Book Boutique Hotels in Winchester, MA

AWARD WINNER
Cambria Hotel Boston Somerville
515 Somerville Avenue,
Somerville, MA, 02143, US
8.1 km from Winchester, MA, US
4.69 stars rating. Exceptional. 1215 reviews
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Strikethrough Rate:~~$163~~Discounted rate:$155USD/night
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Comfort Inn & Suites Logan International Airport
85 American Legion Hwy.,
Revere, MA, 02151, US
12.03 km from Winchester, MA, US
4.45 stars rating. Excellent. 4432 reviews
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Strikethrough Rate:~~$142~~Discounted rate:$128USD/night
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Quality Inn Boston-Revere
100 Morris Street,
Revere, MA, 02151, US
9.27 km from Winchester, MA, US
3.47 stars rating. Good. 728 reviews
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Strikethrough Rate:~~$113~~Discounted rate:$107USD/night
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Cambria Hotel Boston Downtown - Seaport
6 West Broadway,
Boston, MA, 02127, US
13.84 km from Winchester, MA, US
3.78 stars rating. Good. 1109 reviews
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Strikethrough Rate:~~$159~~Discounted rate:$154USD/night
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Comfort Inn Danvers - Boston North Shore
102 Newbury Street,
Danvers, MA, 01923, US
18.39 km from Winchester, MA, US
4.12 stars rating. Very Good. 406 reviews
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Strikethrough Rate:~~$120~~Discounted rate:$108USD/night
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Rodeway Inn Logan International Airport
309 American Legion Highway, Route 60 West,
Revere, MA, 02151, US
11.7 km from Winchester, MA, US
2.99 stars rating. Fair. 1218 reviews
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Strikethrough Rate:~~$84~~Discounted rate:$81USD/night
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AWARD WINNER
Clarion Inn Nashua
10 St. Laurent St.,
Nashua, NH, 03064, US
46.29 km from Winchester, MA, US
4.26 stars rating. Excellent. 571 reviews
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Strikethrough Rate:~~$109~~Discounted rate:$98USD/night
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Comfort Inn Randolph - Boston
1374 North Main Street,
Randolph, MA, 02368, US
28.52 km from Winchester, MA, US
3.68 stars rating. Good. 1359 reviews
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Strikethrough Rate:~~$125~~Discounted rate:$101USD/night
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Comfort Inn Boston Milford
24 Beaver Street,
Milford, MA, 01757, US
44.29 km from Winchester, MA, US
3.82 stars rating. Good. 306 reviews
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Strikethrough Rate:~~$99~~Discounted rate:$94USD/night
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Country Inn & Suites by Radisson, Brockton (Boston), MA
50 Christy's Drive,
Brockton, MA, 02301, US
40.92 km from Winchester, MA, US
4.29 stars rating. Excellent. 233 reviews
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Strikethrough Rate:~~$129~~Discounted rate:$123USD/night
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AWARD WINNER
Essex Street Inn & Suites, an Ascend Collection Hotel
7 Essex Street,
Newburyport, MA, 01950, US
45.42 km from Winchester, MA, US
4.58 stars rating. Excellent. 785 reviews
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Strikethrough Rate:~~$214~~Discounted rate:$194USD/night
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Comfort Inn Rockland - Boston
850 Hingham St.,
Rockland, MA, 02370, US
37.76 km from Winchester, MA, US
3.68 stars rating. Good. 951 reviews
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Strikethrough Rate:~~$149~~Discounted rate:$134USD/night
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Econo Lodge Sharon - Foxborough
775 Providence Highway,
Sharon, MA, 02067, US
37.24 km from Winchester, MA, US
3.01 stars rating. Fair. 530 reviews
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Strikethrough Rate:~~$100~~Discounted rate:$95USD/night
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NEW HOTEL
Cambria Hotel Boston Logan Airport
155 Porter Street,
East Boston, MA, 02128, US
12.33 km from Winchester, MA, US
No Reviews Yet
Coming soonStart booking Jun 16, 2026
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Good to know

Boutique hotels

13 of 14 hotels in Winchester

Highest Price

$194

Lowest Price

$81

Avg. rating

13 Boutique hotels near Winchester, MA, US

Cambria Hotel Boston Somerville

Comfort Inn & Suites Logan International Airport

Quality Inn Boston-Revere

Cambria Hotel Boston Downtown - Seaport

Comfort Inn Danvers - Boston North Shore

Rodeway Inn Logan International Airport

Clarion Inn Nashua

Comfort Inn Randolph - Boston

Comfort Inn Boston Milford

Country Inn & Suites by Radisson, Brockton (Boston), MA

Essex Street Inn & Suites, an Ascend Collection Hotel

Comfort Inn Rockland - Boston

Econo Lodge Sharon - Foxborough

Change your dates to book properties below.

Cambria Hotel Boston Logan Airport

Other Winchester searches

Good to know

13 of 14 hotels in Winchester

$194

$81

3.6 (13843 reviews)