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! (28 reviews)
"We loved the cabin. Beautiful place and views. Great for big families or 2 families to gather together."

Reviewed on Oct 30, 2026

New Build! Log Cabin with Hot Tub in Wintergreen
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! (96 reviews)
"We came up for our wedding weekend and this place couldn’t have been more perfect. The views are stunnning. You have to wake up early for the most beautiful sunrise! We love the real cozy fireplace, with the wood that is provided by the complex. The hosts even leave fire starter and stuff to help. ..."

Reviewed on Oct 26, 2026

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
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 ...
Theater Room, Fooseball, Firepit, Mountains!
Wintergreen cabin, 5 min to ski, hot tub, sauna

Wintergreen cabin, 5 min to ski, hot tub, sauna

Wintergreen Resort VA
The price is CA $346 per night from Nov 9 to Nov 10
CA $346
CA $686 total
Nov 9 - Nov 10
includes taxes & fees
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! (16 reviews)
"The space was clean, spacious, and had lots to do! We enjoyed hiking and then coming back to the hot tub. We spent the evening on the deck talking over the fire. The host was easy to communicate with and left clear directions. Would stay again!"

Reviewed on Oct 14, 2026

Wintergreen cabin, 5 min to ski, hot tub, sauna
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 $88 per night from Nov 16 to Nov 17
CA $88
CA $98 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this motel in Staunton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 Staunton, VA
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
The price is CA $140 per night from Dec 6 to Dec 7
CA $140
CA $157 total
Dec 6 - Dec 7
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 ...
9.4/10 Exceptional! (1,260 reviews)
"This is a historic hotel. If you are looking for all state of the art amenities, this is not your place . If you are looking for gracious charm, clean and well appointed accommodations, you will find it here. We had a wonderful stay for our 20th anniversary. We enjoyed it so much we would like to ..."

Reviewed on Nov 5, 2026

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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