Chestnut Springs Hotels near Roseland

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Dec 29 - Dec 30
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Chestnut Springs hotels

Free daily continental breakfast
avid hotel Staunton by IHG

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, (1010)
"Friendly staff, clean and modern room. "
United States
Jennifer
The price is P4,054
P4,512 total
includes taxes & fees
Jan 19 - Jan 20, 2026
avid hotel Staunton by IHG
In-room safe, desk, laptop workspace, blackout drapes
Sleep Inn Staunton

Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1393)
" clean room, comfortable bed, excellent breakfast"
United States
David
The price is P4,599
P5,118 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Sleep Inn Staunton
Exterior
Holiday Inn Express & Suites Staunton by IHG

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, (919)
"The room was very clean, and the breakfast was great."
United States
Elias
The price is P4,524
P5,035 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Staunton by IHG
Exterior
Tru By Hilton Staunton

Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
23.8 km from Chestnut Springs
9.0 out of 10, Wonderful, (620)
"Enjoyed our stay"
United States
chinmayanandha
The price is P5,733
P6,420 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tru By Hilton Staunton
Exterior
Best Western Plus Waynesboro Inn & Suites Conference Center

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, (1003)
"Front desk girl was very welcoming to my wife and I, very nice clean room. "
United States
Tracy
The price is P5,187
P5,773 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Waynesboro Inn & Suites Conference Center
Exterior
Comfort Inn Waynesboro

Comfort Inn Waynesboro

Comfort Inn Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.6 out of 10, Excellent, (1002)
"Room was clean and staff was nice! The breakfast selection was also nice. "
United States
Sana
The price is P4,706
P5,237 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Comfort Inn Waynesboro
Desk, iron/ironing board, free cribs/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, (1005)
"Great room and value"
United States
Ralph
The price is P3,196
P3,557 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Days Inn by Wyndham Waynesboro
Restaurant
Hampton Inn Staunton

Hampton Inn Staunton

Hampton Inn Staunton
2.5 star property
24 km from Chestnut Springs
9.4 out of 10, Exceptional, (336)
"Accommodating staff, clean room, breakfast was better than expected!"
United States
Holly
The price is P8,054
P8,964 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hampton Inn Staunton
Lobby
Hotel 24 South

Hotel 24 South

Hotel 24 South
3.0 star property
26.6 km from Chestnut Springs
9.4 out of 10, Exceptional, (1064)
"Beautiful Hotel and friendly staff."
United States
Denise
The price is P6,442
P7,215 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel 24 South
Meeting facility
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG
3.0 star property
27.1 km from Chestnut Springs
8.2 out of 10, Very Good, (1005)
"Everything was great "
United States
Joseph
The price is P5,170
P5,754 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Staunton Conference Center by IHG
Interior detail
The Blackburn Inn and Conference Center

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, (1003)
"Nice room, loved the bathroom and tub! "
United States
Kristen
The price is P5,894
P6,600 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Blackburn Inn and Conference Center
Free daily continental breakfast
Clarion Pointe Staunton East

Clarion Pointe Staunton East

Clarion Pointe Staunton East
2.5 star property
24.1 km from Chestnut Springs
8.6 out of 10, Excellent, (1003)
"Staff friendly esp night staff. "
Canada
juanita
The price is P4,503
P5,043 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Clarion Pointe Staunton East
Exterior
Holiday Inn Express & Suites Waynesboro East by IHG

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, (465)
"Nice New Hotel close to Skiing!"
United States
Hunter
The price is P6,638
P7,389 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express & Suites Waynesboro East by IHG
Private kitchen
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 P7,332
P9,264 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Batten Green Venue & Lodging
Front of property
Motel 6 Staunton, VA

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, (1006)
"The room was excellent, check in seamless and the location right off I-81 was perfect!"
United States
Donald
The price is P3,700
P4,118 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Motel 6 Staunton, VA
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, (548)
"Staff was very friendly and helpful"
United States
Gena
The price is P5,635
P6,497 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Comfort Inn & Suites Raphine - Lexington near I-81 and I-64
Exterior
Village Inn

Village Inn

Village Inn
2.0 star property
21.3 km from Chestnut Springs
9.0 out of 10, Wonderful, (203)
"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 P5,874
P6,597 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Village Inn
Pillowtop beds, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Staunton

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, (1001)
"It was convenient for one night on our road trip. "
United States
Jeanne
The price is P4,239
P4,718 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Days Inn by Wyndham Staunton
Lobby
Fairfield Inn & Suites by Marriott Staunton

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, (430)
"Very clean! Great location!"
United States
Renelle
The price is P6,991
P7,830 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Fairfield Inn & Suites by Marriott Staunton
Exterior
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 P6,852
P8,672 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Grey Pine Lodge
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 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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"It was a charming hotel in downtown Staunton,VA. Service was great. Room up to date and bed was comfy. "
Kristina 1-night trip
Posted 5 days ago
Hotel 24 South

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.
How many hotels will I find in Chestnut Springs?
Expedia has 76 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.
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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