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Our top choices for Chestnut Springs hotels

1. Blackwood Chalet

Blackwood Chalet
2.0 star property
2.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is ₩236,485
₩566,783 total
includes taxes & fees
Nov 17 - Nov 18
Blackwood Chalet

2. Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
14.4 km from Chestnut Springs
9.0 out of 10, Wonderful, (714 reviews)
"I loved coffee was available 24/7 and the hotel was pet friendly."
United States
Stephanie
The price is ₩127,409
₩141,807 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Waynesboro East by IHG

3. Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center
2.5 star property
14.6 km from Chestnut Springs
8.6 out of 10, Excellent, (1,003 reviews)
"Great place to stay! Clean, comfortable, great staff, easy parking, quiet, great breakfast!"
United States
Jane
The price is ₩110,189
₩122,640 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Waynesboro Inn & Suites Conference Center

4. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
8.4 km from Chestnut Springs
9.6 out of 10, Exceptional, (29 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is ₩153,702
₩253,076 total
includes taxes & fees
Dec 6 - Dec 7
Love Ridge Mountain Lodging

5. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.8 out of 10, Excellent, (80 reviews)
"Room was clean and comfortable."
United States
William
The price is ₩113,019
₩125,789 total
includes taxes & fees
Dec 5 - Dec 6
Spark by Hilton Waynesboro

6. Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (38 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
The price is ₩165,182
₩185,500 total
includes taxes & fees
Nov 9 - Nov 10
Basecamp151

7. Wingate by Wyndham Waynesboro

Wingate by Wyndham Waynesboro
3.0 star property
14.6 km from Chestnut Springs
8.4 out of 10, Very good, (927 reviews)
"Liked that there were two restaurants within walking distance"
United States
Carla
The price is ₩104,476
₩116,282 total
includes taxes & fees
Dec 6 - Dec 7
Wingate by Wyndham Waynesboro

8. Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
14.6 km from Chestnut Springs
9.2 out of 10, Wonderful, (480 reviews)
"Very clean quiet motel. Staff was great. Breakfast was good. Enjoyed my stay. Would definitely stay again"
United States
Cynthia
The price is ₩168,336
₩187,358 total
includes taxes & fees
Dec 2 - Dec 3
Residence Inn Marriott Waynesboro

9. Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro
2.0 star property
14.7 km from Chestnut Springs
7.6 out of 10, Good, (1,000 reviews)
"clean room comfortable bed ..good place to stay a/c worked but noisy. nice staff"
United States
debbie
The price is ₩76,159
₩84,765 total
includes taxes & fees
Dec 5 - Dec 6
Super 8 by Wyndham Waynesboro

10. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
13 km from Chestnut Springs
9.8 out of 10, Exceptional, (18 reviews)
"We had a fantastic stay at Iris Inn. Its location is super convenient right off the highway and close to so many hiking trails and wineries. The view from the Inn is enough to not even leave it is so beautiful. We loved the breakfast and ability to have dinner and drinks later in the day."
United States
Rachel
The price is ₩471,468
₩524,744 total
includes taxes & fees
Nov 17 - Nov 18
Iris Inn and Cabins

11. Piedmont Grove

Piedmont Grove
2.0 star property
7 km from Chestnut Springs
9.6 out of 10, Exceptional, (43 reviews)
"Clean, well-designed and decorated. Easy check-in! Enjoyed being surrounded by nature but also having Devils Backbone Brewpub across the street."
United States
Melissa
The price is ₩323,888
₩363,734 total
includes taxes & fees
Nov 8 - Nov 9
Piedmont Grove

12. Hampton Inn Waynesboro/Stuarts Draft

Hampton Inn Waynesboro/Stuarts Draft
2.5 star property
17.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (680 reviews)
"Clean and comfortable stay. Breakfast options were great and appreciated the small fitness facility and indoor pool. Would stay again."
United States
Brian
The price is ₩141,867
₩157,898 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Waynesboro/Stuarts Draft

13. Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro
2.0 star property
14.5 km from Chestnut Springs
7.0 out of 10, Good, (1,000 reviews)
"Convenient helpful staff"
United States
Maria
The price is ₩77,312
₩86,048 total
includes taxes & fees
Dec 5 - Dec 6
Days Inn by Wyndham Waynesboro

14. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
12.9 km from Chestnut Springs
9.8 out of 10, Exceptional, (39 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
The price is ₩435,874
₩543,133 total
includes taxes & fees
Nov 17 - Nov 18
The Farmhouse at Veritas

15. Grey Pine Lodge

Grey Pine Lodge
14.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (36 reviews)
"Very nice stay, clean, comfortable and great location"
United States
Dennis
The price is ₩222,432
₩247,567 total
includes taxes & fees
Nov 8 - Nov 9
Grey Pine Lodge

16. Avid Hotel Staunton

Avid Hotel Staunton
2.5 star property
23.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (1,001 reviews)
"convenient location, clean room"
United States
angie
The price is ₩131,433
₩146,284 total
includes taxes & fees
Dec 6 - Dec 7
Avid Hotel Staunton

17. Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,260 reviews)
"Such a great spot in a very cute and fun city. Everything was in walking distance which made the trip so fun and easy."
United States
Edward
The price is ₩134,410
₩150,539 total
includes taxes & fees
Dec 6 - Dec 7
Hotel 24 South

18. Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
23.8 km from Chestnut Springs
9.2 out of 10, Wonderful, (741 reviews)
"Simply efficient and comfortable and nice staff."
United States
George
The price is ₩119,872
₩134,258 total
includes taxes & fees
Dec 6 - Dec 7
Tru By Hilton Staunton

19. Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG
2.5 star property
23.4 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,000 reviews)
"Very nice, good breakfast but having to pay an additional $5/day parking fee on top of pricey room rate was ridiculous!"
United States
Linda
The price is ₩131,433
₩146,285 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express & Suites Staunton by IHG

20. Panoramic Peak

Panoramic Peak
2.0 star property
0.8 km from Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is ₩237,761
₩404,210 total
includes taxes & fees
Nov 24 - Nov 25
Panoramic Peak
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.

Compare popular hotels in Chestnut Springs

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.
Piedmont Grove
2.0 star property
9.6
Exceptional
43 reviews
View
A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.
Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
9.0
Wonderful
714 reviews
View
A two-story house with a deck, large windows, and a garage.
Love Ridge Mountain Lodging
3.0 star property
9.6
Exceptional
29 reviews
View
A two-story building with a porch and a yellow door.
Basecamp151
2.5 star property
9.2
Wonderful
38 reviews
View
An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.
Residence Inn Marriott Waynesboro
3.0 star property
9.2
Wonderful
480 reviews
View

Where to stay in Chestnut Springs

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

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.

Top Chestnut Springs Hotel Reviews

Frequently Asked Questions

What's it like in Chestnut Springs?

Travelers are sure to enjoy a stay in Wintergreen's Chestnut Springs neighborhood. Consider a visit to Wintergreen Resort as part of your Chestnut Springs travel plans.

How many hotels will I find in Chestnut Springs?

Expedia has 74 hotels and other accommodations in Chestnut Springs to choose from, making this an ideal home base for exploring the greater Wintergreen area.

If I need to cancel my hotel reservation in Chestnut Springs, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in Chestnut Springs.

Where can I learn more about changing or cancelling my trip to Chestnut Springs?

To access more information about rescheduling or cancelling your trip to Chestnut Springs, head over to our customer service page.

What can I see and do in this Wintergreen neighborhood?

Wintergreen Resort is an attraction you might want to check out while you're in Chestnut Springs. While you're out sightseeing in Wintergreen, be sure to visit other sights like Raven's Roost Overlook or Humpback Rocks.

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