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28 Feb - 1 Mar
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1 Mar - 2 Mar
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6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

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Our top choices for Chestnut Springs hotels

Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
11.6 km from Chestnut Springs
10.0 out of 10, Exceptional, (2 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is 9.120.300 ₫
10.242.097 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Afton Mountain Vineyards
Exterior

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, (949 reviews)
"Super clean, great staff, highly recommend "
United States
Thomas
The price is 2.605.800 ₫
2.900.255 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Staunton by IHG
Interior

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 reviews)
"Great place. Beautiful setting. A quiet and peaceful stay."
United States
William
The price is 3.252.038 ₫
4.109.086 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Batten Green Venue & Lodging
Exterior

Osceola Mill

Osceola Mill
2.0 star property
22.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (10 reviews)
"Fun place to stay. Thanks!"
United States
Peter
The price is 4.983.592 ₫
5.746.082 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Osceola Mill
Exterior

Village Inn

Village Inn
2.0 star property
21.3 km from Chestnut Springs
9.0 out of 10, Wonderful, (203 reviews)
"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 2.605.539 ₫
2.926.052 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Village Inn
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
8.4 km from Chestnut Springs
10.0 out of 10, Exceptional, (16 reviews)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is 3.236.872 ₫
5.198.488 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Love Ridge Mountain Lodging
Front of property

Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (5 reviews)
"Very nice room, clean and comfortable. "
United States
HELEN Stacy
The price is 4.012.932 ₫
4.506.522 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Basecamp151
Cabin, Private Bathroom (Blackwood Chalet) | Lounge

Blackwood Chalet

Blackwood Chalet
2.0 star property
2.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (3 reviews)
"Love the area"
United States
Toni
The price is 3.387.540 ₫
9.015.807 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Blackwood Chalet
Winery

The Crossroads Inn

The Crossroads Inn
5.0 star property
24.8 km from Chestnut Springs
10.0 out of 10, Exceptional, (44 reviews)
"The staff were excellent. Very friendly, great hospitality. We will definitely book again."
United States
Sharon
The Crossroads Inn
Suite, 1 King Bed with Sofa bed, Non Smoking | Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

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, (557 reviews)
"Everything was good"
United States
Sheila
The price is 2.384.828 ₫
2.749.707 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64
Exterior

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, (1,001 reviews)
"Wonderful staff!"
United States
Sean-Ryan
The price is 2.063.794 ₫
2.297.002 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Best Western Plus Waynesboro Inn & Suites Conference Center
Exterior

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, (501 reviews)
"Very friendly staff and nice room! "
United States
Jared
The price is 2.788.206 ₫
3.103.274 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Waynesboro East by IHG
Lobby

Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.6 out of 10, Exceptional, (1,086 reviews)
"Easy to park and go to your room, clean rooms, comfortable bed "
United States
ROBERT T PAYNE
The price is 2.857.260 ₫
3.200.131 ₫ total
includes taxes & fees
4 Mar - 5 Mar
Hotel 24 South
Indoor pool

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, (1,001 reviews)
"Clean room, staff very friendly and helpful."
United States
james
The price is 2.345.220 ₫
2.610.230 ₫ total
includes taxes & fees
8 Mar - 9 Mar
avid hotel Staunton by IHG
Free daily local cuisine breakfast

Harmony Haill Bed and Breakfast

Harmony Haill Bed and Breakfast
2.0 star property
27.7 km from Chestnut Springs
8.0 out of 10, Very good, (2 reviews)
"Harmony Hill was a great place to spend a quiet night after exploring the area. It was very clean, and the hosts Mary and Bill were kind and attentive. Breakfast was abundant and well prepared, and my husband's dietary needs were well attended to. We enjoyed!"
United States
Emily
The price is 5.185.542 ₫
5.823.363 ₫ total
includes taxes & fees
5 Mar - 6 Mar
Harmony Haill Bed and Breakfast
In-room safe, desk, laptop workspace, blackout curtains

Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,407 reviews)
"Clean room nice staff. 2nd time staying here"
United States
Jed
The price is 1.971.288 ₫
2.194.044 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Sleep Inn Staunton
Free daily continental breakfast

Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive
2.0 star property
16 km from Chestnut Springs
7.0 out of 10, Good, (131 reviews)
"Great location, well managed and professional service "
United States
Vethanayagam
The price is 1.397.513 ₫
1.555.431 ₫ total
includes taxes & fees
10 Mar - 11 Mar
Econo Lodge Waynesboro - Skyline Drive
Exterior

The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
26.8 km from Chestnut Springs
9.2 out of 10, Wonderful, (141 reviews)
"Beautiful inn and room!"
United States
Bryan
The price is 3.361.482 ₫
5.222.805 ₫ total
includes taxes & fees
3 Mar - 4 Mar
The Historic Berkeley Place
Property entrance

Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
23 km from Chestnut Springs
9.6 out of 10, Exceptional, (141 reviews)
"Lovely country home, very well kept, and with gracious hosts and great breakfasts!"
United States
John
The price is 6.733.908 ₫
7.764.195 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Steeles Tavern Manor
Interior detail

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, (1,000 reviews)
"Lovely hotel, very clean and cozy. We enjoyed our stay. The old pine floors can be a bit loud when you walk around the room but seems that is part of the history of the hotel. "
United States
Nahir
The price is 2.788.206 ₫
3.122.791 ₫ total
includes taxes & fees
2 Mar - 3 Mar
The Blackburn Inn and Conference Center
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 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

Comfort Inn

Comfort Inn

10/10 Excellent
"Clean updated room friendly staff"
Dawn M 1-night trip
Posted 2 days ago
Comfort Inn

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.