Find a Bed and Breakfast in Winchester from CA $130

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Check prices for these dates

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Sep 5 - Sep 7
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Oct 24 - Oct 26

Browse Select Winchester B&B

The College Club of Boston
Exterior

The College Club of Boston

3.0 star property
9.4 out of 10, Exceptional, (1002)
"Great great stay "
The price is CA $453
CA $521 total
includes taxes & fees
Sep 3 - Sep 4
The College Club of Boston
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (292)
"Came in for a show at the Music Circus. The property was great and it was a 10m walk into town to get to the beach. "
The price is CA $219
CA $240 total
includes taxes & fees
Sep 1 - Sep 2
The Beacon Waterfront Inn
Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.6 out of 10, Excellent, (83)
"Very clean, comfortable and quiet B&B. Highly recommend staying here"
The price is CA $149
CA $211 total
includes taxes & fees
Sep 11 - Sep 12
Homestay BnB Near Downtown Boston
Château sur Mer Bed & Breakfast
Double Room, 1 Queen Bed

Château sur Mer Bed & Breakfast

3.0 star property
8.8 out of 10, Excellent, (205)
"Nice place to stay "
The price is CA $261
CA $291 total
includes taxes & fees
Sep 1 - Sep 2
Château sur Mer Bed & Breakfast
Josephine's Bed & Breakfast
View from property

Josephine's Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (123)
"Family and historical artifacts throughout"
The price is CA $322
CA $322 total
includes taxes & fees
Sep 3 - Sep 4
Josephine's Bed & Breakfast
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Pleasant stay"
The price is CA $270
CA $309 total
includes taxes & fees
Sep 2 - Sep 3
Irving House At Harvard
The Pistachio Room at TPH - Boston
Property grounds

The Pistachio Room at TPH - Boston

9.6 out of 10, Exceptional, (50)
"Decent Stay"
The price is CA $130
CA $237 total
includes taxes & fees
Sep 1 - Sep 2
The Pistachio Room at TPH - Boston
The Salem Inn
Front of property

The Salem Inn

3.5 star property
9.2 out of 10, Wonderful, (1001)
"Friendly staff, wonderful location, great breakfast!"
The Salem Inn
Charming B&B close to Salem and Boston
Private kitchen

Charming B&B close to Salem and Boston

2.0 star property
5.0 out of 10, (6)
"The place was perfectly located in between Boston and Salem. The space was exactly what we were looking for. We are early risers so the noise from the above house did not disturb us. The space was clean and enough room for 3 adults."
The price is CA $186
CA $269 total
includes taxes & fees
Sep 3 - Sep 4
Charming B&B close to Salem and Boston
Stepping Stone Inn
View from property

Stepping Stone Inn

2.5 star property
9.6 out of 10, Exceptional, (86)
"Was great staying at the Stepping Stone, great place, super convenient and amazing staff. Would definitely stay there again."
The price is CA $539
CA $602 total
includes taxes & fees
Sep 1 - Sep 2
Stepping Stone Inn
North Bridge Inn
Front of property

North Bridge Inn

3.5 star property
8.4 out of 10, Very good, (348)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
The price is CA $357
CA $399 total
includes taxes & fees
Sep 3 - Sep 4
North Bridge Inn
HomeStay - B&B - Near South Boston - JFK-Umass Area
Basic Room | Bathroom

HomeStay - B&B - Near South Boston - JFK-Umass Area

2.0 star property
8.4 out of 10, Very good, (49)
"Affordable and close to public transit! "
The price is CA $147
CA $209 total
includes taxes & fees
Sep 8 - Sep 9
HomeStay - B&B - Near South Boston - JFK-Umass Area
Daniels House Inn
Front of property

Daniels House Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Amazing atmosphere and location! The owners had quick and thorough communication. "
The price is CA $559
CA $559 total
includes taxes & fees
Sep 1 - Sep 2
Daniels House Inn
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

Find out more about Winchester

Find out more about Winchester

Winchester B&B information

Number of reviews
3,028
Accommodation
29 B&B
Lowest Price
CA $130
Highest Price
CA $559

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