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Top Trending Hotels Near Chestnut Springs, Roseland

Terrace/patio
Basecamp151

Basecamp151

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 ₹11,778
₹13,227 total
includes taxes & fees
8 Dec - 9 Dec
Basecamp151
Family Cottage | Blackout curtains, soundproofing, free WiFi
Iris Inn and Cabins

Iris Inn and Cabins

4.0 star property
13 km from Chestnut Springs
9.6 out of 10, Exceptional, (7)
"Incredible Mountain View at Sunset. Extremely comfortable bed. Delicious breakfast."
United States
Dale
The price is ₹27,095
₹30,157 total
includes taxes & fees
7 Dec - 8 Dec
Iris Inn and Cabins
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, (898)
"Very clean and near many restaurants."
United States
Carol
The price is ₹7,576
₹8,432 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Staunton by IHG
Property entrance
The Crossroads Inn

The Crossroads Inn

5.0 star property
24.8 km from Chestnut Springs
10.0 out of 10, Exceptional, (40)
"Great staff, friendly and informative. Being from the city, the rustic historical experience was exactly what we were looking for. Cozy and welcoming. "
United States
Yeanire
The Crossroads Inn
Property grounds
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 ₹12,507
₹19,093 total
includes taxes & fees
7 Dec - 8 Dec
Afton Mountain Inn
Standard Suite, 1 Queen Bed | Living area | LCD TV, DVD player
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, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is ₹7,108
₹7,912 total
includes taxes & fees
1 Jan - 2 Jan 2026
Affordable Suites of America Waynesboro
In-room safe, desk, laptop workspace, blackout curtains
Sleep Inn Staunton

Sleep Inn Staunton

2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1365)
"Very friendly and helpful staff upon check in! "
United States
William
The price is ₹7,489
₹8,335 total
includes taxes & fees
8 Dec - 9 Dec
Sleep Inn Staunton
Exterior
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 ₹9,950
₹12,676 total
includes taxes & fees
7 Dec - 8 Dec
Grey Pine Lodge
Free daily continental breakfast
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, (1002)
"Very nice hotel, new, clean, safe, friendly personal."
United States
Angela
The price is ₹7,198
₹8,011 total
includes taxes & fees
16 Dec - 17 Dec
avid hotel Staunton by IHG
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, (1001)
"Great location,Friendly staff,very clean!We would definitely stay here again!"
United States
Linda
The price is ₹7,215
₹8,031 total
includes taxes & fees
26 Dec - 27 Dec
Best Western Plus Waynesboro Inn & Suites Conference Center
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3.0 star property
8.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ₹15,841
₹23,187 total
includes taxes & fees
11 Dec - 12 Dec
Love Ridge Mountain Lodging
Exterior
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 ₹19,843
₹22,284 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Farmhouse at Veritas
Superior Cottage, Ensuite (The Cottage) | Private kitchen
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 ₹11,229
₹14,188 total
includes taxes & fees
7 Dec - 8 Dec
Batten Green Venue & Lodging
Exterior
Tru By Hilton Staunton

Tru By Hilton Staunton

2.5 star property
23.8 km from Chestnut Springs
9.0 out of 10, Wonderful, (607)
"Overall a nice place to stay."
United States
John
The price is ₹8,566
₹9,593 total
includes taxes & fees
26 Dec - 27 Dec
Tru By Hilton Staunton
Luxury Room, Ensuite (The Storefront) | Bar (on property)
The Storefront

The Storefront

3.5 star property
26.8 km from Chestnut Springs
8.8 out of 10, Excellent, (58)
"Great place to stay in charming Staunton!"
United States
Kate
The price is ₹13,406
₹20,414 total
includes taxes & fees
7 Dec - 8 Dec
The Storefront
Lobby
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, (429)
"The cleanliness of the room was iffy for us. The workers were kind and nice and very helpful."
United States
Diana
The price is ₹10,707
₹11,992 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Staunton
Patrick-27 | Iron/ironing board, free WiFi, bed sheets
Frederick House

Frederick House

3.5 star property
26.9 km from Chestnut Springs
9.4 out of 10, Exceptional, (426)
"The room was spotless and the breakfast was great. "
United States
Paula
The price is ₹10,611
₹11,885 total
includes taxes & fees
2 Jan - 3 Jan 2026
Frederick House
Room, Private Bathroom (Tye River) | Premium bedding, pillow-top beds, individually decorated
Sugar Tree Inn

Sugar Tree Inn

3.5 star property
20 km from Chestnut Springs
9.6 out of 10, Exceptional, (107)
"Friendly owners, amazing breakfast and pristine room! EV charger is a very nice added bonus too."
United States
Andrei
The price is ₹18,058
₹20,821 total
includes taxes & fees
6 Dec - 7 Dec
Sugar Tree Inn
Studio Suite | Private kitchen | Full-sized fridge, microwave, oven, stovetop
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 ₹10,257
₹11,416 total
includes taxes & fees
9 Dec - 10 Dec
Valley Extended Suites
Lobby
Hotel 24 South

Hotel 24 South

3.0 star property
26.6 km from Chestnut Springs
9.6 out of 10, Exceptional, (1034)
"Super hotel in a super location! Very pleasant stay."
United States
Timothy
The price is ₹9,560
₹10,707 total
includes taxes & fees
22 Dec - 23 Dec
Hotel 24 South
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.
View all properties

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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Beautiful hotel and the staff members were friendly and super helpful. The interior is well maintained and has tons of character. Love the place"
Thomas 1-night trip
Posted 3 days ago
Hotel 24 South

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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.