Bailey Holidays

Photo by David Morring

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Bailey

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
8.4/10 Very Good! (3,034 reviews)
Great stay
"Always a great time at the Ameristar"

Reviewed on 21 Jul, 2025

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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
The price is S$209 per night from 6 Aug to 7 Aug
S$209
6 Aug - 7 Aug
includes taxes & fees
9/10 Wonderful! (4,174 reviews)
"Great beds."

Reviewed on 21 Jul, 2025

Monarch Casino Resort Spa Black Hawk
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
557 Stan Miller Dr, Breckenridge, CO
Fully refundable
The price is S$261 per night from 17 Aug to 18 Aug
S$261
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (1,418 reviews)
"Great staff and fun hotel to visit We love the well appointed kitchen."

Reviewed on 18 Jul, 2025

Hyatt Vacation Club at The Ranahan
See all 7,378 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.

What to do in Bailey

Red Rocks Amphitheatre in Denver

Guided Active Sightseeing Tour in the Rocky Mountains

S$166
per adult
Guided Active Sightseeing Tour in the Rocky Mountains
6-Zipline Adventure in the Rocky Mountains

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

S$194
per traveller
98% of travellers recommend
6-Zipline Adventure in the Rocky Mountains on Colorado's Longest & Fastest!
Hike the Rockies Half Day Tour

Hike the Rockies Half Day Tour

S$128
per adult
Hike the Rockies Half Day Tour
See all activities in Bailey

Frequently asked questions

How much does a Bailey holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Bailey costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bailey?
January, April and November are the best times to search for cheap Bailey holiday packages. Opting to travel in quieter periods means you can generally find reduced prices on flights and accommodation.
How many days is enough for Bailey?
The ideal duration for your Bailey holiday depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to tick off all the major attractions and explore some hidden gems along the way.
Is it worth booking a holiday package to Bailey?
Bailey has everything you need for an amazing escape. Begin your Bailey holiday on a high note by exploring top attractions like Mount Bailey.
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 holiday package as soon as possible.
Is it cheaper to book a Bailey holiday as a package?
Expedia holiday 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 personalised Bailey holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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 when to go: Check your diary and get your bags packed. Your favourite season and the activities available will also help you decide when to holiday in Bailey.
  2. Set your budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Bailey. Then, select a property that works with your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Decide your trip length: Think about how long you'd like to spend discovering Bailey. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Bailey holiday package that brings all your bookings together.

* 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.