Chestnut Springs
Roseland
Visit Chestnut Springs
Things to do
Blue Ridge Parkway Self-Guided Audio Tour Bundle
CA $34
per traveller
Shenandoah National Park Self-Guided Driving Audio Tour
CA $24
per traveller
100% of travellers recommend
Chestnut Springs Hotel Deals
New Build! Log Cabin with Hot Tub in Wintergreen
Wintergreen Resort VA
Stay at this cabin in Wintergreen. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located ...
10/10 Exceptional! (17 reviews)
"Beautiful and perfect for families. Location is very pretty, beds are comfy, kitchen is well-stocked."
Reviewed on Jul 2, 2026
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! (89 reviews)
"Host was very responsive and made it very easy to communicate!! She was able to answer all of our questions promptly! Condo was immaculate, well stocked and beautiful views!"
Reviewed on Jul 6, 2026
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! (11 reviews)
"Very welcoming, comfortable. Quiet surroundings. Close to wonderful walking trails. Definitely want to book again in the fall if possible."
Reviewed on May 31, 2026
Hotel 24 South
24 South Market Street Staunton VA
The price is CA $160 per night from Jul 8 to Jul 9
CA $160
CA $179 total
Jul 8 - Jul 9
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! (1,183 reviews)
"The location is wonderful, just steps away from the Black Friar's Theater, Mary Baldwin University, and several good restaurants and shops. Just as wonderful is the staff - everyone was welcoming and helpful. We also enjoyed breakfast at the hotel's Magnolia South Restaurant. Service couldn't have ..."
Reviewed on Jul 6, 2026
avid hotel Staunton by IHG
62 Sangers Lane Staunton VA
The price is CA $143 per night from Aug 3 to Aug 4
CA $143
CA $160 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,005 reviews)
"The breakfast was ok maybe you could add waffles, sausage links or patties or whole slices of bacon"
Reviewed on Jul 7, 2026
Holiday Inn Express & Suites Waynesboro East by IHG
108 Chicurel Lane Waynesboro VA
The price is CA $165 per night from Aug 2 to Aug 3
CA $165
CA $183 total
Aug 2 - Aug 3
includes taxes & fees
Stay at this hotel in Waynesboro. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (591 reviews)
"Friendly staff, very clean and updated. Good breakfast options."
Reviewed on Jul 7, 2026
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
Explore a world of travel with Expedia
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