Treeloft Vacations from $268

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.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $384, price is now $268 per person
$268
per person
Jan 15 - Jan 18
just found
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
8.6/10 Excellent! (65 reviews)
It was a lodge and it was picturesque on water and all around. It was pastures full of beautiful horses. The rooms were really small but they worked and the one thing that I was surprised is when I paid through Expedia I thought I was paid 100% but when I got there, they charge a $25 per day resort fee. Because they also have an RV and cabins and they have a playground basketball court things like that so I guess they charge a resort fee personally it should just be part of the rental so you’re not getting any surprise charges when you get there, otherwise it was lovely and I would actually consider going back there.

Reviewed on Oct 21, 2025

The Draftsman, Charlottesville, University, Autograph Collection Hotel

The Draftsman, Charlottesville, University, Autograph Collection Hotel

4 out of 5
10th and Page
Save 100% on your flight
Price was $600, price is now $383 per person
$383
per person
Jan 15 - Jan 18
just found
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.4/10 Exceptional! (323 reviews)
Perfect corner spot!

Reviewed on Sep 17, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Save 100% on your flight
Price was $512, price is now $327 per person
$327
per person
Jan 15 - Jan 18
just found
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (281 reviews)
All of the above. Super friendly and helpful front desk!

Reviewed on Nov 13, 2025

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Save 100% on your flight
Price was $551, price is now $359 per person
$359
per person
Jan 15 - Jan 18
just found
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (517 reviews)
Clean room. Staff was very accommodating when the temperature in the room was too warm.

Reviewed on Nov 7, 2025

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $409, price is now $287 per person
$287
per person
Jan 15 - Jan 18
just found
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
8.6/10 Excellent! (944 reviews)
The property is close to downtown mall. It was nice walking to that area. Staff was really friendly

Reviewed on Nov 30, 2025

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Treeloft Hotel Deals

Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $109 total per night from Dec 11 to Dec 12
$109 total
Dec 11 - Dec 12
Total with taxes and fees
9.4/10 Exceptional! (1,029 reviews)
We had a very late check-in and the staff was very nice and accommodating. It was a lovely room and a great hotel.

Reviewed on Nov 27, 2025

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 Dec 6 to Dec 7
$70 total
Dec 6 - Dec 7
Total with taxes and fees
8.2/10 Very Good! (1,016 reviews)
Excellent and friendly staff. This is a well maintained and convenient place. I have stayed here several times and always plan my schedule accordingly so that I can overnight here.

Reviewed on Nov 22, 2025

Motel 6 Staunton, VA
Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG

2.5 out of 5
47 Rolling Thunder Lane Staunton VA
Fully refundable
$99 nightly
The price is $110 total per night from Dec 19 to Dec 20
$110 total
Dec 19 - Dec 20
Total with taxes and fees
9.4/10 Exceptional! (889 reviews)
Nice people working there. Very clean.

Reviewed on Nov 26, 2025

Holiday Inn Express & Suites Staunton by IHG
See all 1,232 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

4.5/5(79 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
Day off 🍺

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

Old Rag Mountain

Shenandoah National Park Self-Guided Audio Tour

$16
per traveler
Shenandoah National Park Self-Guided Audio Tour
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.