Winding Trail Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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
3.5 out of 5
2115 13th St, Boulder, CO
Fully refundableReserve now, pay when you stay
The price is S$241 per night from 30 Nov to 1 Dec
S$241
includes taxes & fees
30 Nov - 1 Dec
9.4/10 Exceptional! (1,339 reviews)
"Great stay but wish there was better parking options"

Reviewed on 25 Nov,2024

Hotel Boulderado
Quality Inn Denver Westminster
Quality Inn Denver Westminster
3 out of 5
Westminster
Fully refundableReserve now, pay when you stay
The price is S$82 per night from 3 Dec to 4 Dec
S$82
includes taxes & fees
3 Dec - 4 Dec
7.4/10 Good! (1,010 reviews)
"Good"

Reviewed on 23 Nov,2024

Quality Inn Denver Westminster
Omni Interlocken
Omni Interlocken
4 out of 5
500 Interlocken Blvd, Broomfield, CO
Fully refundableReserve now, pay when you stay
The price is S$248 per night from 18 Dec to 19 Dec
S$248
includes taxes & fees
18 Dec - 19 Dec
8.6/10 Excellent! (1,004 reviews)
"2nd time staying here. Cozy quiet and well maintained hotel with a bar and dining options and heated pools and jacuzzi all year around"

Reviewed on 24 Nov,2024

Omni Interlocken
See all 1,522 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 1,000,000 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

4.5/5(13 reviews)

Shop, dine or simply enjoy the atmosphere of Boulder's busy downtown shopping quarter. Relax by flower-filled gardens and let your children splash in the fountains.

Pearl Street Mall
Boulder Theater

Boulder Theater

You can get tickets for a performance at Boulder Theater during your stay in Boulder. Discover the area's mountain views and top-notch restaurants.

Boulder Theater

Fox Theater

You can enjoy a show at Fox Theater during your stay in Boulder. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Fox Theater

Things to do

"Boulder Peaks & Wilderness Tours: Mallory Cave Trail"

"Boulder Peaks & Wilderness Tours: Mallory Cave Trail"

S$85
Per adult
"Boulder Peaks & Wilderness Tours: Mallory Cave Trail"
Astronomy Tour

Astronomy Tour

S$59
Per adult
Astronomy Tour
Boulder Ghost Tour

Boulder Ghost Tour

S$45
Per adult
Boulder Ghost Tour
See all activities in Boulder

* 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.