey.

Which airport is best for Bailey?

Denver Intl. Airport (DEN) is where many tourists touch down. It's located around 55 mi northeast from downtown Bailey. Alternatively, check out the deals to Colorado Springs Airport (COS), which is 60 mi away from central Bailey.

What is there to do in Bailey?

There is an undeniable magic as you wander the streets of Bailey. Mount Bailey and Castle Mountain Recreation are just two highlights that make this city so popular, so put them at the top of your list of places to see.

Where should I stay when visiting Bailey?

If you're after somewhere to spend your nights, check out the Bailey Lodge. It's the top choice for many travelers.