Find hotels near Winchester Square, Springfield from $99

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Compare 902 hotels close to Winchester Square with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 star property
Metro Center, 1.3 mi from Winchester Square
9.0 out of 10, Wonderful, (1044)
"Great hotel in downtown Springfield "
United States
Krishnakant
$118 nightly
The price is $134
Nov 17 - Nov 18
Total with taxes and fees
Holiday Inn Express Springfield Downtown by IHG
8 restaurants, breakfast, lunch, dinner served; American cuisine
MGM Springfield

MGM Springfield

4.0 star property
Metro Center, 1.5 mi from Winchester Square
9.0 out of 10, Wonderful, (1429)
"Room and staff were great!"
United States
Michael
$155 nightly
The price is $176
Nov 16 - Nov 17
Total with taxes and fees
MGM Springfield
Lobby
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

2.5 star property
South End, 1.5 mi from Winchester Square
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was courteous."
United States
Ann
$105 nightly
The price is $119
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn & Suites Springfield/Downtown
Lobby
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

3.0 star property
South End, 1.6 mi from Winchester Square
8.4 out of 10, Very Good, (1002)
"Limited options for dining which were average at best."
United States
Yvonne
$130 nightly
The price is $148
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn-Springfield, MA
Indoor pool
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3.0 star property
Metro Center, 1.6 mi from Winchester Square
8.2 out of 10, Very Good, (1297)
"This is our second stay and we cant wait to come back fod pur next trip!"
United States
Jordan
$111 nightly
The price is $125
Nov 17 - Nov 18
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Springfield MA
Meeting facility
Marriott Springfield Downtown

Marriott Springfield Downtown

3.5 star property
Metro Center, 1.5 mi from Winchester Square
8.0 out of 10, Very Good, (978)
"Very Clean and Great Staff. "
United States
daniel
$143 nightly
The price is $162
Nov 23 - Nov 24
Total with taxes and fees
Marriott Springfield Downtown
Property amenity
Sheraton Springfield Monarch Place Hotel

Sheraton Springfield Monarch Place Hotel

3.5 star property
Metro Center, 1.5 mi from Winchester Square
8.0 out of 10, Very Good, (1000)
"Clean and comfortable and lots of things to do in the area."
United States
Kory
$152 nightly
The price is $173
Nov 23 - Nov 24
Total with taxes and fees
Sheraton Springfield Monarch Place Hotel
Room (Louis XIV) | 2 bedrooms, individually decorated, individually furnished
Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast

3.5 star property
Liberty Heights, 2.2 mi from Winchester Square
9.0 out of 10, Wonderful, (421)
"Great host and breakfast was excellent."
Canada
Laura
$112 nightly
The price is $127
Nov 16 - Nov 17
Total with taxes and fees
Naomi's Inn Bed & Breakfast
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 star property
3.6 mi from Winchester Square
9.4 out of 10, Exceptional, (90)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
$110 nightly
The price is $125
Dec 7 - Dec 8
Total with taxes and fees
Blue – A Modern Hotel, an Ascend Collection Hotel
View from property
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3.0 star property
3.3 mi from Winchester Square
9.2 out of 10, Wonderful, (565)
"The hotel is wonderful and located close to shopping and some nice local restaurants. The staff was very attentive and thoughtful."
United States
Kathleen
$118 nightly
The price is $135
Nov 23 - Nov 24
Total with taxes and fees
Courtyard by Marriott West Springfield
Terrace/patio
Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee

3.0 star property
4.3 mi from Winchester Square
9.2 out of 10, Wonderful, (457)
"Great breakfast! Love the staff & cleanliness "
United States
Lorraine
$152 nightly
The price is $173
Dec 12 - Dec 13
Total with taxes and fees
Residence Inn Springfield Chicopee
Indoor pool
Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield

2.5 star property
4.4 mi from Winchester Square
9.0 out of 10, Wonderful, (1007)
"Very clean and nice staff! Pool was great!"
United States
Kathryn
$103 nightly
The price is $117
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn Chicopee/Springfield
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 star property
4.2 mi from Winchester Square
8.8 out of 10, Excellent, (1000)
" Staff was wonderful and hotel was spotless. Great breakfast also!"
United States
Theresa
$87 nightly
The price is $99
Dec 1 - Dec 2
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Flat-screen TV, fireplace
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3.0 star property
Forest Park, 2.4 mi from Winchester Square
8.4 out of 10, Very Good, (5)
"So clean and comfy"
United States
Anonymous traveler
$431 nightly
The price is $472
Nov 22 - Nov 23
Total with taxes and fees
Upscaled Home in a Quiet Neighborhood
Property amenity
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
5.9 mi from Winchester Square
9.2 out of 10, Wonderful, (585)
"We had a great stay. Everyone was very friendly and the hotel was extremely clean. "
United States
MaryEllen
$118 nightly
The price is $132
Nov 16 - Nov 17
Total with taxes and fees
Fairfield Inn & Suites Springfield Holyoke
Exterior
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

2.5 star property
3.2 mi from Winchester Square
8.4 out of 10, Very Good, (784)
"staff was great! the borrow cabinet is an awesome feature and the pool and hot tub were amazing!"
United States
Kelly
$98 nightly
The price is $112
Nov 17 - Nov 18
Total with taxes and fees
Candlewood Suites West Springfield by IHG
Exterior
Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North

3.0 star property
5.7 mi from Winchester Square
9.0 out of 10, Wonderful, (1000)
"We enjoyed the large pool and hot tub. The breakfast staff were really friendly and helpful."
United States
Emory
$119 nightly
The price is $133
Nov 30 - Dec 1
Total with taxes and fees
Homewood Suites by Hilton Holyoke-Springfield/North
In-room safe, desk, blackout drapes, iron/ironing board
Holiday Inn Express Ludlow by IHG

Holiday Inn Express Ludlow by IHG

2.5 star property
5.7 mi from Winchester Square
8.8 out of 10, Excellent, (976)
"Great stay. "
United States
John
$97 nightly
The price is $108
Dec 12 - Dec 13
Total with taxes and fees
Holiday Inn Express Ludlow by IHG
Lobby
Best Western Springfield West Inn

Best Western Springfield West Inn

2.5 star property
3.1 mi from Winchester Square
7.8 out of 10, Good, (1000)
"Decent breakfast"
United States
Jennifer
$93 nightly
The price is $107
Nov 23 - Nov 24
Total with taxes and fees
Best Western Springfield West Inn
Reception
Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western

2.5 star property
2.9 mi from Winchester Square
7.6 out of 10, Good, (99)
"Clean room, friendly staff, good mattress. Not fancy or plush, but perfect for a one or two night place to land while attending events at the Big E. "
United States
Kim
$101 nightly
The price is $116
Nov 24 - Nov 25
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western
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.
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Top guest rated hotels close to Winchester Square

Exterior
Holiday Inn Express Springfield Downtown by IHG
Holiday Inn Express Springfield Downtown by IHG
2.5 star property
    9.0 out of 10, Wonderful, (1044)
    $118 nightly
    The price is $134
    Nov 17 - Nov 18
    Total with taxes and fees
    Holiday Inn Express Springfield Downtown by IHG
    See more properties

    Top Winchester Square Hotel Reviews

    MGM Springfield

    MGM Springfield

    10/10 Excellent
    "Room was clean and quiet. Staff was wonderful. Casino was clean."
    Patricia 1-night trip
    Posted 1 day ago
    MGM Springfield

    Hotels near other Winchester Square attractions

    Mason Square Branch Springfield City Library

    After visiting Mason Square Branch Springfield City Library, make a plan to see the other sights and activities in Springfield.
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    Pendleton Ave. Park

    Pendleton Ave. Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels?
    See properties

    Frequently asked questions

    What's the area like around Winchester Square?
    Winchester Square is located in Springfield. If you're looking for a convenient place to stay, check out the 16 hotels and other accommodations you'll find within a mile.
    What's the best place to stay close to Winchester Square?
    MGM Springfield is one of the top choices for your stay based on our traveler data, and this hotel offers a casino and 8 restaurants. It's located 1.5 mi (2.4 km) from Winchester Square. Other good choices within 5 miles include La Quinta Inn & Suites by Wyndham Springfield MA and Holiday Inn Express Springfield Downtown by IHG.
    How many hotels will I be able to find near Winchester Square?
    Expedia has 16 hotels and other accommodations within a mile from Winchester Square.
    If I need to cancel the hotel reservation for my stay near Winchester Square, will I receive a refund?
    Yes! The majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals near Winchester Square.
    Where can I learn more about changing or cancelling my trip in the area near Winchester Square?
    For more information about picking new dates or cancelling your stay near Winchester Square, go to https://www.expedia.com/service/.
    What can I see and do near Winchester Square?
    Springfield Armory, Springfield Science Museum, and Connecticut Valley Historical Museum feature a variety of fascinating exhibits to see while you're in town. Springfield City Library, Paramount Theater, and Storrowton Village Museum are monuments to see when you're exploring the area around Winchester Square. You can watch performances at Majestic Theatre, CityStage Symphony Hall, and Appleton Auditorium if you're interested in local theater.