Timber Trail Vacation Packages

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The Latest Timber Trail Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Outdoor spa tub
    Jul 30 - Aug 4

    Hyatt Vacation Club at The Ranahan + Flight

    The Highlands
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,189 reviews)
    "Beautiful accommodation and friendly staff. Mountain views were terrific!"
    Reviewed June 10, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • 1 stop DEN - YYZ • 1 stop
    CA $1,626
    CA $1,174
    per traveller
    found 4 hours ago
    Hyatt Vacation Club at The Ranahan
  • 55-inch TV with cable channels, Netflix, streaming services
    Jul 30 - Aug 4

    Kindred Resort a RockResort + Flight

    River Run
    5 nights
    4.0 star property
    10/10 - Exceptional (3 reviews)
    "Beautiful property! Great location and staff."
    Reviewed June 8, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • 1 stop DEN - YYZ • 1 stop
    CA $2,266
    CA $1,560
    per traveller
    found 4 hours ago
    Kindred Resort a RockResort
  • Exterior
    Aug 13 - Aug 18

    Hotel Polaris + Flight

    Colorado Springs
    5 nights
    4.5 star property
    9.6/10 - Exceptional (787 reviews)
    "We booked a weekend here to celebrate a birthday notknowing there was a National Lacrosse tournament at the Academy with a lot of families staying here. Even though we paid resort prices, and fees, we weren’t able to find seats at or utilize the pool, or have access to the dining facilities. There were hundreds of kids running through the halls, elevators, etc. While we understand this happens, they should have informed us that it wasn’t a good weekend for other guests. Also, our rooms were..."
    Reviewed June 8, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • Nonstop
    CA $1,774
    CA $1,322
    per traveller
    found 19 hours ago
    Hotel Polaris
  • 2 outdoor pools, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers
    Aug 13 - Aug 18

    Flying Horse Resort & Club + Flight

    Flying Horse
    5 nights
    4.5 star property
    9.4/10 - Exceptional (876 reviews)
    "Very nice property. Decent just outside busy Co Springs. Nice restaurant and bar area. Staff very friendly."
    Reviewed May 28, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • Nonstop
    CA $2,114
    CA $1,585
    per traveller
    found 19 hours ago
    Flying Horse Resort & Club
  • Exterior
    Jul 12 - Jul 16

    The Arrabelle, A RockResort, by Vail Resorts + Flight

    Lionshead
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "The property was gorgeous. Front desk was friendly but needs to spend a little more time explaining the amenities offered like what floor the pool is on and restaurants that are available. They spent more time wondering about my little Maltipoo, if I reported that I needed a dog friendly room in advance. So if you plan on bringing a pooch be sure to let them know in advance. Other than that it is definitely a princess environment with a classy old world feel. I’m glad my husband picked it..."
    Reviewed June 4, 2026
    Roundtrip • Toronto (YYZ) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YYZ • Nonstop
    CA $2,682
    CA $2,105
    per traveller
    found 1 day ago
    The Arrabelle, A RockResort, by Vail Resorts

Where to stay in Timber Trail

Find the best Timber Trail areas and neighborhoods for the activities you enjoy most. Learn more about Timber Trail
Main Street, Downtown Frisco, Colorado. A quaint and popular ski resort town in summertime.

Historic District

4 out of top 10 points of interest in this area
4/5(1 area review)

The picture-perfect mountain views and popular ski slopes are top of the list for many visitors to Historic District. A stop by Breckenridge Ski Resort or Main Street might round out your trip.

Find hotels in Historic District

Timber Trail Hotel Deals

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
557 Stan Miller Dr Breckenridge CO
The price is CA $224 per night from Jun 30 to Jul 1
CA $224
CA $307 total
Jun 30 - Jul 1
includes taxes & fees
9.6/10 Exceptional! (1,189 reviews)
"Beautiful accommodation and friendly staff. Mountain views were terrific!"

Reviewed on Jun 10, 2026

Hyatt Vacation Club at The Ranahan
Village at Breckenridge, A Vail Resorts Property

Village at Breckenridge, A Vail Resorts Property

3 out of 5
535 S Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jun 24 to Jun 25
CA $227
CA $284 total
Jun 24 - Jun 25
includes taxes & fees
8.4/10 Very Good! (1,977 reviews)
"Great stay"

Reviewed on Jun 7, 2026

Village at Breckenridge, A Vail Resorts Property
Luxury Inn And Suites

Luxury Inn And Suites

2 out of 5
540 Silverthorne Ln Silverthorne CO
The price is CA $102 per night from Jun 25 to Jun 26
CA $102
CA $119 total
Jun 25 - Jun 26
includes taxes & fees
7.8/10 Good! (1,164 reviews)
"Excellent property. Value commensurate with cost."

Reviewed on Jun 8, 2026

Luxury Inn And Suites
See all 12,667 properties in Timber 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Timber Trail vacation package cost?
Our Timber Trail vacation packages, which begin from just , are an ideal way to save big bucks. Select your favorite hotels, flights and rental car to create your dream getaway.
How do I get a cheap travel package to Timber Trail?
You'll save tons of cash if you combine your hotels, car rentals and flights into a Timber Trail vacation package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties across the globe, which means you'll always have plenty of variety to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Timber Trail?
Stay close to the action. Many people like to book hotels in the vicinity of popular sights, such as Breckenridge Ski Resort, Beaver Run SuperChair and Breckenridge Riverwalk Center.
What are the top hotels in Timber Trail?
Ski Hi Lodge: Hot Tub, True Ski and Slopeside Manor 6 Bedroom Home are two of the most popular properties in Timber Trail. Why not look up the facilities and rates at each and then make up your mind?
How far in advance should I book my Timber Trail vacation?
While not all air carriers release tickets early, you can normally start comparing international airfares on Expedia up to a year in advance. This is when you'll score some fantastic deals. If you've left everything to the last minute, you might still be in luck. Sometimes the cheapest prices emerge just weeks prior to departure.
What does an Expedia Timber Trail travel package include?
Flights, rental cars and hotels, or any combination of them — the choice is all yours! Whether you're venturing to Timber Trail with the whole family or traveling solo, there's a package to fit every style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Timber Trail travel package?
So many places to wander around, so many things to do. With a package, you'll be able to cross more of them off your list. Bundle your hotels, flights and rental cars and see how much you save.
Can I choose my airline with a Timber Trail Expedia vacation package?
Most definitely. We offer more than 550 airlines around the world, so you can customize your Timber Trail getaway according to your travel preferences.
If I'm not able to travel, can I cancel my Timber Trail vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel and rebook your Timber Trail vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, airline or hotel may charge a fee. Looking for more information? Check out our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Timber Trail

Breckenridge Ski Resort

Breckenridge Ski Resort

4.5/5(2 reviews)

A ski resort that impresses visitors with five breathtaking peaks, a huge variety of slopes and fantastic modern facilities. Nearby is a charming Victorian-era town.

Breckenridge Ski Resort
Breckenridge is a Colorado town at the base of the Rocky Mountains’ Tenmile Range. It's known for its ski resort, year-round alpine activities and Gold Rush history. The Victorian core of this former

Main Street

4.5/5(7 reviews)

During your visit to Breckenridge, you can browse for the perfect souvenirs at Main Street. Discover the area's mountain views and seek out the ski slopes.

Main Street

Beaver Run SuperChair

Enjoy a trip to Beaver Run SuperChair and popular activities like skiing in Breckenridge. Wander the lakeside or discover the area's mountain views.

Beaver Run SuperChair

Things to do

Breckenridge Tours - Strange but True

Breckenridge Tours - Strange but True

CA $46
per adult
80% of travellers recommend
Breckenridge Tours - Strange but True
Continental Divide Tour

Continental Divide Tour

CA $215
per adult
Continental Divide Tour
Colorado: Guided Mountain Bike Ride

Colorado: Guided Mountain Bike Ride

CA $428
per adult
Colorado: Guided Mountain Bike Ride
See all activities in Breckenridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.