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Check prices for these dates

This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Chestnut Springs hotels

Courtyard

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, (3,093 reviews)
"great place to stay"
United States
Alexis
The price is Rp1.359.875
Rp1.614.505 total
includes taxes & fees
12 Oct - 13 Oct
English Inn of Charlottesville
Pool

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, (1,004 reviews)
"Newer property, friendly staffs, decent breakfast and quiet and safe area"
United States
Sumanjit
The price is Rp1.930.170
Rp2.148.280 total
includes taxes & fees
20 Sept - 21 Sept
avid hotel Staunton by IHG
Lobby

3. Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,225 reviews)
"Great Location, comfortable, clean and competitively priced. A must stay when in Staunton."
United States
Jerry
The price is Rp1.887.917
Rp2.114.466 total
includes taxes & fees
20 Sept - 21 Sept
Hotel 24 South
Front of property

4. Virginia Guesthouse Hotel

Virginia Guesthouse Hotel
3.0 star property
39.8 km from Chestnut Springs
9.8 out of 10, Exceptional, (114 reviews)
"Gorgeous hotel, very quiet, easy to park, great location."
United States
Jane
The price is Rp2.487.287
Rp2.842.970 total
includes taxes & fees
30 Sept - 1 Oct
Virginia Guesthouse Hotel
Exterior

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, (644 reviews)
"Great place to stay!"
United States
John
The price is Rp2.000.358
Rp2.226.363 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Waynesboro East by IHG
Lobby

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, (1,229 reviews)
"Great smoking area!"
United States
alysse
The price is Rp1.998.603
Rp2.284.404 total
includes taxes & fees
4 Oct - 5 Oct
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Suite, Private Bathroom (Suite 2) | Exterior

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 Rp4.237.601
Rp4.758.922 total
includes taxes & fees
12 Oct - 13 Oct
Piedmont Grove
Lobby sitting area

8. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
13 km from Chestnut Springs
9.8 out of 10, Exceptional, (14 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 Rp6.597.095
Rp7.342.567 total
includes taxes & fees
23 Sept - 24 Sept
Iris Inn and Cabins
Terrace/patio

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, (181 reviews)
"LOcation was excellent and staff very friendly"
United States
Mario
The price is Rp2.570.265
Rp2.937.813 total
includes taxes & fees
28 Sept - 29 Sept
Graduate by Hilton Charlottesville
Porch

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 Rp5.691.075
Rp7.091.518 total
includes taxes & fees
14 Sept - 15 Sept
The Farmhouse at Veritas
Front of property – evening/night

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, (1,000 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 Rp2.908.415
Rp3.971.100 total
includes taxes & fees
13 Sept - 14 Sept
Boar's Head Resort
Exterior

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, (1,002 reviews)
"The staff is excellent, the rooms are great, and the rates are reasonable."
United States
Robert
The price is Rp1.820.501
Rp2.026.217 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Plus Waynesboro Inn & Suites Conference Center
Front of property

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, (35 reviews)
"Great stay"
United States
John
The price is Rp1.565.133
Rp1.741.993 total
includes taxes & fees
17 Sept - 18 Sept
Spark by Hilton Waynesboro
Lobby

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, (1,398 reviews)
"Large rooms Great breakfast Accommodating staff"
United States
Lisa
The price is Rp1.042.080
Rp1.201.518 total
includes taxes & fees
14 Sept - 15 Sept
Howard Johnson by Wyndham Lexington
Outdoor pool

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, (612 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 Rp2.409.378
Rp2.753.918 total
includes taxes & fees
22 Sept - 23 Sept
Oakhurst Inn at the University
BBQ/picnic Area

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, (866 reviews)
"Great location and was clean and value was great too."
United States
Chung
The price is Rp2.263.563
Rp2.587.254 total
includes taxes & fees
30 Sept - 1 Oct
Sonesta ES Suites Charlottesville University
Property amenity

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, (469 reviews)
"clean room, great staff throughout the property"
United States
David
The price is Rp2.521.584
Rp2.806.523 total
includes taxes & fees
4 Oct - 5 Oct
Residence Inn Marriott Waynesboro
Interior detail

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, (1,002 reviews)
"Beautiful maintained property staff was wonderful comfy beds definitely want to go back our stay was perfect"
United States
Pam
The price is Rp1.631.149
Rp1.826.886 total
includes taxes & fees
13 Sept - 14 Sept
The Blackburn Inn and Conference Center
Reception

19. Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1,399 reviews)
"Excellent stay!"
United States
Marilyn
The price is Rp1.625.730
Rp1.809.436 total
includes taxes & fees
20 Sept - 21 Sept
Sleep Inn Staunton
Superior Room, 1 King Bed, Non Smoking

20. 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, (1,000 reviews)
"Great staff pool and king size rooms"
United States
Preston
The price is Rp1.027.020
Rp1.143.073 total
includes taxes & fees
27 Sept - 28 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.
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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

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

10/10 Excellent
"The history of why the Inn became what it is today. The renovations of the Inn, the decor, the uniqueness of the rooms, stairways, etc. from when it was built. We were able to be upgraded to a bigger room because there were no chairs or small tables or desk in the first room provided for us. We were in walking distance to restaurants and store. I would highly recommend folks to schedule a visit."
Kay 2-night trip
Posted 8 hours ago
The Blackburn Inn and Conference Center

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.