Find Winery Hotels in Roseland, VA

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Check availability on Roseland Winery Hotels

Our top choices for Roseland hotels with winery

Exterior
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Roseland
10.0 out of 10, Exceptional, (90)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is SAR 488
SAR 738 total
includes taxes & fees
17 Dec - 18 Dec
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Exterior
Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House

2.0 star property
Roseland
9.6 out of 10, Exceptional, (4)
"We had a great weekend here and will definitely be back! Host was very easy to get in touch with and house was set up very nicely! "
United States
Cynthia A.
The price is SAR 927
SAR 2,124 total
includes taxes & fees
22 Dec - 23 Dec
Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House
Exterior
Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen

Roseland
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is SAR 462
SAR 1,045 total
includes taxes & fees
9 Jan - 10 January 2026
Historic Bungalow 30 minutes from Wintergreen
Fridge, microwave, oven, stovetop
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Roseland
10.0 out of 10, Exceptional, (68)
"Stunning scenic getaway! Perfect setting, beautiful decor, high end amenities, gracious host, serene outdoor spaces. One of best places we’ve stayed. Highly recommend."
United States
Diane L.
The price is SAR 751
SAR 1,656 total
includes taxes & fees
11 Dec - 12 Dec
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Property grounds
Design-Lover’s Getaway • Game Room • Hot Tub

Design-Lover’s Getaway • Game Room • Hot Tub

Wintergreen Resort
9.8 out of 10, Exceptional, (6)
"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "
United States
Victoria R.
Design-Lover’s Getaway • Game Room • Hot Tub
Terrace/patio
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Chestnut Springs
10.0 out of 10, Exceptional, (15)
"Great stay!"
United States
Cheryl P.
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Smart TV, fireplace
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Roseland
The price is SAR 4,128
SAR 8,105 total
includes taxes & fees
23 Dec - 24 Dec
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Smart TV, fireplace, video games, DVD player
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

Roseland
10.0 out of 10, Exceptional, (5)
"Such an awesome house and an amazing host! She left some beers in the fridge and a note congratulating my future brother in law. The house and view was beautiful and clean. Loved how it was right next to the breweries as well! Highly recommend!"
United States
Grace S.
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Outdoor dining
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Roseland
10.0 out of 10, Exceptional, (21)
"Amazing! Private, clean, spacious, with all the amenities one could ask for. The location was perfect as we enjoyed hiking, tubing, and several breweries. Enjoyed breakfast on the large deck and ended the days around the fire pit. Game room was a hit and kept the kids busy giving the adults time to catch up. Bathrooms were large and spacious. Beds were super comfortable. Would definitely recommend this property and stay again. "
United States
Rachel W.
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Exterior
Adventure Awaits

Adventure Awaits

Laurel Ridge
9.2 out of 10, Wonderful, (7)
"our stay was so fun! "
United States
Kaden C.
Adventure Awaits
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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Top Roseland Hotel Reviews

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

10/10 Excellent
"Nice Room and staff."
Rita 1-night trip
Posted 18 hours ago
Days Inn by Wyndham Waynesboro

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