Chestnut Springs

Roseland

A waterfall in a forest with autumn leaves.

Things to do


Chestnut Springs Hotel Deals

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
Book a stay at this family-friendly cabin in Wintergreen. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Wintergreen Resort and Raven's ...
10/10 Exceptional! (25 reviews)
"The house was lovely -- lots of great indoor and outdoor space perfect for our group's getaway weekend. Hose was very communicative. House had everything we needed. Loved the open kitchen, dining and living room space. We enjoyed morning coffee and breakfast on the covered part of the deck and evenings ..."

Reviewed on Sep 13, 2026

New Build! Log Cabin with Hot Tub in Wintergreen
Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen Resort VA
Book a stay at this family-friendly vacation home in Wintergreen. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions Wintergreen Resort and ...
10/10 Exceptional! (12 reviews)
"Property was in good condition and stocked with everything we needed. Checkin was super simple and host was very responsive. Will visit again."

Reviewed on Sep 4, 2026

Wintergreen cabin, hot tub, sauna, walk to trails
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

Wintergreen Resort VA
Stay at this condo in Wintergreen. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Wintergreen Resort and Raven's Roost ...
10/10 Exceptional! (93 reviews)
"Wonderful communication with host and was very accommodating. We had a great time! The condo is beautiful and so are the mountain views! Our host was most accommodating and the property was beautiful, along with the mountain views! autiful and so are the mountain views!"

Reviewed on Sep 13, 2026

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

Wintergreen Resort VA
Book a stay at this family-friendly chalet in Wintergreen. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Wintergreen Resort ...
10/10 Exceptional! (13 reviews)
"We really enjoyed our stay at this house. It was well-equipped with plenty of supplies and kitchen items. The rooms were all very nice and spacious. The hot tub and sauna were nice perks and there was plenty of space outside as well. The best part was that the parking area was quite large so we could ..."

Reviewed on Aug 23, 2026

Fully Loaded 8BR in Wintergreen! Sleeps 23
Theater Room, Fooseball, Firepit, Mountains!

Theater Room, Fooseball, Firepit, Mountains!

Wintergreen VA
Stay at this vacation home in Wintergreen. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Wintergreen Resort and Raven's Roost ...
9.6/10 Exceptional! (12 reviews)
"The house was beautiful and the views were amazing."

Reviewed on Aug 22, 2026

Theater Room, Fooseball, Firepit, Mountains!
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
The price is CA $146 per night from Sep 28 to Sep 29
CA $146
CA $164 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this historic hotel in Staunton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient ...
Hotel 24 South
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.

Where to stay in Chestnut Springs

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

Laurel Ridge

When in Laurel Ridge, you can plan a visit to Wintergreen Resort and Raven's Roost Overlook, some noteworthy sights in the nearby area.


Chestnut Springs

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