Search Hotels in Chestnut Springs, Roseland

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Our top choices for Chestnut Springs hotels

Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG
2.5 star property
23.4 km from Chestnut Springs
9.6 out of 10, Exceptional, (903)
"Room was spacious and clean! Breakfast was great! Staff were friendly and helpful "
United States
Rachel
The price is Rp1.398.264
Rp1.556.235 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Staunton by IHG

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, (1001)
"Enjoyed the stay, comfortable bed, close to restaurants (walking), adequate warm breakfast. Easy access to highway."
United States
Cynthia
The price is Rp1.334.843
Rp1.485.680 total
includes taxes & fees
18 Dec - 19 Dec
Best Western Plus Waynesboro Inn & Suites Conference Center

avid hotel Staunton by IHG

avid hotel Staunton by IHG
2.5 star property
23.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (1003)
"Very nice hotel, new, clean, safe, friendly personal."
United States
Angela
The price is Rp1.331.680
Rp1.482.160 total
includes taxes & fees
5 Jan - 6 Jan 2026
avid hotel Staunton by IHG

Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1375)
"Very friendly and helpful staff upon check in! "
United States
William
The price is Rp1.321.692
Rp1.471.043 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn Staunton

Hotel 24 South

Hotel 24 South
3.0 star property
26.6 km from Chestnut Springs
9.4 out of 10, Exceptional, (1046)
"Super hotel in a super location! Very pleasant stay."
United States
Timothy
The price is Rp1.796.936
Rp2.012.569 total
includes taxes & fees
22 Dec - 23 Dec
Hotel 24 South

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, (1003)
"Great room and value"
United States
Ralph
The price is Rp878.351
Rp977.604 total
includes taxes & fees
20 Dec - 21 Dec
Days Inn by Wyndham Waynesboro

Comfort Inn Waynesboro

Comfort Inn Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.4 out of 10, Very good, (1005)
"Room was clean and staff was nice! The breakfast selection was also nice. "
United States
Sana
The price is Rp1.322.192
Rp1.471.599 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn Waynesboro

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center
3.5 star property
26 km from Chestnut Springs
9.2 out of 10, Wonderful, (1001)
"The place, the room, it was wonderful and I hope we can return. "
United States
Nannette
The price is Rp1.655.931
Rp1.854.642 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Blackburn Inn and Conference Center

Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
23.8 km from Chestnut Springs
9.0 out of 10, Wonderful, (609)
"Overall a nice place to stay."
United States
John
The price is Rp1.584.699
Rp1.774.863 total
includes taxes & fees
28 Dec - 29 Dec
Tru By Hilton Staunton

Clarion Pointe Staunton East

Clarion Pointe Staunton East
2.5 star property
24.1 km from Chestnut Springs
8.6 out of 10, Excellent, (1001)
"Clean room, nice check-in and a good nights sleep. Haven’t tried the breakfast yet, but looking forward to it. "
United States
David
The price is Rp1.227.191
Rp1.374.453 total
includes taxes & fees
17 Dec - 18 Dec
Clarion Pointe Staunton East

Hampton Inn Staunton

Hampton Inn Staunton
2.5 star property
24 km from Chestnut Springs
9.4 out of 10, Exceptional, (331)
"Our dogs love it here"
United States
Louise
The price is Rp2.117.371
Rp2.356.634 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Staunton

Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
28.6 km from Chestnut Springs
9.8 out of 10, Exceptional, (216)
"Beautiful property with pasture views. "
United States
Erika
The price is Rp2.080.042
Rp2.628.219 total
includes taxes & fees
17 Dec - 18 Dec
Batten Green Venue & Lodging

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG
3.0 star property
27.1 km from Chestnut Springs
8.2 out of 10, Very good, (1004)
"safe parking area"
United States
Walter
The price is Rp1.464.848
Rp1.630.375 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Staunton Conference Center by IHG

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
9.2 out of 10, Wonderful, (459)
"Great location. Staff and rooms were excellent."
United States
Anthony
The price is Rp1.897.644
Rp2.112.078 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Waynesboro East by IHG

Frederick House

Frederick House
3.5 star property
26.9 km from Chestnut Springs
9.4 out of 10, Exceptional, (427)
"The room was spotless and the breakfast was great. "
United States
Paula
The price is Rp2.067.433
Rp2.315.525 total
includes taxes & fees
6 Jan - 7 Jan 2026
Frederick House

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, (1001)
"It was convenient for one night on our road trip. "
United States
Jeanne
The price is Rp1.070.688
Rp1.191.675 total
includes taxes & fees
18 Dec - 19 Dec
Days Inn by Wyndham Staunton

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

Comfort Inn & Suites Raphine - Lexington near I-81 and I-64
2.5 star property
25.7 km from Chestnut Springs
7.8 out of 10, Good, (546)
"Staff was very friendly and helpful"
United States
Gena
The price is Rp1.452.029
Rp1.674.189 total
includes taxes & fees
19 Dec - 20 Dec
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64

The Crossroads Inn

The Crossroads Inn
5.0 star property
24.8 km from Chestnut Springs
10.0 out of 10, Exceptional, (42)
"The staff were excellent. Very friendly, great hospitality. We will definitely book again."
United States
Sharon
The Crossroads Inn

Motel 6 Staunton, VA

Motel 6 Staunton, VA
2.0 star property
26.5 km from Chestnut Springs
8.4 out of 10, Very good, (1006)
"The room was excellent, check in seamless and the location right off I-81 was perfect!"
United States
Donald
The price is Rp1.048.362
Rp1.166.827 total
includes taxes & fees
26 Dec - 27 Dec
Motel 6 Staunton, VA

Basecamp151

Basecamp151
9.5 km from Chestnut Springs
9.4 out of 10, Exceptional, (3)
"Very nice room, clean and comfortable. "
United States
HELEN Stacy
The price is Rp2.178.961
Rp2.446.972 total
includes taxes & fees
17 Dec - 18 Dec
Basecamp151
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.

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

Explore a world of travel with Expedia

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 76 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.