A waterfall in a forest with autumn leaves.

Find 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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

A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

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, (704 reviews)
"I loved coffee was available 24/7 and the hotel was pet friendly."
United States
Stephanie
The price is NT$3,840
NT$4,274 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express & Suites Waynesboro East by IHG
A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.

2. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.8 out of 10, Excellent, (72 reviews)
"Very clean rooms and friendly staff. Breakfast was a continual but was good."
United States
David
The price is NT$2,728
NT$3,037 total
includes taxes & fees
Nov 5 - Nov 6
Spark by Hilton Waynesboro
A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

3. 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 NT$7,830
NT$8,793 total
includes taxes & fees
Nov 2 - Nov 3
Piedmont Grove
A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

4. 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 NT$3,202
NT$3,564 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Waynesboro Inn & Suites Conference Center
Indoor pool

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 NT$2,552
NT$2,840 total
includes taxes & fees
Nov 8 - Nov 9
Wingate by Wyndham Waynesboro
A two-story building with a porch and a yellow door.

6. Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.0 out of 10, Wonderful, (34 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
The price is NT$4,008
NT$4,501 total
includes taxes & fees
Nov 4 - Nov 5
Basecamp151
A two-story house with a deck, large windows, and a garage.

7. 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 NT$3,729
NT$6,141 total
includes taxes & fees
Nov 29 - Nov 30
Love Ridge Mountain Lodging
An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

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, (478 reviews)
"Very clean quiet motel. Staff was great. Breakfast was good. Enjoyed my stay. Would definitely stay again"
United States
Cynthia
The price is NT$4,361
NT$4,853 total
includes taxes & fees
Nov 24 - Nov 25
Residence Inn Marriott Waynesboro
A hotel room with two beds, a desk with a chair, a lamp, and a large landscape painting on the wall.

9. 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, (1,000 reviews)
"The place was very clean, felt safe and staff was great."
United States
Brian
The price is NT$2,047
NT$2,278 total
includes taxes & fees
Nov 15 - Nov 16
Super 8 by Wyndham Waynesboro
A swimming pool area with four lounge chairs and large windows offering a view of trees.

10. 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 NT$3,738
NT$4,161 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Waynesboro/Stuarts Draft
A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

11. 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, (1,002 reviews)
"Convenient helpful staff"
United States
Maria
The price is NT$1,874
NT$2,086 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Waynesboro
A covered porch with a swing chair and a table, overlooking a landscaped yard with chairs and a view of the landscape.

12. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
13 km from Chestnut Springs
9.8 out of 10, Exceptional, (17 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 NT$11,440
NT$12,733 total
includes taxes & fees
Nov 17 - Nov 18
Iris Inn and Cabins
A spacious living area with a wooden staircase, a dining table, and a sofa.

13. 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 NT$5,717
NT$13,701 total
includes taxes & fees
Nov 2 - Nov 3
Blackwood Chalet
A wooden porch with two rocking chairs and a white fence.

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 NT$10,537
NT$13,130 total
includes taxes & fees
Nov 16 - Nov 17
The Farmhouse at Veritas
A modern cafe with a self-serve coffee station, refrigerated display case, and a variety of food items on the counter.

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, (899 reviews)
"We enjoyed our stay"
United States
Priscilla
The price is NT$1,876
NT$2,088 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Waynesboro - Skyline Drive
A hotel lobby with a reception desk, seating area, and a large window.

16. 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, (1,002 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 NT$3,319
NT$3,694 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express & Suites Staunton by IHG
A wooden staircase leading to a covered area with a wooden railing and a hanging light fixture.

17. Grey Pine Lodge

Grey Pine Lodge
14.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (35 reviews)
"Very nice stay, clean, comfortable and great location"
United States
Dennis
The price is NT$5,377
NT$5,985 total
includes taxes & fees
Nov 5 - Nov 6
Grey Pine Lodge
A swimming pool with four lounge chairs and a view of trees through large windows.

18. Avid Hotel Staunton

Avid Hotel Staunton
2.5 star property
23.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (1,002 reviews)
"convenient location, clean room"
United States
angie
The price is NT$3,287
NT$3,658 total
includes taxes & fees
Nov 5 - Nov 6
Avid Hotel Staunton
A modern hotel reception area with a curved wooden counter, a digital screen, and a view of the outdoors through large windows.

19. 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 NT$3,429
NT$3,841 total
includes taxes & fees
Nov 8 - Nov 9
Tru By Hilton Staunton
A spacious lobby with multiple seating areas, a grand piano, and a reception desk.

20. Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,256 reviews)
"We enjoyed our stay. It is a lovely old hotel. The breakfast buffet was great!"
United States
Stan
The price is NT$3,389
NT$3,796 total
includes taxes & fees
Nov 30 - Dec 1
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.
View all properties

Compare popular hotels in Chestnut Springs

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A two-story house with a deck, large windows, and a garage.
Love Ridge Mountain Lodging
3.0 star property
9.6
Exceptional
28 reviews
View
A spacious living area with a wooden staircase, a dining table, and a sofa.
Blackwood Chalet
2.0 star property
10.0
Exceptional
6 reviews
View
A two-story building with a porch and a yellow door.
Basecamp151
2.5 star property
9.0
Wonderful
34 reviews
View
A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.
Spark by Hilton Waynesboro
2.5 star property
8.8
Excellent
72 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
704 reviews
View

Where to stay in Chestnut Springs

Find the best Chestnut Springs areas and neighborhoods for the activities you enjoy most.
A mountainous landscape with autumn foliage and a layer of fog.

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

Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

8/10 Good
"The room was exactly what was described"
Jeff 1-night trip
Posted 10 hours ago
Quality Inn Waynesboro - Skyline Drive

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.

Explore a world of travel with Expedia