A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check prices for these dates

Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Winchester guest houses

A room with a marble table, a bookshelf, a sofa, and a wooden console table.

1. The Legacy Inn

The Legacy Inn
3.0 star property
Luray
8.4 out of 10, Very good, (70 reviews)
"The place is super clean and the manager is so friendly! I only put a 4 for the amenities because the vent in our bathroom really doesn’t dry the moisture unless we leave the door open. We would definitely stay here again."
United States
Rosalinda
The price is AED 172
AED 567 total
includes taxes & fees
9 Nov - 10 Nov
The Legacy Inn
An open doorway leading to a room with a dining table and chairs, a sofa, and a window.

2. White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (186 reviews)
"Wonderful stay, a very roomy, yet cozy place, with great character."
United States
Blake
The price is AED 1,131
AED 1,219 total
includes taxes & fees
1 Nov - 2 Nov
White Moose Inn
A kitchen with a coffee maker, a refrigerator, and a countertop.

3. The Bluebird Suite at Harpers Ferry Guest House

The Bluebird Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (75 reviews)
"Room was perfect for our 2 night stay"
United States
Diane J.
The price is AED 542
AED 849 total
includes taxes & fees
1 Nov - 2 Nov
The Bluebird Suite at Harpers Ferry Guest House
A room with a black door, a white air conditioner, a small table with a vase of flowers, and a coat rack.

4. Romantic Barn Loft | Wine Country & Weddings

Romantic Barn Loft | Wine Country & Weddings
Paeonian Springs
The price is AED 650
AED 1,066 total
includes taxes & fees
27 Oct - 28 Oct
Romantic Barn Loft | Wine Country & Weddings
A two-story white building with a porch, a sign reading "Harper's Guest House," and a flag.

5. The Goldfinch Suite at Harpers Ferry Guest House

The Goldfinch Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (65 reviews)
"Very much enjoyed our stay and recommend it."
United States
Robert A.
The price is AED 542
AED 849 total
includes taxes & fees
1 Nov - 2 Nov
The Goldfinch Suite at Harpers Ferry Guest House
A two-story building with a garage entrance, surrounded by lush greenery and a stone wall.

6. Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
The Plains
9.0 out of 10, Wonderful, (7 reviews)
"This was a great place to escape to! Very quiet and peaceful but close to some great restaurants and vineyards."
United States
Jill M.
The price is AED 909
AED 1,488 total
includes taxes & fees
28 Oct - 29 Oct
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
A cozy living room with a grey sofa, a coffee table, and a wooden door leading to another room.

7. 2-Room Chickadee Suite @ Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (23 reviews)
"The homey, comfortable atmosphere and the location are stand-outs of this charming, B&B. Great hosts!"
United States
Jason
The price is AED 585
AED 930 total
includes taxes & fees
9 Nov - 10 Nov
2-Room Chickadee Suite @ Harpers Ferry Guest House
A lush garden with a variety of plants and trees, a small stream, and a wooden fence in the background.

8. Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn
3.0 star property
Middleburg
7.0 out of 10, Good, (26 reviews)
"Beautiful property"
United States
Phyllis
The price is AED 1,146
AED 1,307 total
includes taxes & fees
2 Nov - 3 Nov
Briar Patch Bed & Breakfast Inn
A spacious living room with a high ceiling, built-in bench seating, a coffee table, and large windows offering a view of the outdoors.

9. Riverview Suite at La Soledad

Riverview Suite at La Soledad
Harpers Ferry
9.8 out of 10, Exceptional, (15 reviews)
"Check in/ check out was seamless, nicest place to pick in harper's ferry!"
United States
Brendan P.
The price is AED 1,058
AED 1,534 total
includes taxes & fees
19 Nov - 20 Nov
Riverview Suite at La Soledad
A two-story white building with a porch, a sign reading "Harper's Guest House," and a flag.

10. The Cardinal Suite at Harpers Ferry Guest House

The Cardinal Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (30 reviews)
"Everything was exceptional, very quiet and good location. We really appreciated the EV charging!"
United States
Sue K.
The price is AED 585
AED 905 total
includes taxes & fees
1 Nov - 2 Nov
The Cardinal Suite at Harpers Ferry Guest House
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 Winchester Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Helpful staff and quiet hotel"
Victoria 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Winchester