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Find a Bed and Breakfast in Winchester from CA $103

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Winchester B&B

Artistic Lodging Queen suite
Interior

Artistic Lodging Queen suite

9.6 out of 10, Exceptional, (37)
"All good… would recommend this place to anyone. Comfortable, quiet place, convenient to downtown shops and restaurants."
The price is CA $103
CA $175 total
includes taxes & fees
May 13 - May 14
Artistic Lodging Queen suite
Lyndon House B&B
Interior detail

Lyndon House B&B

3.0 star property
9.6 out of 10, Exceptional, (108)
"Wonderfully decorated and welcoming historical property beautifully renovated. Very comfortable. Terrific hosts. Amazing food!"
The price is CA $302
CA $375 total
includes taxes & fees
May 8 - May 9
Lyndon House B&B
The Guesthouse at Rosecrest Farm
Exterior

The Guesthouse at Rosecrest Farm

3.0 star property
10.0 out of 10, Exceptional, (15)
"Really enjoyed the tour of the horse farm. Great hosts and nice accommodations in a beautiful setting."
The price is CA $232
CA $255 total
includes taxes & fees
May 20 - May 21
The Guesthouse at Rosecrest Farm
Artistic Lodging King Suite
Shower, hair dryer, towels, soap

Artistic Lodging King Suite

9.2 out of 10, Wonderful, (70)
"Perfect from beginning to end! The Lion and Rose was beautiful inside and out! The hosts were so charming and helpful in recommending restaurants and activities! The room we stayed in was beautiful and luxurious!! We will be back next year!"
Artistic Lodging King Suite
Chateau Annette
Suite, 1 King Bed (Dream Suite)

Chateau Annette

3.5 star property
10.0 out of 10, Exceptional, (11)
Chateau Annette
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, (1537)
"Wonderful area"
The price is CA $174
CA $191 total
includes taxes & fees
May 7 - May 8
Natural Bridge State Resort Park
Tranquil Getaway in the Woods ~ Sunset Ridge
Terrace/patio

Tranquil Getaway in the Woods ~ Sunset Ridge

9.8 out of 10, Exceptional, (54)
"The cabin was beautiful and the scenery was great. Everything you need for a great getaway "
The price is CA $145
CA $205 total
includes taxes & fees
May 12 - May 13
Tranquil Getaway in the Woods ~ Sunset Ridge
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Exterior

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (65)
"It was a perfect stay for a couple getaway. The hot tub was great, the fire pit was nice as well. Will definitely stay again. "
The price is CA $149
CA $307 total
includes taxes & fees
May 11 - May 12
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
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.