Treeloft Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Treeloft

Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was CA $1,272, price is now CA $1,186 per person
CA $1,186
per person
May 16 - May 18
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
8.6/10 Excellent! (78 reviews)
Worth it! Reasonable pricing for activities. Great for family get togethers. A rememberable bonding trip made possible by the accommodations provided. We had the deluxe cabin, and even though the fireplace was not working, it was a great experience.

Reviewed on Apr 12, 2026

Virginia Guesthouse At University Of Virginia

Virginia Guesthouse At University Of Virginia

2 out of 5
Lewis Mountain
Price was CA $2,170, price is now CA $1,848 per person
CA $1,848
per person
May 16 - May 18
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
No reviews
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was CA $1,856, price is now CA $1,659 per person
CA $1,659
per person
May 16 - May 18
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (308 reviews)
Super clean and cute and close walking distance. Also VERY close to nightlife and the train, so noisy and not well soundproofed.

Reviewed on Mar 13, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was CA $1,904, price is now CA $1,772 per person
CA $1,772
per person
May 16 - May 18
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (547 reviews)
Very neat and beautiful in an older setting

Reviewed on Apr 10, 2026

Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

3 out of 5
Barracks Road
Price was CA $1,503, price is now CA $1,438 per person
CA $1,438
per person
May 16 - May 18
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
8.8/10 Excellent! (747 reviews)
Everything was great. The room seemed brand new. Staff was friendly. Great place to stay.

Reviewed on Apr 11, 2026

Treeloft Hotel Deals

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
The price is CA $150 per night from Apr 19 to Apr 20
CA $150
CA $169 total
Apr 19 - Apr 20
includes taxes & fees
9.6/10 Exceptional! (1,112 reviews)
Always enjoy staying at 24 South. It is conveniently located in downtown Staunton and has a good breakfast buffet as well as being very near other excellent restaurants.

Reviewed on Apr 8, 2026

Hotel 24 South
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from May 2 to May 3
CA $87
CA $97 total
May 2 - May 3
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
It was a good stay. Clean. Quiet.

Reviewed on Apr 12, 2026

Motel 6 Staunton, VA
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Fully refundable
The price is CA $134 per night from Apr 26 to Apr 27
CA $134
CA $149 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,426 reviews)
The room was clean and comfortable. Pretty decent breakfast, too. I was surprised how many different egg options there were over my 3 night stay in addition to the always available hard boiled egg option.

Reviewed on Apr 12, 2026

Sleep Inn Staunton
See all 1,257 properties in Treeloft
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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Treeloft vacation package cost?
Perhaps less than you imagined — from as low as CA $1,186, actually! By combining hotels, flights and car rentals into your own tailor-made package, your Treeloft escape is just a few clicks away.
How do I get a cheap travel package to Treeloft?
Our Treeloft vacation packages offer plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But low prices are only the start of your next awesome adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 hotel options worldwide to select from. Whatever your style, there's a package here just for you.
Where should I stay in Treeloft?
If you plan to check out Wintergreen Resort, give commuting a miss and find someplace to stay close by. It's one of the most popular attractions in Treeloft.
What are the top hotels in Treeloft?
Get your escape off to a good start by reserving a room at Custom Builder Just Completely Remodeled This Mountain Chalet. . . With Hot Tub. It's one of most popular hotels in Treeloft. Another option is Wintergreen Resort Home With 2 Decks + Ski Access.
How far in advance should I book my Treeloft vacation?
While prices do change, we generally recommend booking your seats as early as possible. Many international airfares are found on Expedia up to a year in advance. If circumstances have left you booking last minute, you might still be lucky. Discount prices to Treeloft sometimes emerge only weeks before departure.
What does an Expedia Treeloft travel package include?
Expedia has all you need to plan your Treeloft escape, but how your package is structured is up to you. Select from any combination of hotels, rental cars and flights. Looking for some activities to keep you on the go? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a deal to meet your needs.
What should I know before booking a Treeloft travel package?
We already have low prices. However, you'll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Treeloft Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines globally, so you can customize your Treeloft vacation according to your travel preferences.
If I'm not able to travel, can I cancel my Treeloft vacation package?
Whether it's your hotel or flight, you can cancel or alter it. Locked in your Treeloft vacation package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We'll help you each step of the way.

Things to do

Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

CA $33
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

CA $23
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

CA $18
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Nellysford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.