A waterfall in a forest with autumn leaves.

Chestnut Springs Hotels near Roseland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Chestnut Springs hotels

A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

1. 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, (701 reviews)
"I loved coffee was available 24/7 and the hotel was pet friendly."
United States
Stephanie
The price is P7,441
P8,282 total
includes taxes & fees
Nov 25 - Nov 26
Holiday Inn Express & Suites Waynesboro East by IHG
A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

2. Piedmont Grove

Piedmont Grove
2.0 star property
7 km from Chestnut Springs
9.6 out of 10, Exceptional, (43 reviews)
"Clean, well-designed and decorated. Easy check-in! Enjoyed being surrounded by nature but also having Devils Backbone Brewpub across the street."
United States
Melissa
The price is P15,359
P17,249 total
includes taxes & fees
Oct 28 - Oct 29
Piedmont Grove
A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.

3. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
14.5 km from Chestnut Springs
9.0 out of 10, Wonderful, (67 reviews)
"Very clean rooms and friendly staff. Breakfast was a continual but was good."
United States
David
The price is P5,352
P5,957 total
includes taxes & fees
Nov 2 - Nov 3
Spark by Hilton Waynesboro
A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

4. 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, (1,005 reviews)
"Great place to stay! Clean, comfortable, great staff, easy parking, quiet, great breakfast!"
United States
Jane
The price is P5,754
P6,404 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Waynesboro Inn & Suites Conference Center
An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

5. Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
14.6 km from Chestnut Springs
9.2 out of 10, Wonderful, (478 reviews)
"Very clean quiet motel. Staff was great. Breakfast was good. Enjoyed my stay. Would definitely stay again"
United States
Cynthia
The price is P8,522
P9,485 total
includes taxes & fees
Nov 18 - Nov 19
Residence Inn Marriott Waynesboro
A two-story house with a deck, large windows, and a garage.

6. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
8.4 km from Chestnut Springs
9.6 out of 10, Exceptional, (27 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is P8,410
P13,261 total
includes taxes & fees
Nov 18 - Nov 19
Love Ridge Mountain Lodging
Indoor pool

7. Wingate by Wyndham Waynesboro

Wingate by Wyndham Waynesboro
3.0 star property
14.6 km from Chestnut Springs
8.4 out of 10, Very good, (921 reviews)
"Decent hotel, clean large room. Comfortable. Simple continental breakfast - bagels, cereal, toast. Good location, nice staff."
United States
Deb
The price is P5,006
P5,572 total
includes taxes & fees
Nov 12 - Nov 13
Wingate by Wyndham Waynesboro
A two-story building with a porch and a yellow door.

8. Basecamp151

Basecamp151
2.5 star property
9.5 km from Chestnut Springs
9.0 out of 10, Wonderful, (32 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
The price is P7,833
P8,796 total
includes taxes & fees
Nov 3 - Nov 4
Basecamp151
A hotel room with two beds, a desk with a chair, a lamp, and a large landscape painting on the wall.

9. Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro
2.0 star property
14.7 km from Chestnut Springs
7.8 out of 10, Good, (1,001 reviews)
"The place was very clean, felt safe and staff was great."
United States
Brian
The price is P4,163
P4,633 total
includes taxes & fees
Oct 29 - Oct 30
Super 8 by Wyndham Waynesboro
A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

10. 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, (1,009 reviews)
"Convenient helpful staff"
United States
Maria
The price is P3,568
P3,971 total
includes taxes & fees
Nov 12 - Nov 13
Days Inn by Wyndham Waynesboro
A swimming pool area with four lounge chairs and large windows offering a view of trees.

11. Hampton Inn Waynesboro/Stuarts Draft

Hampton Inn Waynesboro/Stuarts Draft
2.5 star property
17.5 km from Chestnut Springs
9.2 out of 10, Wonderful, (680 reviews)
"Clean and comfortable stay. Breakfast options were great and appreciated the small fitness facility and indoor pool. Would stay again."
United States
Brian
The price is P7,280
P8,103 total
includes taxes & fees
Nov 25 - Nov 26
Hampton Inn Waynesboro/Stuarts Draft
A spacious living area with a wooden staircase, a dining table, and a sofa.

12. Blackwood Chalet

Blackwood Chalet
2.0 star property
2.2 km from Chestnut Springs
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
Blackwood Chalet
A spacious living room with a stone fireplace, large windows, and a high ceiling.

13. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
13 km from Chestnut Springs
9.8 out of 10, Exceptional, (17 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 P22,358
P24,884 total
includes taxes & fees
Nov 17 - Nov 18
Iris Inn and Cabins
A wooden porch with two rocking chairs and a white fence.

14. The Farmhouse at Veritas

The Farmhouse at Veritas
4.0 star property
12.9 km from Chestnut Springs
9.8 out of 10, Exceptional, (38 reviews)
"We are very grateful for the stay and for all the kind treatment and the beautiful place."
United States
Carlos
The price is P20,670
P25,756 total
includes taxes & fees
Nov 16 - Nov 17
The Farmhouse at Veritas
A wooden staircase leading to a covered area with a wooden railing and a hanging light fixture.

15. Grey Pine Lodge

Grey Pine Lodge
14.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (35 reviews)
"Very nice stay, clean, comfortable and great location"
United States
Dennis
The price is P10,548
P11,740 total
includes taxes & fees
Nov 1 - Nov 2
Grey Pine Lodge
A modern dining area with multiple tables and chairs, a kitchen in the background, and a clock on the wall.

16. Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive
2.5 star property
16 km from Chestnut Springs
7.0 out of 10, Good, (897 reviews)
"We enjoyed our stay"
United States
Priscilla
The price is P3,646
P4,058 total
includes taxes & fees
Nov 12 - Nov 13
Quality Inn Waynesboro - Skyline Drive
A swimming pool with four lounge chairs and a view of trees through large windows.

17. Avid Hotel Staunton

Avid Hotel Staunton
2.5 star property
23.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (1,003 reviews)
"It was very easy to check in the staff are friendly and the rooms are very clean. This was our second time staying at the Avid hotel and everything was perfect."
United States
Ajay
The price is P6,169
P6,866 total
includes taxes & fees
Nov 1 - Nov 2
Avid Hotel Staunton
A hotel lobby with a reception desk, seating area, and a large window.

18. Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG
2.5 star property
23.4 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,005 reviews)
"Very nice, good breakfast but having to pay an additional $5/day parking fee on top of pricey room rate was ridiculous!"
United States
Linda
The price is P6,932
P7,716 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express & Suites Staunton by IHG
A modern lounge area with a blue sofa, colorful chairs, and a red hanging chair.

19. Tru By Hilton Staunton

Tru By Hilton Staunton
2.5 star property
23.8 km from Chestnut Springs
9.2 out of 10, Wonderful, (740 reviews)
"Simply efficient and comfortable and nice staff."
United States
George
The price is P7,249
P8,119 total
includes taxes & fees
Nov 3 - Nov 4
Tru By Hilton Staunton
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.

20. Sleep Inn Staunton

Sleep Inn Staunton
2.5 star property
22.9 km from Chestnut Springs
9.2 out of 10, Wonderful, (1,382 reviews)
"Great place to stay."
United States
Dan
The price is P5,417
P6,029 total
includes taxes & fees
Nov 8 - Nov 9
Sleep Inn Staunton
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

Compare popular hotels in Chestnut Springs

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A spacious living area with a wooden staircase, a dining table, and a sofa.
Blackwood Chalet
2.0 star property
10.0
Exceptional
6 reviews
View
A two-story house with a deck, large windows, and a garage.
Love Ridge Mountain Lodging
3.0 star property
9.6
Exceptional
27 reviews
View
A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.
Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
9.0
Wonderful
701 reviews
View
A spacious living room with a stone fireplace, large windows, and a high ceiling.
Iris Inn and Cabins
4.5 star property
9.8
Exceptional
17 reviews
View
A spacious indoor area with a flat ceiling, a television mounted on the wall, and a seating area with chairs and a small table.
Spark by Hilton Waynesboro
2.5 star property
9.0
Wonderful
67 reviews
View

Hotels recommended for families in Chestnut Springs

A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG
2.5 star property
Waynesboro
9.0 out of 10, Wonderful, (701)
The price is P7,441
P8,282 total
includes taxes & fees
Nov 25 - Nov 26
Holiday Inn Express & Suites Waynesboro East by IHG

Where to stay in Chestnut Springs

Find the best Chestnut Springs areas and neighborhoods for the activities you enjoy most.
A mountainous landscape with autumn foliage and a layer of fog.

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

Howard Johnson by Wyndham Staunton

Howard Johnson by Wyndham Staunton

8/10 Good
"You had to walk all the way outside into the elements to even get a cup of coffee ☕️. But for the price , it was fine for a one night's stay"
Frank 1-night trip
Posted 4 hours ago
Howard Johnson by Wyndham Staunton

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 74 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.

Explore a world of travel with Expedia