Search Hotels in Chestnut Springs, Roseland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Chestnut Springs, Roseland

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
Modern Nellysford Getaway on 40 Private Acres!
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

3.0 star property
The price is ฿8,777
฿18,673 total
includes taxes & fees
4 Aug - 5 Aug
Modern Nellysford Getaway on 40 Private Acres!
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 ฿4,518
฿6,698 total
includes taxes & fees
26 Aug - 27 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 ฿10,565
฿11,864 total
includes taxes & fees
4 Aug - 5 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, (197)
"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 ฿3,250
฿3,650 total
includes taxes & fees
4 Aug - 5 Aug
Village Inn
Stoney Creek Cottage Off The VA 151 Wine Trail
Relax by the pool surrounded by lounge chairs and umbrellas, with a hot tub nearby.

Stoney Creek Cottage Off The VA 151 Wine Trail

2.0 star property
The price is ฿6,125
฿21,735 total
includes taxes & fees
6 Aug - 7 Aug
Stoney Creek Cottage Off The VA 151 Wine Trail
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 ฿10,971
฿12,321 total
includes taxes & fees
4 Aug - 5 Aug
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)
"We had a great stay! Clean & cozy, we would definitely recommend staying here to others and would stay here again!"
The price is ฿3,342
฿4,299 total
includes taxes & fees
4 Aug - 5 Aug
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 ฿5,236
฿18,843 total
includes taxes & fees
4 Aug - 5 Aug
Waynesboro Home Near Wintergreen Charlottesville
Piedmont Grove
Deluxe Suite, Private Bathroom (Suite 1) | Exterior

Piedmont Grove

2.0 star property
9.4 out of 10, Exceptional, (26)
"Lovely place"
The price is ฿7,769
฿8,725 total
includes taxes & fees
4 Aug - 5 Aug
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 ฿2,197
฿2,445 total
includes taxes & fees
1 Sept - 2 Sept
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, (88)
"Room was nice! Breakfast buffet was pretty good."
The price is ฿1,724
฿1,919 total
includes taxes & fees
1 Sept - 2 Sept
Econo Lodge Waynesboro - Skyline Drive
Iris Inn and Cabins
Family Cottage | 1 bedroom, blackout curtains, soundproofing, free WiFi

Iris Inn and Cabins

4.0 star property
10.0 out of 10, Exceptional, (2)
"Every thing , extraordinary place ."
The price is ฿9,090
฿10,117 total
includes taxes & fees
4 Aug - 5 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 ฿2,763
฿3,075 total
includes taxes & fees
4 Aug - 5 Aug
Royal Inn Motel
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, (930)
"Nice clean hotel, friendly staff."
The price is ฿2,626
฿2,923 total
includes taxes & fees
10 Aug - 11 Aug
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, (433)
"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 ฿4,941
฿5,499 total
includes taxes & fees
31 Aug - 1 Sept
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, (386)
"Great place to stay"
The price is ฿3,673
฿4,088 total
includes taxes & fees
14 Aug - 15 Aug
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, (1003)
"Amazing"
The price is ฿1,879
฿2,092 total
includes taxes & fees
31 Aug - 1 Sept
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, (899)
"Very convenient and plenty of restaurants very close by! Nice front desk help!"
The price is ฿2,128
฿2,368 total
includes taxes & fees
31 Aug - 1 Sept
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, (1003)
"Very nice place to stay, comfortable."
The price is ฿2,874
฿3,198 total
includes taxes & fees
10 Aug - 11 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

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 72 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.