Springfield Winchester Square Hotels: 2026 Limited-Time Hotel Deals @Expedia

Our top choices for Winchester Square hotels

Marriott Springfield Downtown

Metro Center, 2.5 km from Winchester Square

hayley

HK$1,495 total

includes taxes & fees

1 Jun - 2 Jun

Sheraton Springfield Monarch Place Hotel

Metro Center, 2.5 km from Winchester Square

Susan

HK$1,515 total

includes taxes & fees

26 May - 27 May

Quality Inn West Springfield

5.8 km from Winchester Square

Sally

HK$831 total

includes taxes & fees

28 May - 29 May

Riverdale Inn

6.5 km from Winchester Square

Rutechelle

HK$753 total

includes taxes & fees

5 May - 6 May

Motel 6 Enfield, CT - Hartford

13.4 km from Winchester Square

Anthony

HK$566 total

includes taxes & fees

20 May - 21 May

Red Roof Inn PLUS+ West Springfield

6 km from Winchester Square

jayson

HK$799 total

includes taxes & fees

6 May - 7 May

Hampton Inn Springfield South Enfield

13.7 km from Winchester Square

Patrick

HK$1,226 total

includes taxes & fees

10 May - 11 May

Premium bedding, desk, laptop workspace, blackout curtains

Hampton Inn Westfield

14.1 km from Winchester Square

Karen

HK$1,034 total

includes taxes & fees

28 May - 29 May

1 bedroom, desk, laptop workspace, free cots/infant beds

Red Roof Inn Enfield

13.4 km from Winchester Square

Angelie

HK$685 total

includes taxes & fees

3 May - 4 May

Motel 6 Chicopee, MA - Springfield

6.1 km from Winchester Square

Donald

HK$795 total

includes taxes & fees

3 May - 4 May

Quality Inn Westfield - Springfield

14.4 km from Winchester Square

Keith

HK$882 total

includes taxes & fees

24 May - 25 May

View all properties

Compare popular hotels close to Winchester Square

Property	Property class	Guest rating
Marriott Springfield Downtown	3.5 star property	8.0 Very good 1,000 reviews	View
Sheraton Springfield Monarch Place Hotel	3.5 star property	8.0 Very good 1,000 reviews	View
Quality Inn West Springfield	2.5 star property	7.0 Good 1,002 reviews	View
Riverdale Inn	2.0 star property	6.0 1,001 reviews	View
Motel 6 Enfield, CT - Hartford	2.0 star property	6.6 1,000 reviews	View

Top Winchester Square Hotel Reviews

Hilton Garden Inn-Springfield, MA

10/10 Excellent

"Everything was good but the pool was closed"

Blue – A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Staff were responsive, helpful and friendly. Room was clean, comfortable, well equipped the massage chair in room is a cool touch. Parking was east the area was quiet. The only things of not are that the area surrounding the property doesn’t offer much, pulling up and night finding it at the end of a road/parking lot, behind an abandoned hotel was a surprise, then the hallway outside the room and elevator had smudges on the floor and elevator walls (not big issues for me but noticeable). It was a convenient stay on our road trip and staff were so kind. "

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good

"Clean, spacious room. Bathroom was a little tight. Our room faced the road/highway and we could hear the traffic going by but otherwise was a good stay. Comfortable bed, super helpful and friendly staff, clean and the buffet breakfast was really good. Will definitely come again and request the back of the building. "

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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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 19 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 1.4 mi (2.3 km) from Winchester Square. Other good options within a few miles include Holiday Inn Express Springfield Downtown by IHG and Hampton Inn & Suites Springfield/Downtown.

How many hotels can I expect to find near Winchester Square?

Expedia has 19 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. Paramount Theater, Springfield City Library and Josiah Day House 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.

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Our top choices for Winchester Square hotels

Marriott Springfield Downtown