Timber Trail Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Timber Trail
Price found within the past 48 hours. Click for updated prices.
The St Mary's Inn, Bed and Breakfast
Central Colorado Springs
CA $1,392
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Denver (DEN)
9.8/10 Exceptional! (905 reviews)
One of the best B&B’s we’ve ever stayed in - Pam and Jay are incredibly gracious and the property is beautifully decorated and maintained! The convenience to local restaurants, shops and downtown is unbeatable. We will definitely be back!
Reviewed on Sep 7, 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
Historic District
4 out of top 10 points of interest in this area
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.
Peak 9
3 out of top 10 points of interest in this area
The captivating mountain views and stunning ski slopes are top of the list for many visitors to Peak 9. A stop by Breckenridge Ski Resort or Peak 8 SuperConnect Lift might round out your trip.
Peak 8
Unique features of Peak 8 include the skiing and mountain views. Make a stop by Breckenridge Ski Resort or Four O'Clock Ski Run while you're exploring the area.
Four O'Clock
1 out of top 10 points of interest in this area
The captivating mountain views and stunning ski slopes are top of the list for many visitors to Four O'Clock. A stop by Breckenridge Ski Resort or Snowflake Chair Lift might round out your trip.
Peak 7
While visiting Peak 7, you might make a stop by sights like Breckenridge Ski Resort and Breckenridge Nordic Center.
Timber Trail Hotel Deals
Village at Breckenridge, A Vail Resorts Property
535 S Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
CA $182
CA $233 total
Sep 15 - Sep 16
includes taxes & fees
8.4/10 Very good! (2,086 reviews)
"Front desk was rude and not helpful ended up"
Reviewed on Sep 8, 2026
Hyatt Vacation Club at The Ranahan
557 Stan Miller Dr Breckenridge CO
CA $145
CA $217 total
Oct 5 - Oct 6
includes taxes & fees
9.6/10 Exceptional! (1,283 reviews)
"The gentleman at the front desk was so helpful and nice! This was my second time staying at this hotel and I would 10/10 recommend. Rooms are so clean and well kept and love the pool, hot tub area."
Reviewed on Sep 9, 2026
River Mountain Lodge, A Vail Resorts Property
100 South Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
CA $158
CA $202 total
Sep 10 - Sep 11
includes taxes & fees
8.6/10 Excellent! (1,923 reviews)
"Perfect location 👌"
Reviewed on Sep 8, 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 Timber Trail vacation package cost?
Our Timber Trail vacation packages, which begin from just CA $1,392, 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.
Things to do
Breckenridge Tours - Strange but True
CA $46
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.