A waterfall in a forest with autumn leaves.

Search Hotels in Chestnut Springs, Roseland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Chestnut Springs hotels

1. 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, (707 reviews)
"I loved coffee was available 24/7 and the hotel was pet friendly."
United States
Stephanie
The price is ₹9,401
₹10,463 total
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn Express & Suites Waynesboro East by IHG

2. 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 ₹16,743
₹40,129 total
includes taxes & fees
3 Nov - 4 Nov
Blackwood Chalet

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, (1,001 reviews)
"Great place to stay! Clean, comfortable, great staff, easy parking, quiet, great breakfast!"
United States
Jane
The price is ₹9,378
₹10,437 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Plus Waynesboro Inn & Suites Conference Center

4. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.8 out of 10, Excellent, (75 reviews)
"Very clean rooms and friendly staff. Breakfast was a continual but was good."
United States
David
The price is ₹8,233
₹9,163 total
includes taxes & fees
2 Dec - 3 Dec
Spark by Hilton Waynesboro

5. 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, (925 reviews)
"Liked that there were two restaurants within walking distance"
United States
Carla
The price is ₹7,553
₹8,406 total
includes taxes & fees
3 Dec - 4 Dec
Wingate by Wyndham Waynesboro

6. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
8.4 km from Chestnut Springs
9.6 out of 10, Exceptional, (28 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 ₹10,338
₹17,307 total
includes taxes & fees
2 Dec - 3 Dec
Love Ridge Mountain Lodging

7. Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (36 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
The price is ₹10,175
₹11,426 total
includes taxes & fees
4 Nov - 5 Nov
Basecamp151

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, (479 reviews)
"Very clean quiet motel. Staff was great. Breakfast was good. Enjoyed my stay. Would definitely stay again"
United States
Cynthia
The price is ₹11,774
₹13,105 total
includes taxes & fees
2 Dec - 3 Dec
Residence Inn Marriott Waynesboro

9. 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, (1,007 reviews)
"Convenient helpful staff"
United States
Maria
The price is ₹5,811
₹6,468 total
includes taxes & fees
4 Nov - 5 Nov
Days Inn by Wyndham Waynesboro

10. Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro
2.0 star property
14.7 km from Chestnut Springs
7.8 out of 10, Good, (1,001 reviews)
"The place was very clean, felt safe and staff was great."
United States
Brian
The price is ₹5,892
₹6,558 total
includes taxes & fees
3 Dec - 4 Dec
Super 8 by Wyndham Waynesboro

11. 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 ₹10,823
₹12,046 total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Waynesboro/Stuarts Draft

12. 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 ₹22,932
₹25,753 total
includes taxes & fees
3 Nov - 4 Nov
Piedmont Grove

13. 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)
"The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly."
United States
Judy
The price is ₹29,375
₹32,694 total
includes taxes & fees
18 Nov - 19 Nov
Iris Inn and Cabins

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, (38 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
The price is ₹25,614
₹32,563 total
includes taxes & fees
2 Dec - 3 Dec
The Farmhouse at Veritas

15. Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive
2.5 star property
16 km from Chestnut Springs
7.0 out of 10, Good, (904 reviews)
"We enjoyed our stay"
United States
Priscilla
The price is ₹5,585
₹6,216 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Waynesboro - Skyline Drive

16. 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 ₹15,224
₹16,944 total
includes taxes & fees
3 Nov - 4 Nov
Grey Pine Lodge

17. Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
23.8 km from Chestnut Springs
9.2 out of 10, Wonderful, (740 reviews)
"Simply efficient and comfortable and nice staff."
United States
George
The price is ₹9,655
₹10,814 total
includes taxes & fees
3 Dec - 4 Dec
Tru By Hilton Staunton

18. Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,263 reviews)
"We enjoyed our stay. It is a lovely old hotel. The breakfast buffet was great!"
United States
Stan
The price is ₹9,591
₹10,742 total
includes taxes & fees
1 Dec - 2 Dec
Hotel 24 South

19. Avid Hotel Staunton

Avid Hotel Staunton
2.5 star property
23.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (1,006 reviews)
"convenient location, clean room"
United States
angie
The price is ₹9,685
₹10,780 total
includes taxes & fees
1 Dec - 2 Dec
Avid Hotel Staunton

20. Days Inn by Wyndham Staunton

Days Inn by Wyndham Staunton
2.0 star property
20.1 km from Chestnut Springs
7.2 out of 10, Good, (1,007 reviews)
"Clean rooms, quick check in and out, continental breakfast. Will stay again!"
United States
Toni
The price is ₹6,100
₹6,789 total
includes taxes & fees
4 Nov - 5 Nov
Days Inn by Wyndham Staunton
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 top hotels in Chestnut Springs

2.5 star property
14.4 km from Chestnut Springs
2.0 star property
2.2 km from Chestnut Springs
2.5 star property
14.6 km from Chestnut Springs
2.5 star property
14.5 km from Chestnut Springs
3.0 star property
14.6 km from Chestnut Springs
9.0
Wonderful
707 reviews
10.0
Exceptional
6 reviews
8.6
Excellent
1,001 reviews
8.8
Excellent
75 reviews
8.4
Very good
925 reviews
The price is ₹9,401
₹10,463 total
includes taxes & fees
3 Dec - 4 Dec
The price is ₹16,743
₹40,129 total
includes taxes & fees
3 Nov - 4 Nov
The price is ₹9,378
₹10,437 total
includes taxes & fees
8 Nov - 9 Nov
The price is ₹8,233
₹9,163 total
includes taxes & fees
2 Dec - 3 Dec
The price is ₹7,553
₹8,406 total
includes taxes & fees
3 Dec - 4 Dec
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • Yes, Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking

Hotels recommended for families in Chestnut Springs

Where to stay in Chestnut Springs

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

Laurel Ridge

Laurel Ridge might not have many top sights, but Wintergreen Resort and Raven's Roost Overlook are two attractions nearby that you can check out.

Top Chestnut Springs Hotel Reviews

Frequently asked questions

What's it like in Chestnut Springs?
Travellers are sure to enjoy a stay in Wintergreen's Chestnut Springs neighbourhood. Consider a visit to Wintergreen Resort as part of your Chestnut Springs travel plans.
How many hotels are there in Chestnut Springs?
Expedia has 74 hotels and other accommodation options 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 you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to view the top deals on offer in Chestnut Springs.
What can I see and do in this Wintergreen neighbourhood?
Wintergreen Resort is an attraction you might want to check out while you're in Chestnut Springs. While you're out sightseeing in Wintergreen, make sure that you visit other sights such as Raven's Roost Overlook or Humpback Rocks.

Explore a world of travel with Expedia