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21 Dec - 22 Dec
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22 Dec - 23 Dec
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Our top choices for Chestnut Springs hotels

Front of property
Basecamp151

Basecamp151

Basecamp151
2.5 star property
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 ฿4,111
฿4,617 total
includes taxes & fees
4 Jan - 5 Jan 2026
Basecamp151
Outdoor spa tub
Afton Mountain Inn

Afton Mountain Inn

Afton Mountain Inn
3.0 star property
10.6 km from Chestnut Springs
9.8 out of 10, Exceptional, (72)
"Beautiful inn and surrounding property! "
United States
Donna
The price is ฿5,151
฿7,546 total
includes taxes & fees
22 Dec - 23 Dec
Afton Mountain Inn
Street view
Valley Extended Suites

Valley Extended Suites

Valley Extended Suites
3.0 star property
18.1 km from Chestnut Springs
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is ฿3,581
฿3,985 total
includes taxes & fees
22 Dec - 23 Dec
Valley Extended Suites
Indoor pool, open 8:00 AM to 11:00 PM, pool loungers
Hampton Inn Waynesboro/Stuarts Draft

Hampton Inn Waynesboro/Stuarts Draft

Hampton Inn Waynesboro/Stuarts Draft
2.5 star property
17.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (645)
"Clean rooms, updated facility. Great location off the highway. Excellent breakfast."
United States
BRENT
The price is ฿3,915
฿4,357 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Waynesboro/Stuarts Draft
Free daily full breakfast
Quality Inn Verona - Staunton North

Quality Inn Verona - Staunton North

Quality Inn Verona - Staunton North
2.5 star property
29.7 km from Chestnut Springs
8.0 out of 10, Very good, (933)
"It did the job for us while in the area"
United States
Steven
The price is ฿2,372
฿2,640 total
includes taxes & fees
23 Dec - 24 Dec
Quality Inn Verona - Staunton North
Porch
The Farmhouse at Veritas

The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
12.9 km from Chestnut Springs
9.8 out of 10, Exceptional, (33)
"Nice location a staff. Dining in the vineyard was excellent."
United States
John
The price is ฿6,910
฿7,760 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Farmhouse at Veritas
Interior detail
Afton Mountain Vineyards

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
11.6 km from Chestnut Springs
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is ฿9,894
฿11,110 total
includes taxes & fees
22 Dec - 23 Dec
Afton Mountain Vineyards
Breakfast area
Suburban Studios Verona - Staunton North

Suburban Studios Verona - Staunton North

Suburban Studios Verona - Staunton North
2.0 star property
29.7 km from Chestnut Springs
7.2 out of 10, Good, (100)
"The pool is great."
United States
Maryellen
The price is ฿2,042
฿2,272 total
includes taxes & fees
1 Jan - 2 Jan 2026
Suburban Studios Verona - Staunton North
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
8.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (14)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ฿5,642
฿8,220 total
includes taxes & fees
22 Dec - 23 Dec
Love Ridge Mountain Lodging
Premium bedding, memory-foam beds, desk, laptop workspace
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 ฿3,473
฿4,425 total
includes taxes & fees
22 Dec - 23 Dec
Grey Pine Lodge
Free daily local cuisine breakfast
Harmony Haill Bed and Breakfast

Harmony Haill Bed and Breakfast

Harmony Haill Bed and Breakfast
2.0 star property
27.7 km from Chestnut Springs
6.0 out of 10, (1)
"Unique in appearance and decor. Did not like lack of heat downstairs. "
United States
marsha
The price is ฿6,250
฿7,019 total
includes taxes & fees
22 Dec - 23 Dec
Harmony Haill Bed and Breakfast
Exterior
Osceola Mill

Osceola Mill

Osceola Mill
2.0 star property
22.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (6)
"Welcoming host in an interesting converted building. There’s not much in the immediate area we travelled out to Staunton to eat which was also a nice town."
United Kingdom
Adrian
The price is ฿5,512
฿6,355 total
includes taxes & fees
22 Dec - 23 Dec
Osceola Mill
Exterior
The Historic Berkeley Place

The Historic Berkeley Place

The Historic Berkeley Place
4.0 star property
26.8 km from Chestnut Springs
9.2 out of 10, Wonderful, (139)
"Beautiful inn and room!"
United States
Bryan
The price is ฿4,052
฿6,295 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Historic Berkeley Place
Superior Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cots/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, (1002)
"Great room and value"
United States
Ralph
The price is ฿1,682
฿1,872 total
includes taxes & fees
28 Dec - 29 Dec
Days Inn by Wyndham Waynesboro
Room, 2 Queen Beds, Non Smoking | Desk, free cots/infant beds, rollaway beds, free WiFi
Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro
2.0 star property
14.7 km from Chestnut Springs
7.6 out of 10, Good, (949)
"Great place to stay "
United States
Linda
The price is ฿1,842
฿2,050 total
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Waynesboro
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 ฿2,736
฿3,155 total
includes taxes & fees
24 Dec - 25 Dec
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64
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 ฿3,901
฿4,369 total
includes taxes & fees
4 Jan - 5 Jan 2026
Frederick House
Property amenity
Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
14.6 km from Chestnut Springs
9.2 out of 10, Wonderful, (439)
"Very nice and tasty breakfast with many options. Clean and well stocked."
United States
Deneen
The price is ฿4,240
฿4,719 total
includes taxes & fees
28 Dec - 29 Dec
Residence Inn Marriott Waynesboro
Suite, 1 King Bed, Smoking | Desk, iron/ironing board, free WiFi, bed sheets
Howard Johnson by Wyndham Staunton

Howard Johnson by Wyndham Staunton

Howard Johnson by Wyndham Staunton
2.0 star property
27.3 km from Chestnut Springs
7.4 out of 10, Good, (1000)
"Great stay at an affordable price."
United States
William
The price is ฿2,208
฿2,473 total
includes taxes & fees
23 Dec - 24 Dec
Howard Johnson by Wyndham 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 ฿3,920
฿4,953 total
includes taxes & fees
7 Jan - 8 Jan 2026
Batten Green Venue & Lodging
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

Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive

10/10 Excellent
"Nice room, well appointed especially for the price. Location worked well for me. "
Jay 1-night trip
Posted 9 days ago
Econo Lodge Waynesboro - Skyline Drive

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.