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 75 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.

The Best Hotels in Chestnut Springs, Roseland - 2026 Updated Prices

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Our top choices for Chestnut Springs hotels

1. Holiday Inn Express & Suites Staunton by IHG

23.4 km from Chestnut Springs

Michelle

₹11,884 total

includes taxes & fees

8 Sept - 9 Sept

2. Best Western Plus Waynesboro Inn & Suites Conference Center

14.6 km from Chestnut Springs

Robert

₹11,261 total

includes taxes & fees

7 Sept - 8 Sept

Indoor pool, open 8:00 AM to 11:00 PM, pool loungers

3. Hampton Inn Waynesboro/Stuarts Draft

17.5 km from Chestnut Springs

Jeffery

₹12,850 total

includes taxes & fees

27 Sept - 28 Sept

4. Tru By Hilton Staunton

23.8 km from Chestnut Springs

George

₹12,931 total

includes taxes & fees

13 Sept - 14 Sept

5. avid hotel Staunton by IHG

23.2 km from Chestnut Springs

Sumanjit

₹11,043 total

includes taxes & fees

20 Sept - 21 Sept

6. Basecamp151

9.5 km from Chestnut Springs

Athena

₹13,657 total

includes taxes & fees

13 Sept - 14 Sept

7. Residence Inn Marriott Waynesboro

14.6 km from Chestnut Springs

David

₹14,619 total

includes taxes & fees

4 Oct - 5 Oct

Cabin, Private Bathroom (Blackwood Chalet) | Lounge

8. Blackwood Chalet

2.2 km from Chestnut Springs

Toni

₹39,157 total

includes taxes & fees

8 Sept - 9 Sept

Room, 2 Double Beds, Non Smoking | Pillow-top beds, desk, blackout curtains, iron/ironing board

9. Days Inn by Wyndham Staunton

20.1 km from Chestnut Springs

Terry

₹6,756 total

includes taxes & fees

27 Sept - 28 Sept

10. Fairfield Inn & Suites by Marriott Staunton

23.7 km from Chestnut Springs

Amy

₹14,507 total

includes taxes & fees

15 Sept - 16 Sept

11. Holiday Inn Express & Suites Waynesboro East by IHG

14.4 km from Chestnut Springs

Katherine

₹11,779 total

includes taxes & fees

8 Sept - 9 Sept

12. Quality Inn Waynesboro - Skyline Drive

16 km from Chestnut Springs

Ignacio

₹7,052 total

includes taxes & fees

13 Sept - 14 Sept

Suite, 1 King Bed with Sofa bed, Non Smoking | Mountain view

13. Comfort Inn & Suites Raphine - Lexington near I-81 and I-64

25.7 km from Chestnut Springs

Stephanie

₹9,168 total

includes taxes & fees

13 Sept - 14 Sept

14. Spark by Hilton Waynesboro

14.5 km from Chestnut Springs

John

₹9,400 total

includes taxes & fees

28 Sept - 29 Sept

15. Clarion Pointe Staunton East

24.1 km from Chestnut Springs

Elizabeth

₹7,992 total

includes taxes & fees

20 Sept - 21 Sept

Room, 2 Queen Beds, Non Smoking | Desk, free cots/infant beds, rollaway beds, free WiFi

16. Super 8 by Wyndham Waynesboro

14.7 km from Chestnut Springs

Gina

₹7,194 total

includes taxes & fees

6 Sept - 7 Sept

Condo, Private Bathroom (Firefly on The Ridge) | Lounge

17. Firefly on The Ridge

0.7 km from Chestnut Springs

₹32,366 total

includes taxes & fees

7 Sept - 8 Sept

18. Holiday Inn Staunton Conference Center by IHG

27.1 km from Chestnut Springs

Corey Randall

₹11,532 total

includes taxes & fees

6 Sept - 7 Sept

Superior Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi

19. Days Inn by Wyndham Waynesboro

14.5 km from Chestnut Springs

Preston

₹6,526 total

includes taxes & fees

27 Sept - 28 Sept

Suite, 1 King Bed, Smoking | Desk, iron/ironing board, free WiFi, bed sheets

20. Howard Johnson by Wyndham Staunton

27.3 km from Chestnut Springs

Christopher

₹7,441 total

includes taxes & fees

7 Sept - 8 Sept

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Where to stay in Chestnut Springs

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

Laurel Ridge

A mountainous landscape with autumn foliage and a layer of fog.

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.

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Top Chestnut Springs Hotel Reviews

Sleep Inn Staunton

8/10 Good

"The staff was very helpful."

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent

"We greatly appreciated getting a room with two queen beds and a pullout sofa bed, given the size of her family, and given that we only booked it the same day. Very appreciative of the staff and also enjoyed their buffet breakfast. We would highly recommend this hotel."

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)."

Search Hotels in Chestnut Springs, Roseland

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Our top choices for Chestnut Springs hotels

1. Holiday Inn Express & Suites Staunton by IHG

2. Best Western Plus Waynesboro Inn & Suites Conference Center

3. Hampton Inn Waynesboro/Stuarts Draft

4. Tru By Hilton Staunton

5. avid hotel Staunton by IHG

6. Basecamp151

7. Residence Inn Marriott Waynesboro

8. Blackwood Chalet

9. Days Inn by Wyndham Staunton

10. Fairfield Inn & Suites by Marriott Staunton

11. Holiday Inn Express & Suites Waynesboro East by IHG

12. Quality Inn Waynesboro - Skyline Drive

13. Comfort Inn & Suites Raphine - Lexington near I-81 and I-64

14. Spark by Hilton Waynesboro

15. Clarion Pointe Staunton East

16. Super 8 by Wyndham Waynesboro

17. Firefly on The Ridge

18. Holiday Inn Staunton Conference Center by IHG

19. Days Inn by Wyndham Waynesboro

20. Howard Johnson by Wyndham Staunton

Where to stay in Chestnut Springs

Laurel Ridge

Top Chestnut Springs Hotel Reviews

Sleep Inn Staunton

Frequently asked questions

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