Bailey Vacation Packages

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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.

Top Bailey Vacation Deals

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

Basecamp Boulder

3.5 out of 5
Central Boulder
per person
Oct 23 - Oct 27
found 17 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Denver (DEN)
8.8/10 Excellent! (1,001 reviews)
Great hotel with nice amenities and everything we needed for a post-adventure respite.

Reviewed on Jul. 27, 2025

The Art Hotel Denver, Curio Collection by Hilton

The Art Hotel Denver, Curio Collection by Hilton

4.5 out of 5
Civic Center
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Denver (DEN)
8.6/10 Excellent! (1,002 reviews)
Perfect location for our visit. Easy to walk to restaurants, great area near the museum to walk the dog. Staff super friendly!

Reviewed on Aug. 2, 2025

Laurelwood Condominiums

Laurelwood Condominiums

3 out of 5
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip flight included
Winnipeg (YWG) to Denver (DEN)
9.2/10 Wonderful! (1,358 reviews)
Completely renovated studio condo. Perfect for two.

Reviewed on Jul. 31, 2025

The Rally Hotel at McGregor Square

The Rally Hotel at McGregor Square

4 out of 5
LoDo
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip flight included
Winnipeg (YWG) to Denver (DEN)
9.6/10 Exceptional! (1,428 reviews)
Great location great rooms the porch overlooking Macgregor square was great

Reviewed on Aug. 4, 2025

Kimpton Hotel Monaco Denver by IHG

Kimpton Hotel Monaco Denver by IHG

4 out of 5
Downtown Denver
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip flight included
Winnipeg (YWG) to Denver (DEN)
8.6/10 Excellent! (1,000 reviews)
Convenient to Union Station.

Reviewed on Aug. 4, 2025

Ready to book your vacation to Bailey?

 

Choose your dates

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
The price is CA $114 per night from Aug 5 to Aug 6
CA $114
CA $165 total
Aug 5 - Aug 6
includes taxes & fees
8.4/10 Very Good! (3,129 reviews)
"My family had a lovely time!"

Reviewed on Aug. 4, 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
The price is CA $150 per night from Aug 6 to Aug 7
CA $150
CA $226 total
Aug 6 - Aug 7
includes taxes & fees
9/10 Wonderful! (4,172 reviews)
"Another terrific visit! Fun buffet, clean rooms, excellent staff and overall a great time. Even won some $ to add to the day. Will be back."

Reviewed on Aug. 4, 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 CA $198 per night from Sep 1 to Sep 2
CA $198
CA $277 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,439 reviews)
"Outdoor pool area nice room"

Reviewed on Aug. 2, 2025

Hyatt Vacation Club at The Ranahan
See all 7,374 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Bailey

6-Zipline Adventure in the Rocky Mountains

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

CA $207
per traveller
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

CA $192
per adult
100% of travellers recommend
Guided Rock Climbing Adventure in the Rocky Mountains
Hiking up along a trail in Denver

Guided Hiking Tour in the Rocky Mountains

CA $148
per adult
Guided Hiking Tour in the Rocky Mountains
See all activities in Bailey

Frequently asked questions

How much does a Bailey vacation package cost?
You'll find cheap prices from CA $738 on Expedia for your Bailey getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Bailey costs.
What are the cheapest months to go to Bailey?
If you're looking to snag a cheap Bailey vacation package, consider visiting in January, April and November. You'll typically find lower prices on flights and accommodations during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Bailey?
Generally, a handful of days is enough to visit the top attractions during your Bailey vacation. However, if you prefer to have some time to rest or take day trips, think about extending your itinerary.
Is it worth booking a vacation package to Bailey?
It's easy to see why a Bailey vacation is on the must-do list of many travellers. Top attractions like Mount Bailey are just the beginning of things to see and do here.
How to find the best Bailey package deals?
Finding a cheap Bailey package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Bailey package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Bailey vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Bailey trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Bailey?
Land incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Bailey getaway.
How to plan a trip to Bailey?

  1. Choose when to get away: Check your calendar and get packing. Your favourite time of year and the activities on offer will also help you decide when to escape to Bailey.
  2. Plan your budget wisely: Besides the price of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Bailey.
  3. Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Bailey. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Bailey vacation 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.