Chestnut Springs Hotels, Roseland

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Our top choices for Chestnut Springs hotels

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
16 km from Chestnut Springs
9.4 out of 10, Exceptional, (55 reviews)
"Amazing weekly stay felt like I was at home away from home. Quiet peaceful ☺️ definitely making this my out of town places to stay."
United States
Candis
The price is AU$122
includes taxes & fees
2 May - 3 May
Affordable Suites of America Waynesboro

Batten Green Venue & Lodging

Batten Green Venue & Lodging
4.0 star property
28.6 km from Chestnut Springs
9.8 out of 10, Exceptional, (217 reviews)
"What a beautiful and relaxing spot. We couldn’t have enjoyed it more. Quiet and bucolic-yet close to town. "
United States
Julie
The price is AU$220
includes taxes & fees
3 May - 4 May
Batten Green Venue & Lodging

Barristers Row

Barristers Row
2.0 star property
26.7 km from Chestnut Springs
8.6 out of 10, Excellent, (8 reviews)
"Spotlessly clean, gorgeously designed, flawlessly maintained, and the best complimentary toiletries I've seen."
United States
Anna
The price is AU$250
includes taxes & fees
4 May - 5 May
Barristers Row

Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.0 out of 10, Wonderful, (10 reviews)
"Very nice room, clean and comfortable. "
United States
HELEN Stacy
The price is AU$184
includes taxes & fees
19 May - 20 May
Basecamp151

The Crossroads Inn

The Crossroads Inn
5.0 star property
24.8 km from Chestnut Springs
10.0 out of 10, Exceptional, (46 reviews)
"The Inn was just lovely. Warm, welcoming and had a great vibe. The staff was attentive and personable. We totally enjoyed our time and will definitely return for another visit."
United States
Robin
The price is AU$294
includes taxes & fees
4 May - 5 May
The Crossroads Inn

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, (1,005 reviews)
"The breakfast menu was good and the staff was great as well! "
United States
Marisa
The price is AU$175
includes taxes & fees
28 May - 29 May
Holiday Inn Express & Suites Staunton by IHG

Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.6 out of 10, Exceptional, (1,118 reviews)
"It was a lovely hotel and great location. "
United States
Allyson
The price is AU$180
includes taxes & fees
6 May - 7 May
Hotel 24 South

Frederick House

Frederick House
3.5 star property
26.9 km from Chestnut Springs
9.4 out of 10, Exceptional, (439 reviews)
"Historic B&B with a friendly staff and an excellent breakfast every day."
United States
Thomas
The price is AU$235
includes taxes & fees
3 May - 4 May
Frederick House

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 AU$300
includes taxes & fees
5 May - 6 May
Love Ridge Mountain Lodging

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, (566 reviews)
"Nice and clean. Staff very friendly "
United States
mary
The price is AU$137
includes taxes & fees
17 May - 18 May
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64

Village Inn

Village Inn
2.0 star property
21.3 km from Chestnut Springs
9.2 out of 10, Wonderful, (214 reviews)
"Rooms were clean and well appointed. Staff was very friendly and accommodating. "
United States
Frank
The price is AU$156
includes taxes & fees
4 May - 5 May
Village Inn

Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1,428 reviews)
"We enjoyed the stay. The beds and linens are so comfortable. "
United States
Anita
The price is AU$157
includes taxes & fees
17 May - 18 May
Sleep Inn Staunton

Afton Mountain Inn

Afton Mountain Inn
3.0 star property
10.6 km from Chestnut Springs
9.6 out of 10, Exceptional, (79 reviews)
"Beautiful inn and surrounding property! "
United States
Donna
The price is AU$295
includes taxes & fees
4 May - 5 May
Afton Mountain Inn

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, (1,004 reviews)
"Just off the highway but far enough to not hear the traffic. Clean and comfortable and yummy coffee in the lobby in the morning. Great price too"
United States
Shelley
The price is AU$97
includes taxes & fees
11 May - 12 May
Motel 6 Staunton, VA

Gibson's Warehouse

Gibson's Warehouse
3.5 star property
26.6 km from Chestnut Springs
9.8 out of 10, Exceptional, (196 reviews)
"Very unique property , spacious and great location "
United States
John
The price is AU$221
includes taxes & fees
4 May - 5 May
Gibson's Warehouse

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro
2.0 star property
14.5 km from Chestnut Springs
7.2 out of 10, Good, (1,001 reviews)
"Well lite parking "
United States
BLAINE
The price is AU$89
includes taxes & fees
31 May - 1 June
Days Inn by Wyndham Waynesboro

Hampton Inn Staunton

Hampton Inn Staunton
2.5 star property
24 km from Chestnut Springs
9.4 out of 10, Exceptional, (339 reviews)
"Accommodating staff, clean room, breakfast was better than expected!"
United States
Holly
The price is AU$212
includes taxes & fees
3 May - 4 May
Hampton Inn Staunton

Stable Craft Brewing & Cidery

Stable Craft Brewing & Cidery
2.0 star property
25.7 km from Chestnut Springs
The price is AU$378
includes taxes & fees
7 May - 8 May
Stable Craft Brewing & Cidery

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 AU$473
includes taxes & fees
1 May - 2 May
Wintergreen Ski Resort Condo w/ Golf Access!

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 AU$655
includes taxes & fees
4 May - 5 May
Afton Mountain Vineyards
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.

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

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. Another good option for your stay in the neighbourhood is 4 BR cabin mins to trails & breweries pets welcome.
How many hotels are there in Chestnut Springs?
Expedia has 73 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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