Winding Trail Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Winding Trail

Find the best Winding Trail areas and neighborhoods for the activities you enjoy most. Learn more about Winding Trail
Boulder which includes a sunset and kayaking or canoeing as well as a large group of people

Central Boulder

6 out of top 10 points of interest in this area
4/5(10 area reviews)

If you're spending some time in Central Boulder, Boulder Theater and Pearl Street Mall are top sights worth seeing.

Find hotels in Central Boulder

Top hotels in Winding Trail

Hotel Boulderado

Hotel Boulderado

4 out of 5
2115 13th St Boulder CO
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,636 reviews)
Stayed at the historic premium king room. Absolutely perfect it was clean, comfortable, spacious, and if you’re infatuated with historical architecture and interior you will love your stay. The hotel itself is stunning and well decorated not your typical whitewashed characterless hotel! Can’t wait ...

Reviewed on 7 Jan 2026

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Hotel Boulderado
Days Inn by Wyndham Thornton

Days Inn by Wyndham Thornton

2.5 out of 5
12101 N. Grant St. Thornton CO
Fully refundableReserve now, pay when you stay
The price is 1.594.852 ₫ per night from 13 Jan to 14 Jan
1.594.852 ₫
1.782.246 ₫ total
13 Jan - 14 Jan
includes taxes & fees
7.4/10 Good! (529 reviews)
Very nice

Reviewed on 6 Jan 2026

Days Inn by Wyndham Thornton
Courtyard by Marriott Denver North/Westminster

Courtyard by Marriott Denver North/Westminster

3 out of 5
14355 Orchard Parkway Westminster CO
Fully refundableReserve now, pay when you stay
The price is 2.653.270 ₫ per night from 25 Jan to 26 Jan
2.653.270 ₫
2.965.028 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Really nice! Hot tub wasn’t working for our whole 3 day stay:(

Reviewed on 1 Jan 2026

Courtyard by Marriott Denver North/Westminster
See all 1,804 properties in Winding Trail
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.

Frequently asked questions

How much does a Winding Trail holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Winding Trail from just . And the more you bundle, the more money you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Winding Trail?
Our Winding Trail holiday packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your hotel, flights and extras (such as activities) into a handy package. But bargain prices are just the beginning of your next amazing adventure. Book with Expedia and you'll have more than 550 air carriers and 1null000null000 properties across the globe to select from. No matter your budget or style, there's a holiday package that's perfect for you.
Where should I stay in Winding Trail?
A visit to Winding Trail isn't complete without stopping by University of Colorado Boulder and Folsom Field. Stay nearby and easily access these impressive sights.
How far in advance should I book my Winding Trail holiday?
To score rock-bottom prices, book ASAP. Airlines typically begin selling tickets, along with some of the lowest fares, around a year in advance. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you're in need of a last-minute getaway to Winding Trail, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Winding Trail travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your perfect Winding Trail package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Winding Trail travel package?
So many places to explore, so many things to do. With a package, you'll be able to afford more of them. Bundle your hotels, flights and rental cars and land big savings.
Can I choose my airline with a Winding Trail Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Winding Trail holiday package?
Don't stress if you're rethinking your Winding Trail holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Popular places to visit

Pearl Street Mall

Pearl Street Mall

During your visit to Boulder, you can enjoy retail therapy at Pearl Street Mall. Discover the area's art scene and monuments.

Pearl Street Mall
Chautauqua Park featuring mountains

Chautauqua Park

After visiting Chautauqua Park, make a plan to see the other sights and activities in Boulder. Wander the riverfront or discover the area's mountain views.

Chautauqua Park
Downtown Boulder Historic District

Downtown Boulder Historic District

You can find out about the history of Boulder with a visit to Downtown Boulder Historic District. Visit the shops and top-notch restaurants in this walkable area.

Downtown Boulder Historic District