Chestnut Springs Hotels, Roseland

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Check prices for these dates

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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Our top choices for Chestnut Springs hotels

Free daily continental breakfast
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, (1010)
"Friendly staff, very clean and quiet as well as modern!!!"
United States
Deborah
The price is NZ$132
includes taxes & fees
19 Jan - 20 Jan 2026
avid hotel Staunton by IHG
In-room safe, desk, laptop workspace, blackout curtains
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, (1392)
" clean room, comfortable bed, excellent breakfast"
United States
David
The price is NZ$149
includes taxes & fees
28 Jan - 29 Jan 2026
Sleep Inn Staunton
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, (919)
"First stay. Really nice place. This will be our #1 choice when staying in Staunton."
United States
Walter
The price is NZ$147
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Staunton by IHG
Exterior
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, (620)
"Enjoyed our stay"
United States
chinmayanandha
The price is NZ$187
includes taxes & fees
5 Jan - 6 Jan 2026
Tru By Hilton Staunton
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, (1002)
"Front desk girl was very welcoming to my wife and I, very nice clean room. "
United States
Tracy
The price is NZ$176
includes taxes & fees
10 Jan - 11 Jan 2026
Best Western Plus Waynesboro Inn & Suites Conference Center
Exterior
Comfort Inn Waynesboro

Comfort Inn Waynesboro

Comfort Inn Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.6 out of 10, Excellent, (1001)
"Room was clean and staff was nice! The breakfast selection was also nice. "
United States
Sana
The price is NZ$153
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort Inn Waynesboro
Superior Room, 1 King Bed, Non Smoking
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, (1005)
"Great room and value"
United States
Ralph
The price is NZ$104
includes taxes & fees
10 Jan - 11 Jan 2026
Days Inn by Wyndham Waynesboro
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, (336)
"Accommodating staff, clean room, breakfast was better than expected!"
United States
Holly
The price is NZ$262
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton 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, (1064)
"Beautiful Hotel and friendly staff."
United States
Denise
The price is NZ$210
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel 24 South
Meeting facility
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 NZ$168
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Staunton Conference Center by IHG
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, (1003)
"The place, the room, it was wonderful and I hope we can return. "
United States
Nannette
The price is NZ$193
includes taxes & fees
4 Jan - 5 Jan 2026
The Blackburn Inn and Conference Center
Free daily continental breakfast
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, (1002)
"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 NZ$147
includes taxes & fees
28 Jan - 29 Jan 2026
Clarion Pointe Staunton East
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
9.2 out of 10, Wonderful, (465)
"Nice New Hotel close to Skiing!"
United States
Hunter
The price is NZ$216
includes taxes & fees
9 Jan - 10 Jan 2026
Holiday Inn Express & Suites Waynesboro East by IHG
Superior Cottage, Ensuite (The Cottage) | Private kitchen
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 NZ$270
includes taxes & fees
7 Jan - 8 Jan 2026
Batten Green Venue & Lodging
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, (1005)
"The room was excellent, check in seamless and the location right off I-81 was perfect!"
United States
Donald
The price is NZ$120
includes taxes & fees
12 Jan - 13 Jan 2026
Motel 6 Staunton, VA
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, (548)
"Staff was very friendly and helpful"
United States
Gena
The price is NZ$181
includes taxes & fees
31 Dec - 1 Jan 2026
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64
Exterior
Village Inn

Village Inn

Village Inn
2.0 star property
21.3 km from Chestnut Springs
9.0 out of 10, Wonderful, (203)
"Clean and quiet. A little dated, but perfect for our needs. We've stayed here twice and would come back again."
United States
Frances
The price is NZ$192
includes taxes & fees
30 Dec - 31 Dec
Village Inn
Room, 2 Double Beds, Non Smoking
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 NZ$138
includes taxes & fees
1 Jan - 2 Jan 2026
Days Inn by Wyndham Staunton
Lobby
Fairfield Inn & Suites by Marriott Staunton

Fairfield Inn & Suites by Marriott Staunton

Fairfield Inn & Suites by Marriott Staunton
2.5 star property
23.7 km from Chestnut Springs
9.2 out of 10, Wonderful, (430)
"Very clean! Great location!"
United States
Renelle
The price is NZ$228
includes taxes & fees
5 Jan - 6 Jan 2026
Fairfield Inn & Suites by Marriott Staunton
Exterior
Grey Pine Lodge

Grey Pine Lodge

Grey Pine Lodge
2.0 star property
14.2 km from Chestnut Springs
9.6 out of 10, Exceptional, (115)
"Pet friendly great grounds"
United States
Jay
The price is NZ$241
includes taxes & fees
30 Dec - 31 Dec
Grey Pine Lodge
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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Our guide on 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

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"Clean room, comfortable pillows& bed, real eggs. "
laura 1-night trip
Posted 5 hours ago
Sleep Inn Staunton

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.
What's the best accommodation in Chestnut Springs?
For your stay in Chestnut Springs, New Build! Log Cabin with Hot Tub in Wintergreen is one of the top choices based on our traveller data. Other good options for your stay in the neighbourhood include 4 BR cabin mins to trails & breweries pets welcome and Fully Loaded 8BR in Wintergreen! Sleeps 23.
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.

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