Hotels near Winchester Square

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Top 10 Hotels Near Winchester Square

Exterior
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, (1067)
"Great stay"
United States
Desiree
The price is RM469
RM532 total
includes taxes & fees
11 Dec - 12 Dec
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, 2.4 km from Winchester Square
9.0 out of 10, Wonderful, (1444)
"Room was clean and comfortable. Staff is friendly "
United States
Patricia
The price is RM613
RM788 total
includes taxes & fees
4 Jan - 5 Jan 2026
MGM Springfield
Individually decorated, individually furnished, iron/ironing board
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 RM461
RM522 total
includes taxes & fees
14 Dec - 15 Dec
Naomi's Inn Bed & Breakfast
Lobby
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, (1002)
"Clean rooms, close to everything, breakfast included"
United States
Haily
The price is RM411
RM467 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn & Suites Springfield/Downtown
Lobby
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, (1001)
"Great friendly service. The rooms are very comfortable, clean and spacious. Great for good night resting."
United States
Yvonne
The price is RM490
RM556 total
includes taxes & fees
30 Dec - 31 Dec
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, 2.5 km from Winchester Square
8.0 out of 10, Very good, (1307)
"Great staff, very clean property, and good breakfast. "
United States
Jasmine
The price is RM454
RM516 total
includes taxes & fees
11 Dec - 12 Dec
La Quinta Inn & Suites by Wyndham Springfield MA
Meeting facility
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 RM588
RM668 total
includes taxes & fees
14 Dec - 15 Dec
Marriott Springfield Downtown
Property amenity
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, (1002)
"Great meeting rooms! "
United States
Stacey
The price is RM625
RM711 total
includes taxes & fees
14 Dec - 15 Dec
Sheraton Springfield Monarch Place Hotel
Lobby
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, (101)
"Great staff super nice beautiful hotel lots of parking "
United States
Yovelys
The price is RM451
RM516 total
includes taxes & fees
28 Dec - 29 Dec
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
5.4 km from Winchester Square
9.2 out of 10, Wonderful, (580)
"Room was clean and staff was super friendly "
United States
Jessuca
The price is RM486
RM556 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott West Springfield
Terrace/patio
Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee

3.0 star property
6.9 km from Winchester Square
9.2 out of 10, Wonderful, (471)
"Clean, spacious room, lobby is welcoming. I would stay there again"
United States
Yorklin
The price is RM626
RM710 total
includes taxes & fees
14 Dec - 15 Dec
Residence Inn Springfield Chicopee
Lobby
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 star property
6.7 km from Winchester Square
9.0 out of 10, Wonderful, (1007)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is RM359
RM407 total
includes taxes & fees
22 Dec - 23 Dec
Tru by Hilton Chicopee Springfield
Indoor pool
Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield

2.5 star property
7.1 km from Winchester Square
9.0 out of 10, Wonderful, (1000)
"Clean comfortable rooms, great breakfast, very nice staff"
United States
Edward
The price is RM424
RM481 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Chicopee/Springfield
Property amenity
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.5 km from Winchester Square
9.2 out of 10, Wonderful, (590)
"The breakfast was very nice! "
United States
Laura
The price is RM485
RM542 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites Springfield Holyoke
Flat-screen TV, fireplace
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 traveller
The price is RM1,295
RM2,004 total
includes taxes & fees
9 Dec - 10 Dec
Upscaled Home in a Quiet Neighborhood
Exterior
Residence Inn by Marriott West Springfield

Residence Inn by Marriott West Springfield

3.0 star property
6.1 km from Winchester Square
8.6 out of 10, Excellent, (521)
"Good location. great service"
United States
Maria
The price is RM514
RM588 total
includes taxes & fees
14 Dec - 15 Dec
Residence Inn by Marriott West Springfield
Exterior
Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North

3.0 star property
9.1 km from Winchester Square
9.0 out of 10, Wonderful, (1001)
"We enjoyed the large pool and hot tub. The breakfast staff were really friendly and helpful."
United States
Emory
The price is RM490
RM547 total
includes taxes & fees
29 Dec - 30 Dec
Homewood Suites by Hilton Holyoke-Springfield/North
Exterior
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, (794)
"Staff are awesome"
United States
Sherry
The price is RM345
RM395 total
includes taxes & fees
14 Dec - 15 Dec
Candlewood Suites West Springfield by IHG
In-room safe, desk, blackout curtains, iron/ironing board
Holiday Inn Express Ludlow by IHG

Holiday Inn Express Ludlow by IHG

2.5 star property
9.1 km from Winchester Square
8.8 out of 10, Excellent, (982)
"Clean spacious room, nice breakfast area, pleasant staff"
United States
Richard
The price is RM415
RM464 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Ludlow by IHG
Lobby
Hampton Inn West Springfield

Hampton Inn West Springfield

2.5 star property
5.5 km from Winchester Square
8.2 out of 10, Very good, (1003)
"nearby eateries"
United States
Majorie
The price is RM391
RM448 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn West Springfield
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
"The room was clean, the shower was clean, the front desk service was efficient. No complaints. "
Jonathan 1-night trip
Posted 2 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, take a look at the 16 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay close to Winchester Square?
MGM Springfield is one of the top choices for your stay based on our traveller data, and this hotel offers a casino and 8 restaurants. It's located 1.5 mi (2.4 km) from Winchester Square. Other good options within a few miles include La Quinta Inn & Suites by Wyndham Springfield MA and Holiday Inn Express Springfield Downtown by IHG.
How many hotels can I expect to find near Winchester Square?
Expedia has 16 hotels and other accommodation options 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, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to review the best deals available near Winchester Square.
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 theatre.