Bailey Vacations from $240

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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.
DIA Layover

DIA Layover

2.5 out of 5
Green Valley Ranch
Save 100% on your flight
Price was $482, price is now $240 per person
$240
per person
Sep 23 - Sep 28
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
4.2/10 (44 reviews)
Not a hotel btw!!!! Couldn’t even stay there after we booked AND paid because the home owners said that because we booked through Expedia and they take a percentage out that they don’t have my booking and we will have to pay AGAIN to them

Reviewed on Jul 11, 2026

The Slate Denver, Tapestry Collection By Hilton

The Slate Denver, Tapestry Collection By Hilton

4 out of 5
Downtown Denver
Save 100% on your flight
Price was $922, price is now $526 per person
$526
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.4/10 Exceptional! (1,589 reviews)
Very nice hotel, nice vibe - the repurposed school was a very cool aesthetic. Restaurant was amazing, highly recommended. Right next to the convention center.

Reviewed on Jul 10, 2026

Hotel Jerome, Auberge Collection

Hotel Jerome, Auberge Collection

5 out of 5
Downtown Aspen
Save 100% on your flight
Price was $5,182, price is now $3,131 per person
$3,131
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (469 reviews)
Wonderful property A glitch at check in but staff went above and beyond to compensate! I would definitely return. Breakfast delicious & restaurant staff wonderful.

Reviewed on Jul 12, 2026

Patterson Inn

Patterson Inn

3.5 out of 5
Capitol Hill
Save 100% on your flight
Price was $1,013, price is now $626 per person
$626
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (799 reviews)
This small Boutique Hotel close to the Capitol in Denver was wonderful. Very clean, wonderful staff all very helpful and friendly. The breakfast which was included was made fresh each day and delicious. Would definitely recommend this hotel.

Reviewed on Jul 12, 2026

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Save 100% on your flight
Price was $904, price is now $564 per person
$564
per person
Aug 19 - Aug 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9/10 Wonderful! (173 reviews)
The rooms don't have AC and specially during the day it's feel very hot

Reviewed on Jul 13, 2026

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Stay near popular Bailey attractions

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

Mount Bailey

9.4/10 (12 reviews)
This short but rewarding trail winds through spruce forest to reveal panoramic Front Range mountain views. Strategically placed benches make it accessible for families seeking a quick wilderness escape.
See properties

What to do in Bailey

6-Zipline Adventure in the Rocky Mountains

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

$128
per traveler
98% of travellers recommend
6-Zipline Adventure in the Rocky Mountains on Colorado's Longest & Fastest!
Winter Escape Ice Skating Red Rocks and Golden CO

Winter Escape Ice Skating Red Rocks and Golden CO

$599
per traveler
Winter Escape Ice Skating Red Rocks and Golden CO
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

Bailey Lodge

Bailey Lodge

2.5 out of 5
57920 Hwy 285 Bailey CO
$232 nightly
The price is $255 total per night from Jul 16 to Jul 17
$255 total
Jul 16 - Jul 17
Total with taxes and fees
9.8/10 Exceptional! (306 reviews)
"Wonderful little spot to tuck into! The staff was friendly, room quiet and clean. Would definitely stay here again."

Reviewed on Jul 6, 2026

Bailey Lodge
Secluded Hideaway, Hot Tub, Epic Views, Solo Travelers, Couples, Dog People

Secluded Hideaway, Hot Tub, Epic Views, Solo Travelers, Couples, Dog People

Bailey CO
$359 nightly
The price is $395 total per night from Aug 3 to Aug 4
$395 total
Aug 3 - Aug 4
Total with taxes and fees
9.2/10 Wonderful! (5 reviews)
"What a great little hideaway! We had an trail running event at Staunton State Park ...about 25 minutes away ...and it was perfect. The hot tub felt so good after the race. We loved our secluded it was and everything was perfect ...we were certainly be back."

Reviewed on Jun 2, 2026

Secluded Hideaway, Hot Tub, Epic Views, Solo Travelers, Couples, Dog People
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

4 out of 5
488 Main St Black Hawk CO
$158 nightly
The price is $188 total per night from Jul 16 to Jul 17
$188 total
Jul 16 - Jul 17
Total with taxes and fees
9.2/10 Wonderful! (4,288 reviews)
"Loved the room but cold showers!"

Reviewed on Jul 14, 2026

Monarch Casino Resort Spa Black Hawk
See all 7,562 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 $240 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.