Timber Trail Vacations from $306

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Your Timber Trail Vacation

When it's time for your next big adventure, lock in a Timber Trail vacation package. From its skiing to a whole lot more, there are endless enticing reasons to base yourself in this neighborhood. Some top nearby attractions to see during your trip to Timber Trail include BreckConnect Gondola, Breckenridge Riverwalk Center and Maggie Pond. Whatever your dream Timber Trail vacation looks like, you can make it a reality with Expedia.

The Latest Timber Trail Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
The Highlands
Save 100% on your flight
Price was $512, price is now $306 per person
$306
per person
Mar 21 - Mar 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.6/10 Exceptional! (1,598 reviews)
Everything was great. Attention to clients, clean rooms, excellent location etc. I stayed at the one room villa it felt like a home. I highly recommend it.

Reviewed on Feb 1, 2026

Tivoli Lodge

Tivoli Lodge

4 out of 5
Vail Village
Save 100% on your flight
Price was $823, price is now $487 per person
$487
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.4/10 Exceptional! (1,003 reviews)
Great location. Just a 5 minute walk to gondola 1. Great staff, rooms are big. Ski valet was great. Walking distance to most of the great restaurants in the area.

Reviewed on Feb 2, 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 $1,010, price is now $615 per person
$615
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (149 reviews)
We had a wonderful stay. The location was within walking distance to everything downtown and super accessible. The room was spacious and had everything we needed, we will definitely again on our next visit.

Reviewed on Dec 16, 2025

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

4 out of 5
Peak 9
Save 100% on your flight
Price was $779, price is now $482 per person
$482
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (370 reviews)
Rooms were spotless and good size, location was great for skiing and the town. Shuttle bus was useful, good stay

Reviewed on Feb 2, 2026

Limelight Hotel Aspen

Limelight Hotel Aspen

4 out of 5
Downtown Aspen
Save 100% on your flight
Price was $1,030, price is now $651 per person
$651
per person
Apr 6 - Apr 9
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.6/10 Exceptional! (1,003 reviews)
The best hotel in Aspen

Reviewed on Jan 22, 2026

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

3 out of top 10 points of interest in this area
4.5/5(351 area reviews)

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

Keystone Lodge & Spa by Keystone Resort

Keystone Lodge & Spa by Keystone Resort

4 out of 5
22101 US Highway 6 Keystone CO
$187 nightly
The price is $202 total per night from Feb 9 to Feb 10
$202 total
Feb 9 - Feb 10
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Great location, cosy room, the included spa is just a great addition to the stay. Close to lots of places to visit and eat. Friendly staff, great service. Has everything you need for winter stay, humidifier and extra heater are in the room, mini fridge, microwave. The beautiful view from the balcony, ...

Reviewed on Jan 25, 2026

Keystone Lodge & Spa by Keystone Resort
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
557 Stan Miller Dr Breckenridge CO
$254 nightly
The price is $285 total per night from Feb 8 to Feb 9
$285 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (1,729 reviews)
Staff was great, AM bus driver was very helpful in where we wanted to go and how to get there. Adrian at the front desk was very helpful. Room was clean and ready for us

Reviewed on Jan 29, 2026

Hyatt Vacation Club at The Ranahan
Hotel Alpenrock Breckenridge, Curio Collection by Hilton

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

4 out of 5
550 Village Road Breckenridge CO
$354 nightly
The price is $397 total per night from Feb 8 to Feb 9
$397 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (460 reviews)
Team hospitality, new and clean hotel. Loved the ski valet, town shuttle service and that is next to the mountain.

Reviewed on Jan 30, 2026

Hotel Alpenrock Breckenridge, Curio Collection by Hilton
See all 12,911 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
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Discover the most popular places to visit in Timber Trail

Breckenridge Ski Resort showing snow skiing, snow and forests

Breckenridge Ski Resort

4.5/5(856 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(1,235 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
SELFIE: Snowboarder sprays snow while carving down the neatly groomed trail.

Snowflake Chair Lift

4.5/5(19 reviews)

Enjoy a trip to Snowflake Chair Lift and popular activities like skiing in Breckenridge. Wander the lakeside or discover the area's mountain views.

Snowflake Chair Lift

Things to do

Face in the window of Apres bar

Breckenridge Tours - Ghostly Tales

$35
per adult
94% of travellers recommend
Breckenridge Tours - Ghostly Tales
Snowshoe Treasure Hunt

Snowshoe Treasure Hunt (Outdoors)

$49
per adult
100% of travellers recommend
Snowshoe Treasure Hunt (Outdoors)
Views of Placer valley

Continental Divide Tour

$155
per adult
Continental Divide Tour
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.