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Our top choices for Chestnut Springs hotels

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 ¥19,881
¥25,120 total
includes taxes & fees
Mar 15 - Mar 16
Batten Green Venue & Lodging

Osceola Mill

Osceola Mill
2.0 star property
22.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (12 reviews)
"Fun place to stay. Thanks!"
United States
Peter
The price is ¥26,201
¥30,210 total
includes taxes & fees
Mar 16 - Mar 17
Osceola Mill

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

The Historic Inn at Oakdene

The Historic Inn at Oakdene
2.0 star property
26.8 km from Chestnut Springs
9.6 out of 10, Exceptional, (17 reviews)
"Incredibly beautiful inn, I would absolutely be back! The bed was so comfortable, very clean all around. Playing pool was such a fun experience too. "
United States
Megan
The price is ¥20,550
¥33,713 total
includes taxes & fees
Mar 17 - Mar 18
The Historic Inn at Oakdene

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 ¥55,755
¥62,613 total
includes taxes & fees
Mar 15 - Mar 16
Afton Mountain Vineyards

Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.0 out of 10, Wonderful, (6 reviews)
"Very nice room, clean and comfortable. "
United States
HELEN Stacy
The price is ¥20,852
¥23,417 total
includes taxes & fees
Mar 16 - Mar 17
Basecamp151

Steeles Tavern Manor

Steeles Tavern Manor
4.0 star property
23 km from Chestnut Springs
9.6 out of 10, Exceptional, (141 reviews)
"Accommodations and breakfast were excellent. Manager is so nice friendly and helpful!"
United States
Martha
The price is ¥44,926
¥51,800 total
includes taxes & fees
Apr 2 - Apr 3
Steeles Tavern Manor

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)
"Very quiet and peaceful stay. "
United States
Timika
The price is ¥19,788
¥31,780 total
includes taxes & fees
Mar 15 - Mar 16
Love Ridge Mountain Lodging

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, (953 reviews)
"Hotel was conveniently located. Breakfast selection was limited."
United States
Benjamin
The price is ¥15,897
¥17,693 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express & Suites Staunton by IHG

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
1.6 km from Chestnut Springs
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
United States
Matthew
The price is ¥19,435
¥54,105 total
includes taxes & fees
Mar 15 - Mar 16
Wintergreen Ski Resort Condo w/ Golf Access!

Gibson's Warehouse

Gibson's Warehouse
3.5 star property
26.6 km from Chestnut Springs
9.8 out of 10, Exceptional, (193 reviews)
"Absolutely phenomenal stay. Easy check in, clean and spacious. This will be our go to for vacation each year!!"
United States
Jade
Gibson's Warehouse

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, (1,000 reviews)
"Clean room, convenient location "
United States
Stephen
The price is ¥11,342
¥12,623 total
includes taxes & fees
Mar 15 - Mar 16
Best Western Plus Waynesboro Inn & Suites Conference Center

Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,409 reviews)
"Clean room, friendly staff, and great breakfast! "
United States
Lynn
The price is ¥12,897
¥14,354 total
includes taxes & fees
Mar 29 - Mar 30
Sleep Inn Staunton

The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
26.8 km from Chestnut Springs
9.2 out of 10, Wonderful, (142 reviews)
"Beautiful inn and room!"
United States
Bryan
The price is ¥20,550
¥31,929 total
includes taxes & fees
Mar 17 - Mar 18
The Historic Berkeley Place

Frederick House

Frederick House
3.5 star property
26.9 km from Chestnut Springs
9.4 out of 10, Exceptional, (431 reviews)
"Pleasant staff, great breakfast and perfect location."
United States
Daniel
The price is ¥19,236
¥21,545 total
includes taxes & fees
Mar 15 - Mar 16
Frederick House

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 ¥30,434
¥34,178 total
includes taxes & fees
Mar 15 - Mar 16
Harmony Haill Bed and 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, (135 reviews)
"The whole place smelled like cigarette smoke and the breakfast was very low quality."
United States
Hayden
The price is ¥8,564
¥9,532 total
includes taxes & fees
Mar 22 - Mar 23
Econo Lodge Waynesboro - Skyline Drive

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, (1,000 reviews)
"Clean room friendly staff "
United States
Carlton elijah
The price is ¥10,233
¥11,389 total
includes taxes & fees
Mar 29 - Mar 30
Days Inn by Wyndham Staunton

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, (506 reviews)
"Very friendly staff and nice room! "
United States
Jared
The price is ¥17,045
¥18,971 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Express & Suites Waynesboro East by IHG

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 ¥15,928
¥17,887 total
includes taxes & fees
Mar 15 - Mar 16
Village Inn
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 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

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.
What's a favorite place to stay 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 traveler data. Other good options for your stay in the area include 4 BR cabin mins to trails & breweries pets welcome and WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS.
How many hotels will I find in Chestnut Springs?
Expedia has 73 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.

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