Treeloft Vacations from $806

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

Your Treeloft Vacation

Lock in a vacation package to Treeloft and have fun discovering everything this semi-rural neighborhood has to offer. With a reputation for walking, skiing and adventure sports, your next awesome adventure can be found right here. Your trip to Treeloft has to include some sightseeing. Don't miss must-see attractions nearby such as Bold Rock Hard Cider Nellysford Cidery. Stop daydreaming and start doing. When you're ready to lock in your next vacation to Treeloft, Expedia will help get you there.

The Latest Treeloft Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,181, price is now $806 per person
$806
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $1,534, price is now $1,038 per person
$1,038
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Charlottesville (CHO)
9.6/10 Exceptional! (357 reviews)
Jake was a great manager and the Farm Bell restaurant had an amazing breakfast!

Reviewed on Mar 26, 2026

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $1,363, price is now $978 per person
$978
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Charlottesville (CHO)
8.4/10 Very Good! (1,005 reviews)
It’s a beautiful property right in the heart of Charlottesville… easy access to campus and village restaurants and night life. It is a different feel not having a human to check in… no front desk… just a code and a room assignment.

Reviewed on Apr 3, 2026

Virginia Guesthouse At University Of Virginia

Virginia Guesthouse At University Of Virginia

2 out of 5
Lewis Mountain
Price was $1,427, price is now $1,073 per person
$1,073
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Charlottesville (CHO)
No reviews
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,249, price is now $955 per person
$955
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Charlottesville (CHO)
9.2/10 Wonderful! (547 reviews)
Very neat and beautiful in an older setting

Reviewed on Apr 10, 2026

Treeloft Hotel Deals

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
$106 nightly
The price is $119 total per night from May 3 to May 4
$119 total
May 3 - May 4
Total with taxes and fees
9.6/10 Exceptional! (1,111 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
$63 nightly
The price is $70 total per night from May 1 to May 2
$70 total
May 1 - May 2
Total with taxes and 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
$97 nightly
The price is $108 total per night from Apr 26 to Apr 27
$108 total
Apr 26 - Apr 27
Total with taxes and fees
9.2/10 Wonderful! (1,424 reviews)
Room was clean. Easy to get to off highway.

Reviewed on Apr 12, 2026

Sleep Inn Staunton
See all 1,258 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Treeloft

Wintergreen resort ski village mountain town sign in Nelson county, Virginia and Blue Ridge Parkway road directions in summer

Wintergreen Resort

4.5/5(80 reviews)

Hit the slopes in Wintergreen with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.

Wintergreen Resort

Bold Rock Hard Cider Nellysford Cidery

4.5/5(6 reviews)

You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Wintergreen. Discover the mountain views in this family-friendly area, or seek out the ski slopes.

Bold Rock Hard Cider Nellysford Cidery

Stoney Creek Golf Course

Enjoy a round of golf in Wintergreen at Stoney Creek Golf Course. Discover the mountain views and top-notch restaurants in this vibrant area.

Stoney Creek Golf Course

Things to do

Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

$13
per traveler
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.