Bailey Vacations from $269

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Your Bailey Vacation

When you book a Bailey vacation package, you can relax and enjoy your getaway to the fullest. Uncover the best parts of this unique city knowing that all your travel arrangements have been organized in advance. There's plenty to add to your must-do list during your trip to Bailey, beginning with leading sights such as Mount Bailey and McGraw Memorial Park. Whoever you're traveling with and whatever your bank balance, your ultimate Bailey vacation is just a few clicks away with Expedia.

The Latest Bailey vacation packages

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

Glenwood Springs Inn

2 out of 5
Downtown
Price was $542, price is now $269 per person
$269
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (1,482 reviews)
The rooms are clean and quiet. This is a convenient location at a good price. I would stay here again.

Reviewed on Nov 12, 2025

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Price was $1,294, price is now $628 per person
$628
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.6/10 Exceptional! (1,547 reviews)
Excelente lugar las habitaciones muy cómodas y equipadas. Ubicación accesible

Reviewed on Nov 9, 2025

Hotel Polaris

Hotel Polaris

4.5 out of 5
Save 100% on your flight
Price was $573, price is now $302 per person
$302
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.8/10 Exceptional! (484 reviews)
Outstanding hotel! Everything was perfect. I would highly recommend and stay here again in a heartbeat.

Reviewed on Nov 3, 2025

Summit Villa BnB

Summit Villa BnB

3 out of 5
Save 100% on your flight
Price was $880, price is now $478 per person
$478
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Denver (DEN)
9.6/10 Exceptional! (95 reviews)
Very friendly hosts. Place is great and house is beautiful.

Reviewed on Oct 9, 2025

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Price was $2,353, price is now $1,291 per person
$1,291
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (146 reviews)
Condos were in great condition, very soft towels

Reviewed on Oct 8, 2025

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Discover the most popular places to visit in Bailey

Mount Bailey

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.

Mount Bailey

McGraw Memorial Park

You can learn about the history of Bailey with a trip to McGraw Memorial Park. Stroll along the riverfront or discover the area's mountain views.

McGraw Memorial Park

What to do in Bailey

6-Zipline Adventure in the Rocky Mountains

6-Zipline Adventure in the Rocky Mountains on Colorado's Longest & Fastest!

$151
per traveler
98% of travellers recommend
6-Zipline Adventure in the Rocky Mountains on Colorado's Longest & Fastest!
Scaling up the rocky cliff in Denver

Guided Rock Climbing Adventure in the Rocky Mountains

$140
per adult
100% of travellers recommend
Guided Rock Climbing Adventure in the Rocky Mountains
Hike the Rockies Half Day Tour

Hike the Rockies Half Day Tour

$100
per adult
Hike the Rockies Half Day Tour
See all activities in Bailey

Bailey Hotel Deals

Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

4 out of 5
111 Richman St, Black Hawk, CO
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $121 total per night from Nov 16 to Nov 17
$121 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (3,436 reviews)
Clean

Reviewed on Nov 7, 2025

Ameristar Casino Resort Spa Black Hawk
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

4 out of 5
488 Main St, Black Hawk, CO
$128 nightly
The price is $152 total per night from Nov 13 to Nov 14
$152 total
Nov 13 - Nov 14
Total with taxes and fees
9/10 Wonderful! (4,125 reviews)
Perfect stay! Rooms are so clean and gorgeous. Staff is so friendly.

Reviewed on Nov 11, 2025

Monarch Casino Resort Spa Black Hawk
Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
620 Village Rd, Breckenridge, CO
$185 nightly
The price is $208 total per night from Nov 13 to Nov 14
$208 total
Nov 13 - Nov 14
Total with taxes and fees
8.2/10 Very Good! (1,034 reviews)
The room was clean and the indoor/outdoor pool was very nice.

Reviewed on Nov 2, 2025

Beaver Run Resort & Conference Center
See all 7,541 properties in Bailey
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.

Find the Best Bailey Vacation Packages

Bailey Essential Information

Language
English
Currency
U.S dollars
Top Sights
Mount Bailey, Castle Mountain Recreation and Goose Creek Trail

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Frequently asked questions

How much does a Bailey vacation package cost?
Offering excellent value package deals from $269 on Expedia, you'll be pleasantly surprised at how much a vacation to Bailey costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bailey?
You can generally find lower rates and greater availability in August, October and November. Browse our cheap Bailey vacation packages and you could score some excellent off-season deals.
How many days is enough for Bailey?
The ideal length of your Bailey vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to check out all the leading sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Bailey?
It's easy to see why a Bailey vacation is on the to-do list of many travelers. Leading attractions like Mount Bailey are just the start of things to see and do here.
How to find the best Bailey package deals?
Use Expedia's filter tool to help you find some unbeatable Bailey package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Bailey package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Bailey vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Bailey vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bailey?
Score fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Bailey adventure.
How to plan a trip to Bailey?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Bailey.
  2. Budget wisely: In addition to the cost of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Bailey.
  3. Organize your Bailey getaway with Expedia's trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Bailey together.
  4. Decide how long to go for: Now that you know more about Bailey, you can work out the ideal length of your vacation. Put together a draft itinerary and allocate enough time for all the things you want to do.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Bailey vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Bailey. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Bailey vacation packages?
Jet off on your dream getaway to Bailey with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.