A waterfall in a forest with autumn leaves.

Search Hotels in Chestnut Springs, 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
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Filter by

Star rating

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 spacious living area with a wooden staircase, a dining table, and a sofa.

1. 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
The price is Rp3.206.427
Rp7.624.131 total
includes taxes & fees
19 Oct - 20 Oct
Blackwood Chalet
A modern hotel with a flat roof, large windows, and a covered entrance area with stone pillars.

2. 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, (680 reviews)
"Great place to stay!"
United States
John
The price is Rp1.970.430
Rp2.193.089 total
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express & Suites Waynesboro East by IHG
A Best Western Plus hotel with a covered entrance, multiple floors, and a landscaped area with trees.

3. 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)
"Easy to access from Interstate and plenty of restaurants at this area"
United States
tiawana
The price is Rp1.525.113
Rp1.697.451 total
includes taxes & fees
15 Oct - 16 Oct
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.

4. Spark by Hilton Waynesboro

Spark by Hilton Waynesboro
2.5 star property
14.5 km from Chestnut Springs
9.0 out of 10, Wonderful, (58 reviews)
"Great stay"
United States
John
The price is Rp1.507.558
Rp1.677.912 total
includes taxes & fees
2 Nov - 3 Nov
Spark by Hilton Waynesboro
A two-story house with a deck, large windows, and a garage.

5. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
8.4 km from Chestnut Springs
10.0 out of 10, Exceptional, (25 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 Rp2.488.298
Rp3.869.139 total
includes taxes & fees
11 Nov - 12 Nov
Love Ridge Mountain Lodging
Indoor pool

6. Wingate by Wyndham Waynesboro

Wingate by Wyndham Waynesboro
3.0 star property
14.6 km from Chestnut Springs
8.6 out of 10, Excellent, (917 reviews)
"Decent hotel, clean large room. Comfortable. Simple continental breakfast - bagels, cereal, toast. Good location, nice staff."
United States
Deb
The price is Rp1.468.866
Rp1.634.849 total
includes taxes & fees
25 Oct - 26 Oct
Wingate by Wyndham Waynesboro
An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

7. Residence Inn Marriott Waynesboro

Residence Inn Marriott Waynesboro
3.0 star property
14.6 km from Chestnut Springs
9.2 out of 10, Wonderful, (473 reviews)
"Everything about this place is great"
United States
Preston
The price is Rp2.400.342
Rp2.671.580 total
includes taxes & fees
8 Nov - 9 Nov
Residence Inn Marriott 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, (28 reviews)
"Room was very clean and nicely appointed"
United States
Matthew
The price is Rp2.128.064
Rp2.389.817 total
includes taxes & fees
3 Nov - 4 Nov
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 Rp1.157.180
Rp1.287.941 total
includes taxes & fees
1 Nov - 2 Nov
Super 8 by Wyndham Waynesboro
A spacious living room with a stone fireplace, large windows, and a high ceiling.

10. Iris Inn and Cabins

Iris Inn and Cabins
4.5 star property
13 km from Chestnut Springs
9.8 out of 10, Exceptional, (16 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 Rp6.748.544
Rp7.511.129 total
includes taxes & fees
19 Oct - 20 Oct
Iris Inn and Cabins
A modern cabin with a wooden exterior and a gravel driveway, surrounded by trees.

11. Piedmont Grove

Piedmont Grove
2.0 star property
7 km from Chestnut Springs
9.6 out of 10, Exceptional, (41 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 Rp4.325.990
Rp4.858.185 total
includes taxes & fees
15 Oct - 16 Oct
Piedmont Grove
A wooden bench with metal legs in an outdoor area with gravel ground.

12. Grey Pine Lodge

Grey Pine Lodge
14.2 km from Chestnut Springs
9.6 out of 10, Exceptional, (19 reviews)
The price is Rp2.821.297
Rp3.140.104 total
includes taxes & fees
26 Oct - 27 Oct
Grey Pine Lodge
A hotel room with a large bed, two bedside tables with lamps, and a mountain landscape painting above the bed.

13. 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 place to stay, beds are comfortable, rooms are well maintained, pool is always a nice place to relax and enjoy some sunshine! The staff is very welcoming and courteous, Ms D has an adorable little boy that will brighten anyone’s day when you check in or grab coffee."
United States
Preston
The price is Rp1.035.371
Rp1.152.368 total
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Waynesboro
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 Rp6.090.420
Rp7.556.061 total
includes taxes & fees
5 Nov - 6 Nov
The Farmhouse at Veritas
A swimming pool area with four lounge chairs and large windows offering a view of trees.

15. 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, (677 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 Rp2.117.496
Rp2.356.772 total
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn Waynesboro/Stuarts Draft
A swimming pool with four lounge chairs and a view of trees through large windows.

16. Avid Hotel Staunton

Avid Hotel Staunton
2.5 star property
23.2 km from Chestnut Springs
9.0 out of 10, Wonderful, (1,009 reviews)
"Newer property, friendly staffs, decent breakfast and quiet and safe area"
United States
Sumanjit
The price is Rp1.809.213
Rp2.013.654 total
includes taxes & fees
4 Nov - 5 Nov
Avid Hotel Staunton
A multi-story hotel with a covered entrance, parking lot, and a clear sky.

17. 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)
"The place was clean and quiet"
United States
John
The price is Rp1.827.126
Rp2.033.591 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express & Suites Staunton by IHG
A spacious lobby with multiple seating areas, a grand piano, and a reception desk.

18. Hotel 24 South

Hotel 24 South
3.0 star property
26.7 km from Chestnut Springs
9.4 out of 10, Exceptional, (1,247 reviews)
"Love everything about this historic hotel and it's location in the heart of Staunton."
United States
James
The price is Rp1.907.562
Rp2.136.468 total
includes taxes & fees
10 Nov - 11 Nov
Hotel 24 South
A modern cafe with a self-serve coffee station, refrigerated display case, and a variety of food items on the counter.

19. 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, (893 reviews)
"We enjoyed our stay"
United States
Priscilla
The price is Rp1.062.420
Rp1.182.473 total
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Waynesboro - Skyline Drive
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, (1,394 reviews)
"Great place to stay."
United States
Dan
The price is Rp1.582.076
Rp1.760.852 total
includes taxes & fees
4 Nov - 5 Nov
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

Hotels recommended for families in Chestnut Springs

A spacious living area with a wooden staircase, a dining table, and a sofa.

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6)
The price is Rp3.206.427
Rp7.624.131 total
includes taxes & fees
19 Oct - 20 Oct
Blackwood Chalet

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

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

8/10 Good
"Decent hotel. Mostly well maintained property, helpful and attendant staff. Convenient location to Staunton. Room had damaged weather stripping on window, and perhaps it was that that allowed a lot of the highway noise to come in the room. Also, there was a damp spot on the carpet near the window (perhaps from the rain, perhaps from the cooling unit). The heating/cooling unit was pretty loud too. Overall a good experience, It just seemed a little pricey for what we got ."
Peter 3-night trip
Posted 1 hour ago
Holiday Inn Staunton Conference Center by IHG

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 74 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.