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Search Guest Houses in Winchester from CA $137

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Winchester Guest Houses

Luxury on Main / North
Outdoor dining

Luxury on Main / North

10.0 out of 10, Exceptional, (95)
"Always stay here when in Richmond. Are disappointed if it’s booked. Comfy, well stocked and stylish. Will be back. "
The price is CA $137
CA $262 total
includes taxes & fees
Feb 10 - Feb 11
Luxury on Main / North
'Edith' Carriage House Getaway - I-75/Hamburg!
Property grounds

'Edith' Carriage House Getaway - I-75/Hamburg!

6.8 out of 10, (5)
"Great place and peaceful 🙌"
'Edith' Carriage House Getaway - I-75/Hamburg!
"The Guest House", Located on a 300 acre horse farm.
Pool

"The Guest House", Located on a 300 acre horse farm.

10.0 out of 10, Exceptional, (15)
"We could not have had a better experience with this stay! The property is beautiful and the home was very clean. And Teresa was an incredible host! Would recommend to anyone staying in the area."
"The Guest House", Located on a 300 acre horse farm.
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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Other property types in Winchester

Natural Bridge State Resort Park
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1488)
"This was our second time staying here. The staff at the hotel are very friendly and helpful. The rooms are clean and well maintained. Our only complaint about the room is that during the winter season they are cold. There are no heavy blankets or comforters provided. Only a thin bedspread. Also the breakfast is very sparse. Only waffles, toast, bagels, cold cereal and instant oatmeal. The coffee is really bad as well, very muddy"
The price is CA $124
CA $136 total
includes taxes & fees
Feb 1 - Feb 2
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
TV, books

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (277)
"Very good"
The price is CA $133
CA $279 total
includes taxes & fees
Feb 2 - Feb 3
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!
Terrace/patio

Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!

10.0 out of 10, Exceptional, (12)
"Gorgeous Fall foliage @ a quaint cabin close to everything "
Theodore Tiny Cabin- RRG Hot Tub! Pet Friendly!
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.