
Cheap Hotels in Winchester
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Cheap Hotels in Winchester




9.0 out of 10, Wonderful, (2,026 reviews)
9.0/10
Wonderful
(2,026 reviews)
The price is $256
$256
$344 total
includes taxes & fees
Jul 5 - Jul 6




8.2 out of 10, Very Good, (1,934 reviews)
8.2/10
Very Good
(1,934 reviews)
The price is $219
$219
$290 total
includes taxes & fees
Jun 21 - Jun 22




Residence Inn by Marriott Boston Downtown / South End
Residence Inn by Marriott Boston Downtown / South End3.0 star property
South End
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
The price is $212
$212
$246 total
includes taxes & fees
Jun 21 - Jun 22




9.4 out of 10, Exceptional, (2,768 reviews)
9.4/10
Exceptional
(2,768 reviews)
The price is $179
$179
$208 total
includes taxes & fees
Jul 5 - Jul 6




The Midtown Hotel MOD Collection by Sonesta
The Midtown Hotel MOD Collection by Sonesta3.0 star property
Back Bay
8.2 out of 10, Very Good, (474 reviews)
8.2/10
Very Good
(474 reviews)
The price is $198
$198
$231 total
includes taxes & fees
Jul 5 - Jul 6




Battery Wharf Hotel, Boston Waterfront
Battery Wharf Hotel, Boston Waterfront4.5 star property
North End
8.8 out of 10, Excellent, (1,858 reviews)
8.8/10
Excellent
(1,858 reviews)
The price is $169
$169
$220 total
includes taxes & fees
Jun 21 - Jun 22




Hyatt Place Boston/Seaport District
Hyatt Place Boston/Seaport District3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2,413 reviews)
9.4/10
Exceptional
(2,413 reviews)
The price is $178
$178
$207 total
includes taxes & fees
Jul 5 - Jul 6




7.6 out of 10, Good, (1,042 reviews)
7.6/10
Good
(1,042 reviews)
The price is $109
$109
$122 total
includes taxes & fees
Jul 5 - Jul 6




9.2 out of 10, Wonderful, (2,089 reviews)
9.2/10
Wonderful
(2,089 reviews)
The price is $178
$178
$242 total
includes taxes & fees
Jul 5 - Jul 6




9.6 out of 10, Exceptional, (4,467 reviews)
9.6/10
Exceptional
(4,467 reviews)
The price is $189
$189
$254 total
includes taxes & fees
Jul 5 - Jul 6




Hampton by Hilton at the Boston Seaport District
Hampton by Hilton at the Boston Seaport District3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2,899 reviews)
9.2/10
Wonderful
(2,899 reviews)
The price is $170
$170
$198 total
includes taxes & fees
Jul 6 - Jul 7




8.4 out of 10, Very Good, (3,163 reviews)
8.4/10
Very Good
(3,163 reviews)
The price is $159
$159
$226 total
includes taxes & fees
Jul 6 - Jul 7




9.2 out of 10, Wonderful, (4,747 reviews)
9.2/10
Wonderful
(4,747 reviews)
The price is $191
$191
$263 total
includes taxes & fees
Jul 2 - Jul 3




9.4 out of 10, Exceptional, (1,005 reviews)
9.4/10
Exceptional
(1,005 reviews)
The price is $196
$196
$219 total
includes taxes & fees
Jul 1 - Jul 2




Holiday Inn Express Boston Logan Airport - Revere by IHG
Holiday Inn Express Boston Logan Airport - Revere by IHG2.5 star property
Revere
9.0 out of 10, Wonderful, (1,344 reviews)
9.0/10
Wonderful
(1,344 reviews)
The price is $118
$118
$132 total
includes taxes & fees
Jul 1 - Jul 2




9.0 out of 10, Wonderful, (2,672 reviews)
9.0/10
Wonderful
(2,672 reviews)
The price is $143
$143
$167 total
includes taxes & fees
Jun 30 - Jul 1




8.8 out of 10, Excellent, (2,536 reviews)
8.8/10
Excellent
(2,536 reviews)
The price is $188
$188
$271 total
includes taxes & fees
Jul 5 - Jul 6




Aloft by Marriott Boston Seaport District
Aloft by Marriott Boston Seaport District3.0 star property
Seaport District
8.8 out of 10, Excellent, (1,461 reviews)
8.8/10
Excellent
(1,461 reviews)
The price is $165
$165
$221 total
includes taxes & fees
Jul 2 - Jul 3




8.4 out of 10, Very Good, (1,486 reviews)
8.4/10
Very Good
(1,486 reviews)
The price is $179
$179
$209 total
includes taxes & fees
Jun 30 - Jul 1




8.6 out of 10, Excellent, (4,016 reviews)
8.6/10
Excellent
(4,016 reviews)
The price is $142
$142
$165 total
includes taxes & fees
Jul 5 - Jul 6
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.
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 landmarks in Winchester
Winter Pond
9.0/5 (2 reviews)
Winter Pond is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. Our travelers also like the art galleries in the area— your cultural tour starts here. If you have fun at Winter Pond, you'll love Woburn Bowladrome and Burlington Ice Palace, both located nearby.
Frequently asked questions
What are the best cheap things to do in Winchester?
Sightseeing doesn't have to break the bank. For some things to do in Winchester, you can get outdoors at Middlesex Fells Reservation. Be certain to include a visit to Winter Pond.