Find hotels near Winchester Square, Springfield from ￥11,900

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Dec 11 - Dec 12
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Dec 12 - Dec 13
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Winchester Square hotels

Exterior
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG
2.5 star property
Metro Center, 2 km from Winchester Square
9.0 out of 10, Wonderful, (1071)
"Great stay"
United States
Desiree
The price is ￥17,726
￥20,109 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express Springfield Downtown by IHG
8 restaurants, breakfast, lunch, dinner served; American cuisine
MGM Springfield

MGM Springfield

MGM Springfield
4.0 star property
Metro Center, 2.4 km from Winchester Square
9.0 out of 10, Wonderful, (1448)
"Great room, nice venue, with free self parking "
United States
Chuck
The price is ￥23,168
￥29,813 total
includes taxes & fees
Jan 7 - Jan 8, 2026
MGM Springfield
Lobby
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown
2.5 star property
South End, 2.4 km from Winchester Square
8.6 out of 10, Excellent, (1001)
"Clean rooms, close to everything, breakfast included"
United States
Haily
The price is ￥15,574
￥17,668 total
includes taxes & fees
Dec 29 - Dec 30
Hampton Inn & Suites Springfield/Downtown
Lobby
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA
3.0 star property
South End, 2.6 km from Winchester Square
8.4 out of 10, Very Good, (1002)
"Very nice hotel, clean and friendly perfectly located. "
United States
Brandy
The price is ￥18,534
￥21,028 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn-Springfield, MA
Meeting facility
Marriott Springfield Downtown

Marriott Springfield Downtown

Marriott Springfield Downtown
3.5 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very Good, (985)
"Very Clean and Great Staff. "
United States
daniel
The price is ￥22,251
￥25,242 total
includes taxes & fees
Dec 25 - Dec 26
Marriott Springfield Downtown
Property amenity
Sheraton Springfield Monarch Place Hotel

Sheraton Springfield Monarch Place Hotel

Sheraton Springfield Monarch Place Hotel
3.5 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very Good, (1000)
"Breakfast was the best, friendly staff!!"
United States
Carla
The price is ￥23,634
￥26,892 total
includes taxes & fees
Dec 22 - Dec 23
Sheraton Springfield Monarch Place Hotel
Indoor pool
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very Good, (1306)
"Great staff, very clean property, and good breakfast. "
United States
Jasmine
The price is ￥17,182
￥19,494 total
includes taxes & fees
Dec 14 - Dec 15
La Quinta Inn & Suites by Wyndham Springfield MA
Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board
Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights, 3.6 km from Winchester Square
9.0 out of 10, Wonderful, (423)
"Artful and inspiring interior decorating and delicious French toast for breakfast!"
United States
Marielle
The price is ￥16,326
￥18,523 total
includes taxes & fees
Dec 17 - Dec 18
Naomi's Inn Bed & Breakfast
Flat-screen TV, fireplace
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood
3.0 star property
Forest Park, 3.8 km from Winchester Square
8.4 out of 10, Very Good, (5)
"So clean and comfy"
United States
Anonymous traveler
The price is ￥43,663
￥69,781 total
includes taxes & fees
Dec 17 - Dec 18
Upscaled Home in a Quiet Neighborhood
Lobby
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield
2.5 star property
6 km from Winchester Square
6.8 out of 10, (1001)
"Great like always "
United States
Sharee
The price is ￥13,154
￥15,055 total
includes taxes & fees
Dec 25 - Dec 26
Red Roof Inn PLUS+ West Springfield
Lobby sitting area
Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield
2.0 star property
6.1 km from Winchester Square
6.6 out of 10, (1001)
"Clean awesome rooms nice staff check in easy and fast"
United States
Tucker
The price is ￥11,753
￥13,645 total
includes taxes & fees
Dec 25 - Dec 26
Motel 6 Chicopee, MA - Springfield
Exterior
Howard Johnson by Wyndham Springfield

Howard Johnson by Wyndham Springfield

Howard Johnson by Wyndham Springfield
2.0 star property
Boston Road, 6.4 km from Winchester Square
6.6 out of 10, (1000)
"Room was clean the people were nice easy check in it was very quiet "
United States
Christopher
The price is ￥14,172
￥16,077 total
includes taxes & fees
Dec 14 - Dec 15
Howard Johnson by Wyndham Springfield
View from property
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
5.4 km from Winchester Square
9.2 out of 10, Wonderful, (582)
"Quiet, convenient… a bit pricey "
United States
Mihai
The price is ￥18,371
￥21,026 total
includes taxes & fees
Dec 14 - Dec 15
Courtyard by Marriott West Springfield
Lobby
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
5.7 km from Winchester Square
9.6 out of 10, Exceptional, (105)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
The price is ￥18,401
￥21,060 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Blue – A Modern Hotel, an Ascend Collection Hotel
Premium bedding, desk, iron/ironing board, rollaway beds
Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield
2.5 star property
6.7 km from Winchester Square
6.4 out of 10, (838)
"Breakfast was convenient, loved coffee in the lobby and staff very friendly. "
United States
Julia
The price is ￥14,484
￥16,432 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn Chicopee - Springfield
Lobby
Red Roof Inn Enfield

Red Roof Inn Enfield

Red Roof Inn Enfield
13.4 km from Winchester Square
6.8 out of 10, (1001)
"Housekeeping and staff are very peaceful people I love it here "
United States
Josian
The price is ￥10,883
￥12,516 total
includes taxes & fees
Dec 25 - Dec 26
Red Roof Inn Enfield
Exterior
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
5.2 km from Winchester Square
8.4 out of 10, Very Good, (796)
"Staff are awesome"
United States
Sherry
The price is ￥13,061
￥14,949 total
includes taxes & fees
Dec 14 - Dec 15
Candlewood Suites West Springfield by IHG
Exterior
Riverdale Inn

Riverdale Inn

Riverdale Inn
2.0 star property
6.5 km from Winchester Square
5.8 out of 10, (999)
"Staff was nice"
United States
Amanda
The price is ￥10,397
￥11,900 total
includes taxes & fees
Dec 17 - Dec 18
Riverdale Inn
Lobby
Best Western Springfield West Inn

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
5 km from Winchester Square
7.8 out of 10, Good, (1000)
"Decent breakfast"
United States
Jennifer
The price is ￥14,537
￥16,637 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Springfield West Inn
Reception
Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
4.7 km from Winchester Square
7.6 out of 10, Good, (103)
"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
The price is ￥15,762
￥18,040 total
includes taxes & fees
Dec 22 - Dec 23
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 Winchester Square Hotel Reviews

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent
"Well maintained hotel with a friendly staff. I was very surprised how clean and quiet the hotel was. Book this place! I’ll definitely stay here again when in the area."
Jaime 3-night trip
Posted 3 days ago
Blue – A Modern Hotel, an Ascend Collection Hotel

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?
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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 CityStage Symphony Hall, Majestic Theatre, and Appleton Auditorium if you're interested in local theater.

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