Treeloft Vacations from $573

Book a Hotel + Flight or Car together to unlock savings

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.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $703, price is now $573 per person
$573
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
9.2/10 Wonderful! (2,433 reviews)
Very nice and clean stay with friendly service

Reviewed on Sep 1, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $915, price is now $704 per person
$704
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
9.2/10 Wonderful! (248 reviews)
Well decorated, great location and reasonably priced

Reviewed on Aug 22, 2025

Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Price was $1,188, price is now $915 per person
$915
per person
Nov 20 - Nov 23
found 14 hours ago
Roundtrip flight included
San Francisco (SFO) to Charlottesville (CHO)
9.6/10 Exceptional! (368 reviews)
Beautiful property at the University of Virginia. Beautiful grounds. Amazing dinner and bar!

Reviewed on Aug 29, 2025

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $896, price is now $721 per person
$721
per person
Nov 20 - Nov 23
found 14 hours ago
Roundtrip flight included
San Francisco (SFO) to Charlottesville (CHO)
8.6/10 Excellent! (887 reviews)
My recent stay at The Doyle Hotel was nothing short of amazing! The property is stunning, from the beautifully designed interiors to the charming bookstore and the rooftop with incredible views. John Michael was exceptional in guest services—his engaging personality and thoughtful recommendations made the experience even more memorable. Raceme was also wonderful with valet services, ensuring everything went smoothly. Both staff members were kind, professional, and extremely helpful. The only minor challenge was the limited parking in the area, but thanks to Raceme and John Michael, the valet process was as seamless as possible. Overall, an outstanding stay—I look forward to returning!

Reviewed on Aug 18, 2025

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
Rio
Price was $937, price is now $763 per person
$763
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
8/10 Very Good! (1,000 reviews)
Was very convenient to get around city.

Reviewed on Sep 2, 2025

Where to stay in Treeloft

Find the best Treeloft areas and neighborhoods for the activities you enjoy most. Learn more about Treeloft
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Chestnut Springs

Though Chestnut Springs might not have many top sights, you can venture to the surrounding area to see attractions like Wintergreen Resort and Raven's Roost Overlook.

Find hotels in Chestnut Springs

Treeloft Hotel Deals

The Distinguished Squirrel Chalet walking distance

The Distinguished Squirrel Chalet walking distance

Wintergreen Resort
$361 nightly
The price is $406 total per night from Sep 3 to Sep 4
$406 total
Sep 3 - Sep 4
Total with taxes and fees
The Distinguished Squirrel Chalet walking distance
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Wintergreen Resort
Get rates
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Sep 14 to Sep 15
$104 total
Sep 14 - Sep 15
Total with taxes and fees
Sleep Inn Staunton
See all 1,177 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

Everything is frozen over at Wintergreen Resort.

Wintergreen Resort

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

Wintergreen Resort
Day off 🍺

Bold Rock Hard Cider Nellysford Cidery

You can take time to visit Bold Rock Hard Cider Nellysford Cidery during your travels to Nellysford. Discover the mountain views in this family-friendly area.

Bold Rock Hard Cider Nellysford Cidery

Stoney Creek Golf Course

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

Stoney Creek Golf Course

Things to do

Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

$24
per traveler
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

$13
per traveler
Blue Ridge Parkway Virginia Self-Guided Audio Tour
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

$17
per traveler
100% of travellers recommend
Shenandoah National Park Self-Guided Driving 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.