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 76 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.

Top Chestnut Springs Hotels

A waterfall in a forest with autumn leaves.

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

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chestnut Springs hotels

A hotel room with a green sofa, a bed, a desk with a chair, and a TV on the wall.

1. Holiday Inn Express & Suites Staunton by IHG

23.4 km from Chestnut Springs

Michelle

NT$3,981 total

includes taxes & fees

Sep 7 - Sep 8

A swimming pool area with four lounge chairs and large windows offering a view of trees.

2. Hampton Inn Waynesboro/Stuarts Draft

17.5 km from Chestnut Springs

Jeffery

NT$4,313 total

includes taxes & fees

Sep 14 - Sep 15

A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

3. Best Western Plus Waynesboro Inn & Suites Conference Center

14.6 km from Chestnut Springs

Robert

NT$3,196 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel reception area with a curved wooden counter, a digital screen, and a view of the outdoors through large windows.

4. Tru By Hilton Staunton

23.8 km from Chestnut Springs

George

NT$4,331 total

includes taxes & fees

Sep 10 - Sep 11

A modern living room with a large sectional sofa, a fireplace, and a view of the mountains.

5. Firefly on The Ridge

0.7 km from Chestnut Springs

NT$10,842 total

includes taxes & fees

Sep 7 - Sep 8

A swimming pool with four lounge chairs and a view of trees through large windows.

6. avid hotel Staunton by IHG

23.2 km from Chestnut Springs

Sumanjit

NT$3,427 total

includes taxes & fees

Sep 27 - Sep 28

A two-story building with a porch and a yellow door.

7. Basecamp151

9.5 km from Chestnut Springs

Athena

NT$4,575 total

includes taxes & fees

Sep 7 - Sep 8

A reception desk with a 'Sleep Inn' sign, a 'Welcome!' sign, a 'Manager On Duty' sign, a 'Check Out' sign, and a 'Check In' sign.

8. Sleep Inn Staunton

22.9 km from Chestnut Springs

Marilyn

NT$3,081 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

9. Residence Inn Marriott Waynesboro

14.6 km from Chestnut Springs

David

NT$4,911 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with two beds, a desk with a chair, a lamp, and a large landscape painting on the wall.

10. Super 8 by Wyndham Waynesboro

14.7 km from Chestnut Springs

Gina

NT$2,515 total

includes taxes & fees

Sep 7 - Sep 8

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

11. Holiday Inn Express & Suites Waynesboro East by IHG

14.4 km from Chestnut Springs

Katherine

NT$3,699 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

12. Days Inn by Wyndham Waynesboro

14.5 km from Chestnut Springs

Preston

NT$2,042 total

includes taxes & fees

Sep 27 - Sep 28

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, multiple flagpoles, and a well-maintained landscaped garden.

13. Spark by Hilton Waynesboro

14.5 km from Chestnut Springs

John

NT$3,158 total

includes taxes & fees

Sep 28 - Sep 29

A clean, modern reception area with a wooden reception desk, a refrigerated display case, and shelves stocked with snacks.

14. Fairfield Inn & Suites by Marriott Staunton

23.7 km from Chestnut Springs

Amy

NT$4,860 total

includes taxes & fees

Sep 10 - Sep 11

A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

15. Mountain View Vista

0.8 km from Chestnut Springs

NT$8,140 total

includes taxes & fees

Sep 8 - Sep 9

A modern cafe with a self-serve coffee station, refrigerated display case, and a variety of food items on the counter.

16. Quality Inn Waynesboro - Skyline Drive

16 km from Chestnut Springs

Ignacio

NT$2,362 total

includes taxes & fees

Sep 9 - Sep 10

A hotel room with two beds, a desk, a chair, and a TV.

17. Comfort Inn & Suites Staunton

23.6 km from Chestnut Springs

Shawn

NT$3,001 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with a bed, a sofa, a nightstand, a lamp, and a painting on the wall.

18. Hampton Inn Staunton

24 km from Chestnut Springs

Anand

NT$4,316 total

includes taxes & fees

Sep 28 - Sep 29

A two-story house with a deck, large windows, and a garage.

19. Love Ridge Mountain Lodging

8.4 km from Chestnut Springs

Josh

NT$6,884 total

includes taxes & fees

Sep 7 - Sep 8

A wooden porch with two rocking chairs and a white fence.

20. The Farmhouse at Veritas

12.9 km from Chestnut Springs

Carlos

NT$12,819 total

includes taxes & fees

Sep 15 - Sep 16

View all properties

Where to stay in Chestnut Springs

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

Laurel Ridge

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.

See properties

Top Chestnut Springs Hotel Reviews

Hotel 24 South

10/10 Excellent

"Great Location, comfortable, clean and competitively priced. A must stay when in Staunton."

avid hotel Staunton by IHG

8/10 Good

"We loved the Staff and the hotel overall-- very helpful for any extras ( needed a few more bath towels for our extra long weekend stay). The breakfast was excellent ( delish and abundant choices) and the beverages were available day and night. Loved the tile floors in the rooms, the carpeted hallways kept the other areas quiet. Fast elevators. It is a pet friendly hotel and was kept very clean outside too, with complimentary dog treats at the front desk area. Pool was a good temperature, just no lounge chairs in there. Overall, we enjoyed our stay and would definitely recommend this hotel again. Other mentions-- the restaurant just down the hill ( we walked there) was great too! Very friendly and good food at very reasonable prices. A Cracker Barrel was across the roadway and a hill and they were good too. We did have trouble with Uber and Lyft drivers --they are not very available or reliable in the Staunton area. We did eventually find one driver who we used for a few rides ( without the app) who was very reliable and at a reasonable cost. We did not have a vehicle (came in by train to the valley)."

Clarion Pointe Staunton East

10/10 Excellent

"Beautiful views, clean rooms, friendly staff, nice luggage carts, nice pool, plenty of parking. The only thing I would have liked that wasn't available was more light over the desk and food areas in the room and an extra plug at the food area for the coffee pot. We will definitely stay here again!"

Comfort Inn & Suites Staunton

10/10 Excellent

"This was a much better stay than the Comfort Inn in Cleveland that we stayed at just a few nights before. The hotel needs a renovation but they did the best they could with that they had. It was very clean, well maintained and the staff was great. The breakfast room was stocked, well equipped and clean."

Find hotels in Chestnut Springs, Roseland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chestnut Springs hotels

1. Holiday Inn Express & Suites Staunton by IHG

2. Hampton Inn Waynesboro/Stuarts Draft

3. Best Western Plus Waynesboro Inn & Suites Conference Center

4. Tru By Hilton Staunton

5. Firefly on The Ridge

6. avid hotel Staunton by IHG

7. Basecamp151

8. Sleep Inn Staunton

9. Residence Inn Marriott Waynesboro

10. Super 8 by Wyndham Waynesboro

11. Holiday Inn Express & Suites Waynesboro East by IHG

12. Days Inn by Wyndham Waynesboro

13. Spark by Hilton Waynesboro

14. Fairfield Inn & Suites by Marriott Staunton

15. Mountain View Vista

16. Quality Inn Waynesboro - Skyline Drive

17. Comfort Inn & Suites Staunton

18. Hampton Inn Staunton

19. Love Ridge Mountain Lodging

20. The Farmhouse at Veritas

Where to stay in Chestnut Springs

Laurel Ridge

Top Chestnut Springs Hotel Reviews

Hotel 24 South

Frequently asked questions

Explore a world of travel with Expedia