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

Brent

3.259.707 ₫ total

includes taxes & fees

20 Sept - 21 Sept

2. Sleep Inn Staunton

22.9 km from Chestnut Springs

Marilyn

2.672.650 ₫ total

includes taxes & fees

20 Sept - 21 Sept

3. avid hotel Staunton by IHG

23.2 km from Chestnut Springs

Sumanjit

3.030.543 ₫ total

includes taxes & fees

27 Sept - 28 Sept

4. Tru By Hilton Staunton

23.8 km from Chestnut Springs

George

3.189.614 ₫ total

includes taxes & fees

27 Sept - 28 Sept

Premium bedding, in-room safe, desk, laptop workspace

5. Comfort Inn & Suites Staunton

23.6 km from Chestnut Springs

Shawn

2.442.720 ₫ total

includes taxes & fees

20 Sept - 21 Sept

6. Best Western Plus Waynesboro Inn & Suites Conference Center

14.6 km from Chestnut Springs

Robert

2.992.849 ₫ total

includes taxes & fees

13 Sept - 14 Sept

7. Clarion Pointe Staunton East

24.1 km from Chestnut Springs

Andrea

2.206.430 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

8. Days Inn by Wyndham Staunton

20.1 km from Chestnut Springs

Terry

1.853.113 ₫ total

includes taxes & fees

27 Sept - 28 Sept

9. The Blackburn Inn and Conference Center

26 km from Chestnut Springs

Pam

2.703.975 ₫ total

includes taxes & fees

13 Sept - 14 Sept

10. Basecamp151

9.5 km from Chestnut Springs

Matthew

3.745.931 ₫ total

includes taxes & fees

13 Sept - 14 Sept

11. Hotel 24 South

26.7 km from Chestnut Springs

Jerry

3.083.534 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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

12. Super 8 by Wyndham Waynesboro

14.7 km from Chestnut Springs

Brian

1.913.860 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Room, 2 Queen Beds | In-room safe, desk, laptop workspace, blackout curtains

13. Spark by Hilton Staunton

23.1 km from Chestnut Springs

Wes

2.578.320 ₫ total

includes taxes & fees

20 Sept - 21 Sept

14. Fairfield Inn & Suites by Marriott Staunton

23.7 km from Chestnut Springs

Willim

3.979.181 ₫ total

includes taxes & fees

20 Sept - 21 Sept

15. Holiday Inn Staunton Conference Center by IHG

27.1 km from Chestnut Springs

Corey Randall

3.288.476 ₫ total

includes taxes & fees

20 Sept - 21 Sept

16. Holiday Inn Express & Suites Waynesboro East by IHG

14.4 km from Chestnut Springs

John

3.288.476 ₫ total

includes taxes & fees

20 Sept - 21 Sept

17. Hampton Inn Staunton

24 km from Chestnut Springs

Anand

3.524.781 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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

18. Days Inn by Wyndham Waynesboro

14.5 km from Chestnut Springs

Preston

1.692.776 ₫ total

includes taxes & fees

27 Sept - 28 Sept

19. Quality Inn Waynesboro - Skyline Drive

16 km from Chestnut Springs

Ignacio

1.934.174 ₫ total

includes taxes & fees

23 Sept - 24 Sept

20. Quality Inn Verona - Staunton North

29.7 km from Chestnut Springs

Pramod

1.934.174 ₫ total

includes taxes & fees

27 Sept - 28 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

The Blackburn Inn and Conference Center

10/10 Excellent

"The history of why the Inn became what it is today. The renovations of the Inn, the decor, the uniqueness of the rooms, stairways, etc. from when it was built. We were able to be upgraded to a bigger room because there were no chairs or small tables or desk in the first room provided for us. We were in walking distance to restaurants and store. I would highly recommend folks to schedule a visit."