Hotels in Chestnut Springs

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21 Jul - 22 Jul
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22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
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1 Aug - 3 Aug

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Top 10 Hotels in Chestnut Springs

The Crossroads Inn
Set amidst rolling hills, this charming hotel offers a serene escape amidst lush gardens.

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (31)
"Wonderful stay! "
The Crossroads Inn
Basecamp151
Relax on the covered deck with comfortable sofas and tables, surrounded by trees and a serene atmosphere.

Basecamp151

3.0 star property
9.4 out of 10, Exceptional, (73)
"Thought it was going to be more of a hotel and then realizing it was like a full apartment was quite nice"
The price is S$182
includes taxes & fees
4 Aug - 5 Aug
Basecamp151
Afton Mountain Inn
Enjoy a cozy evening by the outdoor fireplace, surrounded by lush greenery and shaded by two umbrellas.

Afton Mountain Inn

3.0 star property
9.8 out of 10, Exceptional, (63)
"Great place!"
The price is S$279
includes taxes & fees
11 Aug - 12 Aug
Afton Mountain Inn
The Farmhouse at Veritas
Stately two-story building with a central entrance and manicured lawn.

The Farmhouse at Veritas

4.0 star property
9.8 out of 10, Exceptional, (32)
"Nice location a staff. Dining in the vineyard was excellent."
The price is S$450
includes taxes & fees
12 Aug - 13 Aug
The Farmhouse at Veritas
Village Inn
Covered parking area with a bench and views of the surrounding green landscape.

Village Inn

2.0 star property
9.0 out of 10, Wonderful, (196)
"Itvwas a good place. It was just what we wre looking for. We were traveling thru the area and need a place to crash for the night"
The price is S$144
includes taxes & fees
24 Jul - 25 Jul
Village Inn
Afton Mountain Vineyards
Relax in a spacious lounge area with sofas, chairs, and a small table, offering scenic views of a vineyard and distant hills.

Afton Mountain Vineyards

2.5 star property
The price is S$485
includes taxes & fees
28 Jul - 29 Jul
Afton Mountain Vineyards
Grey Pine Lodge
Guests can dine al fresco at the lodge's outdoor tables, surrounded by nature.

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (100)
"Couldn't ask for better "
The price is S$190
includes taxes & fees
24 Jul - 25 Jul
Grey Pine Lodge
Waynesboro Home Near Wintergreen Charlottesville
Enjoy cooking in this well-lit kitchen with a refrigerator, dishwasher, sink, and ample countertop space.

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is S$745
includes taxes & fees
23 Jul - 24 Jul
Waynesboro Home Near Wintergreen Charlottesville
Piedmont Grove
Relax in a serene outdoor space with a sofa and table amidst lush greenery.

Piedmont Grove

2.0 star property
9.4 out of 10, Exceptional, (26)
"Lovely place"
The price is S$344
includes taxes & fees
24 Jul - 25 Jul
Piedmont Grove
Quality Inn Waynesboro - Skyline Drive
Two single beds with matching headboards and footboards, a desk, chair, and telephone.

Quality Inn Waynesboro - Skyline Drive

2.5 star property
7.0 out of 10, Good, (781)
"Was good place for what I needed "
The price is S$98
includes taxes & fees
28 Jul - 29 Jul
Quality Inn Waynesboro - Skyline Drive
Econo Lodge Waynesboro - Skyline Drive
Enjoy meals in this functional kitchen and dining area, featuring a central island, pendant lights, and a long dining table.

Econo Lodge Waynesboro - Skyline Drive

2.0 star property
7.2 out of 10, Good, (86)
"Room was nice! Breakfast buffet was pretty good."
The price is S$85
includes taxes & fees
7 Aug - 8 Aug
Econo Lodge Waynesboro - Skyline Drive
Iris Inn and Cabins
1 bedroom, blackout curtains, soundproofing, free WiFi

Iris Inn and Cabins

4.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful location and stay. The bed and pillows were so comfortable which I always appreciated. The staff was very helpful when I requested an upgraded room. Loved the hot tub and screened in balcony. We went to dinner at Farmhouse at Veritas which was incredible. Highly recommend, worth it! "
The price is S$443
includes taxes & fees
31 Jul - 1 Aug
Iris Inn and Cabins
Royal Inn Motel
Two single beds with matching headboards, a desk, and a window with curtains.

Royal Inn Motel

2.0 star property
6.2 out of 10, (70)
"The place was great for obe night stay "
The price is S$112
includes taxes & fees
23 Jul - 24 Jul
Royal Inn Motel
Blackwood Chalet
Enjoy a cozy evening by the fire pit on this deck surrounded by a natural wooded area.

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is S$501
includes taxes & fees
27 Jul - 28 Jul
Blackwood Chalet
Comfort Inn
Classic hotel with a central entrance and beautifully maintained grounds.

Comfort Inn

2.5 star property
8.4 out of 10, Very good, (926)
"Nice place to rest for the night. "
The price is S$121
includes taxes & fees
28 Jul - 29 Jul
Comfort Inn
Residence Inn Marriott Waynesboro
Relax by the fire pit in our outdoor patio area, surrounded by a pergola and adjacent to a pool.

Residence Inn Marriott Waynesboro

3.0 star property
9.2 out of 10, Wonderful, (431)
"I was impressed and loved the stay. Sometimes a hotel thats dog friendly have a smell. This place very clean no smell. I loved my stay here will recommend "
The price is S$236
includes taxes & fees
17 Aug - 18 Aug
Residence Inn Marriott Waynesboro
Holiday Inn Express And Suites Waynesboro East by IHG
Experience the grand entrance of this hotel, featuring a striking overhang and stone pillars.

Holiday Inn Express And Suites Waynesboro East by IHG

2.5 star property
9.2 out of 10, Wonderful, (379)
"Nice location, lots of restaurants nearby, friendly staff. "
The price is S$158
includes taxes & fees
28 Jul - 29 Jul
Holiday Inn Express And Suites Waynesboro East by IHG
Days Inn by Wyndham Waynesboro
Relax in a spacious room with a large bed, two nightstands, and a stunning panoramic painting above.

Days Inn by Wyndham Waynesboro

2.0 star property
7.2 out of 10, Good, (1007)
"Check-in was fast and easy."
The price is S$85
includes taxes & fees
7 Aug - 8 Aug
Days Inn by Wyndham Waynesboro
Super 8 by Wyndham Waynesboro
Enjoy a comfortable stay with two single beds, a desk, and a flat-screen TV.

Super 8 by Wyndham Waynesboro

2.0 star property
7.6 out of 10, Good, (898)
"Very convenient and plenty of restaurants very close by! Nice front desk help!"
The price is S$88
includes taxes & fees
27 Jul - 28 Jul
Super 8 by Wyndham Waynesboro
Best Western Plus Waynesboro Inn & Suites Conference Center
Welcome to Best Western Plus, featuring a modern entrance with a covered walkway and beautifully maintained grounds.

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 star property
8.6 out of 10, Excellent, (1004)
"Great location, clean and updated property."
The price is S$150
includes taxes & fees
31 Jul - 1 Aug
Best Western Plus Waynesboro Inn & Suites Conference Center
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.

Where to stay in Chestnut Springs

Find the best Chestnut Springs areas for the activities you enjoy most.
Laurel Ridge map

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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"We would have liked a full restaurant in the hotel, but there are many other dining options in town."
Lorraine 2-night trip
Posted 1 day ago
Hotel 24 South

Frequently asked questions

What's it like in Chestnut Springs?

Travellers are sure to enjoy a stay in Roseland'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 70 hotels and other accommodation options in Chestnut Springs to choose from, making this an ideal home base for exploring the greater Roseland 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 Roseland neighbourhood?

Wintergreen Resort is an attraction you might want to check out while you're in Chestnut Springs. While you're out sightseeing in Roseland, make sure that you visit other sights such as Raven's Roost Overlook or Humpback Rocks.