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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
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Winchester B&B

Lyndon House B&B
Interior detail

Lyndon House B&B

3.0 star property
9.6 out of 10, Exceptional, (116)
"Anton was so lovely during our stay, helping with a seamless checkin and dinner recommendations. Beautiful property and very walkable to the downtown area. Looking forward to staying here again in the future!"
The price is CA $217
CA $259 total
includes taxes & fees
Sep 1 - Sep 2
Lyndon House B&B
Artistic Lodging Queen suite
Interior

Artistic Lodging Queen suite

9.2 out of 10, Wonderful, (42)
"What an enjoyable experience! The home is beautiful and I love all the art!!!!"
The price is CA $103
CA $174 total
includes taxes & fees
Sep 1 - Sep 2
Artistic Lodging Queen suite
The Guesthouse at Rosecrest Farm
Exterior

The Guesthouse at Rosecrest Farm

3.0 star property
10.0 out of 10, Exceptional, (18)
"Fantastic setting and accommodations Breakfast was delicious."
The Guesthouse at Rosecrest Farm
Artistic Lodging King Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

Artistic Lodging King Suite

9.2 out of 10, Wonderful, (70)
"We were just passing through the area but this was a lovely stay, very comfortable and cute, and very clean!"
The price is CA $124
CA $197 total
includes taxes & fees
Aug 31 - Sep 1
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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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent
"This was a very nice hotel with friendly and helpful staff. It was clean and everything looked rather new. Nice breakfast options."
Jeff 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg