Book Guest Houses in Winchester, MA

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Top Guest Houses in Winchester

Copley House

Copley House

3 out of 5
239 W Newton St, Boston, MA
$149 nightly
The price is $171 total per night
$171 total
Jun 8 - Jun 9
Total includes taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. A computer station and luggage storage are also provided.
Oasis Guest House

Oasis Guest House

2.5 out of 5
22 Edgerly Road, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $197 total per night
$197 total
Jun 29 - Jun 30
Total includes taxes and fees
This guesthouse features self parking and free WiFi in public areas. A terrace and luggage storage are also provided.
Beacon Inn 1750

Beacon Inn 1750

3 out of 5
1750 Beacon Street, Brookline, MA
$150 nightly
The price is $167 total per night
$167 total
Jun 29 - Jun 30
Total includes taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and self parking. Business travelers can take advantage of the business center. Express check-out is also provided.
Beacon Inn 1087

Beacon Inn 1087

2.5 out of 5
1087 Beacon St, Brookline, MA
$179 nightly
The price is $200 total per night
$200 total
Jun 7 - Jun 8
Total includes taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and self parking. Business travelers can take advantage of the business center. Express check-out and luggage storage are also provided.
Coolidge Corner Guest House

Coolidge Corner Guest House

3.5 out of 5
17-19 Littell Road, Brookline, MA
$183 nightly
The price is $204 total per night
$204 total
Jul 1 - Jul 2
Total includes taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a computer station are also on offer.
The Inn on the Horse Farm

The Inn on the Horse Farm

3 out of 5
277 Old Sudbury Road, Sudbury, MA
$158 nightly
The price is $177 total per night
$177 total
Jul 5 - Jul 6
Total includes taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a lobby fireplace, and a library are also on offer.
ESJACPE GUEST HOUSE

ESJACPE GUEST HOUSE

2 out of 5
182 Heath St, UNIT 9, Boston, MA
$183 nightly
The price is $210 total per night
$210 total
Jun 7 - Jun 8
Total includes taxes and fees
Stay at this guesthouse in Boston. Enjoy free WiFi and housekeeping. Popular attractions Fenway Park and Copley Square are located nearby.
Davis Square Inn

Davis Square Inn

3 out of 5
204 Morrison Avenue, Somerville, MA
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This guesthouse features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
184 Heath St

184 Heath St

2 out of 5
184 Heath St, Boston, MA
$138 nightly
The price is $159 total per night
$159 total
Jun 7 - Jun 8
Total includes taxes and fees
This guesthouse features a virtual front desk. Take advantage of the self parking.
Tranquil House in Cambridge

Tranquil House in Cambridge

3 out of 5
15 Holmes Street, Cambridge, MA
$118 nightly
The price is $135 total per night
$135 total
Jun 8 - Jun 9
Total includes taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A terrace, a garden, and a library are also on offer.
Your Perfect Getaway Awaits: 15 mins to Boston!

Your Perfect Getaway Awaits: 15 mins to Boston!

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This guesthouse includes a garden and laundry facilities.
Clarendon Square

Clarendon Square

4 out of 5
198 West Brookline Street, Boston, MA
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This guesthouse features a rooftop terrace and a hot tub. A terrace, a garden, and a lobby fireplace are also on offer.
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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.

Top hotels in Winchester

citizenM Boston Back Bay

citizenM Boston Back Bay

408 Newbury street, Boston, MA
$179 nightly
The price is $208 total per night from Jun 30 to Jul 1
$208 total
Jun 30 - Jul 1
Total includes taxes and fees
9.4/10 Exceptional! (1,219 reviews)

Winchester Guest Houses essential information

Accommodation
16 Guest Houses
Lowest Price
$135
Highest Price
$302
Popular accommodation
Copley House, Oasis Guest House, Beacon Inn 1750, Beacon Inn 1087, Coolidge Corner Guest House, The Inn on the Horse Farm, ESJACPE GUEST HOUSE, Davis Square Inn, 184 Heath St, Tranquil House in Cambridge, Your Perfect Getaway Awaits: 15 mins to Boston!, Clarendon Square

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