Timber Trail Vacations
Book a Hotel + Flight or Car together to unlock savings
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.
- Glenwood Springs Inn
Jul 12 - Jul 15Glenwood Springs Inn + Flight
Downtown3 nights9.0/10 - Wonderful (1,582 reviews)"Clean rooms, breakfast could have been better."Reviewed June 1, 2026Roundtrip • Los Angeles (LAX) - Denver (DEN)LAX - DEN • Nonstop DEN - LAX • Nonstop - Hyatt Vacation Club at The Ranahan
Aug 6 - Aug 13Hyatt Vacation Club at The Ranahan + Flight
Northside Breck7 nights9.6/10 - Exceptional (1,171 reviews)"It was a great experience!"Reviewed June 1, 2026Roundtrip • Chicago (ORD) - Denver (DEN)ORD - DEN • Nonstop DEN - ORD • Nonstop - The Residences at Main Street Station, Breckenridge
Aug 6 - Aug 13The Residences at Main Street Station, Breckenridge + Flight
Historic District7 nights8.8/10 - Excellent (167 reviews)"The pool/hot tub and fitness center need to be upgraded. They are outdated and showing their age."Reviewed May 8, 2026Roundtrip • Chicago (ORD) - Denver (DEN)ORD - DEN • Nonstop DEN - ORD • Nonstop - Beaver Run Resort & Conference Center
Aug 6 - Aug 13Beaver Run Resort & Conference Center + Flight
Peak 97 nights8.4/10 - Very Good (1,213 reviews)"Great atmosphere and Heather was great!"Reviewed May 31, 2026Roundtrip • Chicago (ORD) - Denver (DEN)ORD - DEN • Nonstop DEN - ORD • Nonstop - Gravity Haus Denver
Jul 30 - Aug 2Gravity Haus Denver + Flight
Highland3 nights8.8/10 - Excellent (229 reviews)"We checked in really late and was able to work with the staff through the app to coordinate a late check in."Reviewed June 1, 2026Roundtrip • Chicago (ORD) - Denver (DEN)ORD - DEN • Nonstop DEN - ORD • Nonstop
Where to stay in Timber Trail
Historic District
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 Quandary Antiques Cabin & Ceramic Studio might round out your trip.
Timber Trail Hotel Deals
Hyatt Vacation Club at The Ranahan
"It was a great experience!"
Reviewed on Jun 1, 2026
Village at Breckenridge, A Vail Resorts Property
"Beautiful condo, clean, comfy, kitchen had everything we needed to cook, plenty of towels, toiletries and cleaning and trash supplies in kitchen. Bed was super comfy, warm and roomy shower/tub. Many hot tubs outside which nice! Amazing views, quietness and above all why I keep coming back is the ..."
Reviewed on Jun 1, 2026
Luxury Inn And Suites
"Jacuzzi opens at noon and checkout is at 12 AM, so the likelihood of being able to use the Jacuzzi on a one-night stay is very low. Other than that the staff were helpful and the condition of the hotel was very good value."
Reviewed on May 31, 2026
Discover the most popular places to visit in Timber Trail
Breckenridge Ski Resort
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.
Main Street
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.
Snowflake Chair Lift
Enjoy a trip to Snowflake Chair Lift and popular activities like skiing in Breckenridge. Wander the lakeside or discover the area's mountain views.
Things to do
