Cheap Hotels in Winchester
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Cheap Hotels in Winchester
8.8 out of 10, Excellent, (22 reviews)
8.8/10
Excellent
(22 reviews)
The price is $135
$135
$151 total
includes taxes & fees
Jul 5 - Jul 6
Keene Elm City Hotel, an Ascend Collection Hotel
Keene Elm City Hotel, an Ascend Collection Hotel2.5 star property
Keene
8.6 out of 10, Excellent, (1,003 reviews)
8.6/10
Excellent
(1,003 reviews)
The price is $119
$119
$129 total
includes taxes & fees
Jul 5 - Jul 6
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
The price is $247
$247
$304 total
includes taxes & fees
Jul 5 - Jul 6
8.4 out of 10, Very Good, (1,001 reviews)
8.4/10
Very Good
(1,001 reviews)
The price is $127
$127
$138 total
includes taxes & fees
Jul 5 - Jul 6
9.6 out of 10, Exceptional, (174 reviews)
9.6/10
Exceptional
(174 reviews)
The price is $181
$181
$196 total
includes taxes & fees
Jul 5 - Jul 6
7.4 out of 10, Good, (496 reviews)
7.4/10
Good
(496 reviews)
The price is $125
$125
$138 total
includes taxes & fees
Jul 6 - Jul 7
9.2 out of 10, Wonderful, (374 reviews)
9.2/10
Wonderful
(374 reviews)
The price is $180
$180
$202 total
includes taxes & fees
Jul 5 - Jul 6
8.6 out of 10, Excellent, (923 reviews)
8.6/10
Excellent
(923 reviews)
The price is $155
$155
$173 total
includes taxes & fees
Jul 12 - Jul 13
7.0 out of 10, Good, (1,000 reviews)
7.0/10
Good
(1,000 reviews)
The price is $88
$88
$96 total
includes taxes & fees
Jul 26 - Jul 27
9.6 out of 10, Exceptional, (172 reviews)
9.6/10
Exceptional
(172 reviews)
The price is $142
$142
$158 total
includes taxes & fees
Jul 6 - Jul 7
7.6 out of 10, Good, (1,001 reviews)
7.6/10
Good
(1,001 reviews)
The price is $85
$85
$94 total
includes taxes & fees
Jul 8 - Jul 9
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-912.5 star property
Brattleboro
8.6 out of 10, Excellent, (824 reviews)
8.6/10
Excellent
(824 reviews)
The price is $119
$119
$131 total
includes taxes & fees
Jul 26 - Jul 27
5.2 out of 10, (11 reviews)
5.2/10
(11 reviews)
The price is $80
$80
$88 total
includes taxes & fees
Jul 5 - Jul 6
8.6 out of 10, Excellent, (918 reviews)
8.6/10
Excellent
(918 reviews)
The price is $114
$114
$125 total
includes taxes & fees
Jul 5 - Jul 6
8.4 out of 10, Very Good, (1,002 reviews)
8.4/10
Very Good
(1,002 reviews)
The price is $138
$138
$151 total
includes taxes & fees
Jul 5 - Jul 6
7.6 out of 10, Good, (32 reviews)
7.6/10
Good
(32 reviews)
The price is $111
$111
$124 total
includes taxes & fees
Jul 5 - Jul 6
8.8 out of 10, Excellent, (1,002 reviews)
8.8/10
Excellent
(1,002 reviews)
The price is $153
$153
$171 total
includes taxes & fees
Jul 14 - Jul 15
8.2 out of 10, Very Good, (1,000 reviews)
8.2/10
Very Good
(1,000 reviews)
The price is $122
$122
$134 total
includes taxes & fees
Jul 12 - Jul 13
9.8 out of 10, Exceptional, (354 reviews)
9.8/10
Exceptional
(354 reviews)
The price is $158
$158
$173 total
includes taxes & fees
Jul 5 - Jul 6
8.8 out of 10, Excellent, (390 reviews)
8.8/10
Excellent
(390 reviews)
The price is $183
$183
$199 total
includes taxes & fees
Jul 9 - Jul 10
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
Frequently asked questions
What are the best cheap things to do in Winchester?
Sightseeing doesn't have to be expensive. For some things to do in Winchester, explore and snap photos of landmarks like Loring Field or Birch Point. Be certain to include a visit to Cass Pond.