Winding Trail Vacation Packages
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Top Holiday Package Deals in Winding Trail
Price found within the past 48 hours. Click for updated prices.
Catbird Hotel
River North Art District
CA $1,257
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Denver (DEN)
9.2/10 Wonderful! (1,019 reviews)
Nice hotel with lots of places to hang out and relax besides just your room. The lobby has a very laid back comfortable feeling where you can do puzzles, play games or just enjoy a snack or drink. The rooftop has a bar with more games, pool table, hammock and seating. We enjoyed our stay.
Reviewed on Aug 11, 2026
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
Central Boulder
6 out of top 10 points of interest in this area
If you're spending some time in Central Boulder, Boulder Theater and Pearl Street Mall are top sights worth seeing.
Downtown Boulder
While visiting Downtown Boulder, you might make a stop by sights like Downtown Boulder Historic District and Pearl Street Mall.
East Boulder
1 out of top 10 points of interest in this area
If you're spending some time in East Boulder, Boulder Creek and Rolando Campos are top sights worth seeing.
Whittier
If you're spending some time in Whittier, Downtown Boulder Historic District and Dairy Center for the Arts are top sights worth seeing.
Goss - Grove
While visiting Goss - Grove, you might make a stop by sights like Boulder Creek and Downtown Boulder Historic District.
Winding Trail Hotel Deals
DoubleTree by Hilton Denver - Thornton
83 East 120th Avenue Thornton CO
Fully refundableReserve now, pay when you stay
CA $125
CA $139 total
Aug 30 - Aug 31
includes taxes & fees
Omni Interlocken
500 Interlocken Blvd Broomfield CO
Fully refundableReserve now, pay when you stay
CA $315
CA $392 total
Aug 14 - Aug 15
includes taxes & fees
9.4/10 Exceptional! (1,015 reviews)
"Great stay!"
Reviewed on Aug 10, 2026
The Westin Westminster
10600 Westminster Boulevard Westminster CO
Fully refundableReserve now, pay when you stay
CA $165
CA $185 total
Aug 21 - Aug 22
includes taxes & fees
8.8/10 Excellent! (1,154 reviews)
"It was a great stay! Only two negative things about it was the pool was cold (no wonder no one was swimming in it during our stay and it was supposed to be heated pool) and the parking, we had to pay for it during our stay."
Reviewed on Aug 10, 2026
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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Winding Trail from just CA $1,257. And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Winding Trail?
Our Winding Trail vacation 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 vacation 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 vacation?
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 vacation 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 vacation package?
Don't stress if you're rethinking your Winding Trail vacation 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.
Things to do
Boulder: Best of Boulder eBike Tour – City to Foothills
CA $147
per adult
Rocky Mountains: Peak to Peak & Estes Park Small Group Tour
CA $182
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.