
Hotels near Winchester Square Springfield
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Holiday Inn Express Springfield Downtown by IHG
Holiday Inn Express Springfield Downtown by IHG2.5 star property
Metro Center, 2 km from Winchester Square
9.0 out of 10, Wonderful, (1081)
9.0/10
Wonderful
(1081)
The price is $114
$114
$129 total
includes taxes & fees
Dec 23 - Dec 24




9.0 out of 10, Wonderful, (1455)
9.0/10
Wonderful
(1455)
The price is $149
$149
$192 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Hilton Garden Inn-Springfield, MA
Hilton Garden Inn-Springfield, MA3.0 star property
South End, 2.6 km from Winchester Square
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
The price is $118
$118
$134 total
includes taxes & fees
Dec 27 - Dec 28




La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA3.0 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very Good, (1309)
8.0/10
Very Good
(1309)
The price is $111
$111
$125 total
includes taxes & fees
Dec 23 - Dec 24




Sheraton Springfield Monarch Place Hotel
Sheraton Springfield Monarch Place Hotel3.5 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
The price is $144
$144
$164 total
includes taxes & fees
Dec 28 - Dec 29




Marriott Springfield Downtown
Marriott Springfield Downtown3.5 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very Good, (991)
8.0/10
Very Good
(991)
The price is $130
$130
$148 total
includes taxes & fees
Dec 24 - Dec 25




Residence Inn Springfield Chicopee
Residence Inn Springfield Chicopee3.0 star property
6.9 km from Winchester Square
9.2 out of 10, Wonderful, (473)
9.2/10
Wonderful
(473)
The price is $144
$144
$163 total
includes taxes & fees
Dec 27 - Dec 28




Naomi's Inn Bed & Breakfast
Naomi's Inn Bed & Breakfast3.5 star property
Liberty Heights, 3.6 km from Winchester Square
9.0 out of 10, Wonderful, (424)
9.0/10
Wonderful
(424)
The price is $106
$106
$120 total
includes taxes & fees
Dec 22 - Dec 23




Courtyard by Marriott West Springfield
Courtyard by Marriott West Springfield3.0 star property
5.4 km from Winchester Square
9.2 out of 10, Wonderful, (585)
9.2/10
Wonderful
(585)
The price is $118
$118
$135 total
includes taxes & fees
Dec 24 - Dec 25




Fairfield Inn & Suites Springfield Holyoke
Fairfield Inn & Suites Springfield Holyoke2.5 star property
9.5 km from Winchester Square
9.2 out of 10, Wonderful, (598)
9.2/10
Wonderful
(598)
The price is $118
$118
$132 total
includes taxes & fees
Dec 22 - Dec 23




Hampton Inn Chicopee/Springfield
Hampton Inn Chicopee/Springfield2.5 star property
7.1 km from Winchester Square
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $106
$106
$120 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Homewood Suites by Hilton Holyoke-Springfield/North
Homewood Suites by Hilton Holyoke-Springfield/North3.0 star property
9.1 km from Winchester Square
9.0 out of 10, Wonderful, (1002)
9.0/10
Wonderful
(1002)
The price is $122
$122
$136 total
includes taxes & fees
Dec 29 - Dec 30




Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee Springfield2.5 star property
6.7 km from Winchester Square
9.0 out of 10, Wonderful, (1006)
9.0/10
Wonderful
(1006)
The price is $89
$89
$101 total
includes taxes & fees
Jan 1 - Jan 2, 2026




Holiday Inn Express Ludlow by IHG
Holiday Inn Express Ludlow by IHG2.5 star property
9.1 km from Winchester Square
8.8 out of 10, Excellent, (985)
8.8/10
Excellent
(985)
The price is $90
$90
$101 total
includes taxes & fees
Jan 4 - Jan 5, 2026




9.4 out of 10, Exceptional, (2243)
9.4/10
Exceptional
(2243)
The price is $109
$109
$127 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Upscaled Home in a Quiet Neighborhood
Upscaled Home in a Quiet Neighborhood3.0 star property
Forest Park, 3.8 km from Winchester Square
8.4 out of 10, Very Good, (5)
8.4/10
Very Good
(5)
The price is $350
$350
$527 total
includes taxes & fees
Dec 22 - Dec 23




Residence Inn by Marriott West Springfield
Residence Inn by Marriott West Springfield3.0 star property
6.1 km from Winchester Square
8.6 out of 10, Excellent, (526)
8.6/10
Excellent
(526)
The price is $125
$125
$143 total
includes taxes & fees
Dec 28 - Dec 29




Candlewood Suites West Springfield by IHG
Candlewood Suites West Springfield by IHG2.5 star property
5.2 km from Winchester Square
8.4 out of 10, Very Good, (809)
8.4/10
Very Good
(809)
The price is $98
$98
$112 total
includes taxes & fees
Jan 1 - Jan 2, 2026




Best Western Springfield West Inn
Best Western Springfield West Inn2.5 star property
5 km from Winchester Square
7.8 out of 10, Good, (1000)
7.8/10
Good
(1000)
The price is $93
$93
$107 total
includes taxes & fees
Dec 27 - Dec 28




Fairfield Inn & Suites by Marriott Springfield Enfield
Fairfield Inn & Suites by Marriott Springfield Enfield2.5 star property
10.2 km from Winchester Square
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $121
$121
$139 total
includes taxes & fees
Dec 28 - Dec 29
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.