Find hotels in Chestnut Springs, Roseland from ₩86,675

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Dec 15 - Dec 16
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Dec 16 - Dec 17
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Chestnut Springs hotels

Exterior
Holiday Inn Express & Suites Staunton by IHG

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, (902)
"Room was spacious and clean! Breakfast was great! Staff were friendly and helpful "
United States
Rachel
The price is ₩124,128
₩138,151 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Holiday Inn Express & Suites Staunton by IHG
Exterior
Best Western Plus Waynesboro Inn & Suites Conference Center

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 ₩118,498
₩131,888 total
includes taxes & fees
Dec 18 - Dec 19
Best Western Plus Waynesboro Inn & Suites Conference Center
Indoor pool
avid hotel Staunton by IHG

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 ₩118,217
₩131,575 total
includes taxes & fees
Dec 18 - Dec 19
avid hotel Staunton by IHG
In-room safe, desk, laptop workspace, blackout drapes
Sleep Inn Staunton

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 ₩117,330
₩130,588 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleep Inn Staunton
Lobby
Hotel 24 South

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 ₩159,519
₩178,661 total
includes taxes & fees
Dec 22 - Dec 23
Hotel 24 South
Superior Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Days Inn by Wyndham Waynesboro

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 ₩77,875
₩86,675 total
includes taxes & fees
Dec 20 - Dec 21
Days Inn by Wyndham Waynesboro
Exterior
Comfort Inn 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 ₩117,308
₩130,564 total
includes taxes & fees
Dec 30 - Dec 31
Comfort Inn Waynesboro
Interior detail
The Blackburn Inn and Conference Center

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 ₩147,001
₩164,641 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Blackburn Inn and Conference Center
Reception
Tru By Hilton Staunton

Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
23.8 km from Chestnut Springs
9.0 out of 10, Wonderful, (608)
"Overall a nice place to stay."
United States
John
The price is ₩139,806
₩156,583 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Tru By Hilton Staunton
Lobby
Clarion Pointe Staunton East

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 ₩108,863
₩121,927 total
includes taxes & fees
Dec 17 - Dec 18
Clarion Pointe Staunton East
Restaurant
Hampton Inn Staunton

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 ₩187,965
₩209,204 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn Staunton
Interior
Batten Green Venue & Lodging

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 ₩184,418
₩233,020 total
includes taxes & fees
Dec 17 - Dec 18
Batten Green Venue & Lodging
Indoor pool
Holiday Inn Staunton Conference Center by IHG

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 ₩130,038
₩144,733 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Staunton Conference Center by IHG
Exterior
Holiday Inn Express & Suites Waynesboro East 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
9.0 out of 10, Wonderful, (458)
"Great location. Staff and rooms were excellent."
United States
Anthony
The price is ₩167,415
₩186,333 total
includes taxes & fees
Dec 30 - Dec 31
Holiday Inn Express & Suites Waynesboro East by IHG
Patrick-27 | Iron/ironing board, free WiFi, bed sheets
Frederick House

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 ₩183,532
₩205,555 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Frederick House
Room, 2 Double Beds, Non Smoking | Pillowtop beds, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Staunton

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 ₩94,928
₩105,655 total
includes taxes & fees
Dec 18 - Dec 19
Days Inn by Wyndham Staunton
Suite, 1 King Bed with Sofa bed, Non Smoking | Mountain view
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64

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 ₩128,738
₩148,436 total
includes taxes & fees
Dec 19 - Dec 20
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64
Winery
The Crossroads Inn

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
Front of property
Motel 6 Staunton, VA

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 ₩93,066
₩103,583 total
includes taxes & fees
Dec 26 - Dec 27
Motel 6 Staunton, VA
Front of property
Basecamp151

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 ₩193,432
₩217,223 total
includes taxes & fees
Dec 17 - Dec 18
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.
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Where to stay in Chestnut Springs

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

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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Very comfortable room. Well appointed and very clean. The staff was super helpful and very kind "
Matthew 1-night trip
Posted 1 day ago
Hotel 24 South

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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 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.