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Check prices for these dates

Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

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Our top choices for Chestnut Springs hotels

A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.

1. English Inn of Charlottesville

English Inn of Charlottesville
3.0 star property
41.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (3,080 reviews)
"great place to stay"
United States
Alexis
The price is Rp1.367.237
Rp1.623.246 total
includes taxes & fees
5 Oct - 6 Oct
English Inn of Charlottesville
A swimming pool with four lounge chairs and a view of trees through large windows.

2. 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, (1,000 reviews)
"Newer property, friendly staffs, decent breakfast and quiet and safe area"
United States
Sumanjit
The price is Rp1.711.274
Rp1.904.648 total
includes taxes & fees
13 Sept - 14 Sept
avid hotel Staunton by IHG
A spacious lobby with multiple seating areas, a grand piano, and a reception desk.

3. Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,227 reviews)
"Great Location, comfortable, clean and competitively priced. A must stay when in Staunton."
United States
Jerry
The price is Rp1.873.020
Rp2.097.782 total
includes taxes & fees
28 Sept - 29 Sept
Hotel 24 South
A modern building with a mix of brick and glass facade, large windows, and a pedestrian walkway.

4. Virginia Guesthouse Hotel

Virginia Guesthouse Hotel
3.0 star property
39.8 km from Chestnut Springs
9.8 out of 10, Exceptional, (109 reviews)
"Gorgeous hotel, very quiet, easy to park, great location."
United States
Jane
The price is Rp2.400.018
Rp2.743.155 total
includes taxes & fees
28 Sept - 29 Sept
Virginia Guesthouse Hotel
A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

5. 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
9.0 out of 10, Wonderful, (639 reviews)
"Great place to stay!"
United States
John
The price is Rp2.011.188
Rp2.238.417 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Waynesboro East by IHG
A living room with a brick wall, a flat-screen TV, a sofa, ottomans, and a coffee table.

6. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
41.7 km from Chestnut Springs
9.2 out of 10, Wonderful, (1,232 reviews)
"Great smoking area!"
United States
alysse
The price is Rp2.084.402
Rp2.382.471 total
includes taxes & fees
5 Oct - 6 Oct
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

7. Piedmont Grove

Piedmont Grove
2.0 star property
7 km from Chestnut Springs
9.4 out of 10, Exceptional, (38 reviews)
"Awesome stay away from home and close to UVA and surrounding activities."
United States
Jon
The price is Rp4.443.138
Rp4.989.687 total
includes taxes & fees
7 Sept - 8 Sept
Piedmont Grove
A spacious living room with a stone fireplace, large windows, and a high ceiling.

8. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
13 km from Chestnut Springs
9.8 out of 10, Exceptional, (13 reviews)
"The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly."
United States
Judy
The price is Rp6.201.868
Rp6.902.678 total
includes taxes & fees
7 Sept - 8 Sept
Iris Inn and Cabins
A rooftop terrace with string lights, seating, and a view of the city.

9. Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville
4.0 star property
40.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (179 reviews)
"LOcation was excellent and staff very friendly"
United States
Mario
The price is Rp2.589.493
Rp2.959.791 total
includes taxes & fees
29 Sept - 30 Sept
Graduate by Hilton Charlottesville
A wooden porch with two rocking chairs and a white fence.

10. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
12.9 km from Chestnut Springs
9.8 out of 10, Exceptional, (36 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
The price is Rp5.733.650
Rp7.144.569 total
includes taxes & fees
14 Sept - 15 Sept
The Farmhouse at Veritas
A well-lit gazebo with stone pillars and a tiled roof, surrounded by a landscaped area with a brick pathway leading to a building entrance.

11. Boar's Head Resort

Boar's Head Resort
4.0 star property
37.3 km from Chestnut Springs
9.0 out of 10, Wonderful, (1,007 reviews)
"Boars Head Inn (and now with spa) is a relaxing place to stay when in the Charlottesville area."
United States
Elizabeth
The price is Rp2.924.161
Rp3.992.599 total
includes taxes & fees
7 Sept - 8 Sept
Boar's Head Resort
A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

12. 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)
"The staff is excellent, the rooms are great, and the rates are reasonable."
United States
Robert
The price is Rp1.934.445
Rp2.153.037 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Waynesboro Inn & Suites Conference Center
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, multiple flagpoles, and a well-maintained landscaped garden.

13. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
14.5 km from Chestnut Springs
8.8 out of 10, Excellent, (34 reviews)
"Great stay"
United States
John
The price is Rp1.576.842
Rp1.755.027 total
includes taxes & fees
28 Sept - 29 Sept
Spark by Hilton Waynesboro
A hotel lobby with a reception desk, seating area, and a fireplace.

14. Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington
2.0 star property
39 km from Chestnut Springs
8.2 out of 10, Very good, (1,396 reviews)
"Large rooms Great breakfast Accommodating staff"
United States
Lisa
The price is Rp1.049.875
Rp1.210.504 total
includes taxes & fees
8 Sept - 9 Sept
Howard Johnson by Wyndham Lexington
A pool area with lounge chairs and a building with large windows.

15. Oakhurst Inn at the University

Oakhurst Inn at the University
4.0 star property
39.7 km from Chestnut Springs
9.2 out of 10, Wonderful, (611 reviews)
"The room was spacious and clean with a very comfortable bed. The hotel had a perfect location for us. The food at the adjacent cafe is delicious, too!"
United States
Christopher
The price is Rp2.544.153
Rp2.907.968 total
includes taxes & fees
7 Sept - 8 Sept
Oakhurst Inn at the University
An outdoor patio with a grill, tables, and chairs, and a covered umbrella.

16. Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University
3.0 star property
40.7 km from Chestnut Springs
8.8 out of 10, Excellent, (865 reviews)
"Great location and was clean and value was great too."
United States
Chung
The price is Rp2.222.892
Rp2.540.765 total
includes taxes & fees
7 Sept - 8 Sept
Sonesta ES Suites Charlottesville University
An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

17. Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
14.6 km from Chestnut Springs
9.2 out of 10, Wonderful, (468 reviews)
"clean room, great staff throughout the property"
United States
David
The price is Rp2.452.238
Rp2.729.342 total
includes taxes & fees
4 Oct - 5 Oct
Residence Inn Marriott Waynesboro
A grand staircase with white railings and a chandelier, leading to a door with potted plants.

18. 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, (1,001 reviews)
"Beautiful maintained property staff was wonderful comfy beds definitely want to go back our stay was perfect"
United States
Pam
The price is Rp1.643.352
Rp1.840.554 total
includes taxes & fees
13 Sept - 14 Sept
The Blackburn Inn and Conference Center
A reception desk with a 'Sleep Inn' sign, a 'Welcome!' sign, a 'Manager On Duty' sign, a 'Check Out' sign, and a 'Check In' sign.

19. Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1,410 reviews)
"Excellent stay!"
United States
Marilyn
The price is Rp1.538.382
Rp1.712.219 total
includes taxes & fees
27 Sept - 28 Sept
Sleep Inn Staunton
A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

20. 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, (1,006 reviews)
"Great staff pool and king size rooms"
United States
Preston
The price is Rp1.079.690
Rp1.201.695 total
includes taxes & fees
20 Sept - 21 Sept
Days Inn by Wyndham Waynesboro
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.
A mountainous landscape with autumn foliage and a layer of fog.

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

Spark by Hilton Staunton

Spark by Hilton Staunton

10/10 Excellent
"The staff were extremely pleasant and accommodating. The heated pool was actually warm enough to swim in, but not hot (82). Check-in was efficient, and breakfast was delicious."
Scarlett 1-night trip
Posted 15 hours ago
Spark by Hilton Staunton

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 75 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.