The Best Hotels Closest to Winchester Square in Springfield for 2026

Our top choices for Winchester Square hotels

Holiday Inn Express Springfield Downtown by IHG

Metro Center, 2 km from Winchester Square

William

NT$4,479 total

includes taxes & fees

Jun 1 - Jun 2

8 restaurants, breakfast, lunch, dinner served; American cuisine

MGM Springfield

Metro Center, 2.3 km from Winchester Square

Brian

NT$6,468 total

includes taxes & fees

May 26 - May 27

Hampton Inn & Suites Springfield/Downtown

South End, 2.4 km from Winchester Square

Michael

NT$4,139 total

includes taxes & fees

May 27 - May 28

Hilton Garden Inn-Springfield, MA

South End, 2.6 km from Winchester Square

Valarie

NT$4,668 total

includes taxes & fees

May 27 - May 28

Marriott Springfield Downtown

Metro Center, 2.5 km from Winchester Square

hayley

NT$5,704 total

includes taxes & fees

Jun 18 - Jun 19

La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center, 2.5 km from Winchester Square

NT$4,230 total

includes taxes & fees

Jun 2 - Jun 3

Sheraton Springfield Monarch Place Hotel

Metro Center, 2.5 km from Winchester Square

Marcela

NT$5,780 total

includes taxes & fees

May 25 - May 26

Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board

Naomi's Inn Bed & Breakfast

Liberty Heights, 3.6 km from Winchester Square

John

NT$4,223 total

includes taxes & fees

Jun 1 - Jun 2

Comfort House, 4 Bedrooms, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop

Upscaled Home in a Quiet Neighborhood

Forest Park, 3.8 km from Winchester Square

Anonymous traveler

NT$15,374 total

includes taxes & fees

Jun 1 - Jun 2

Blue – A Modern Hotel, an Ascend Collection Hotel

5.7 km from Winchester Square

ken

NT$5,112 total

includes taxes & fees

May 26 - May 27

Courtyard by Marriott West Springfield

5.4 km from Winchester Square

Eileen

NT$5,371 total

includes taxes & fees

May 27 - May 28

Motel 6 Chicopee, MA - Springfield

6.1 km from Winchester Square

Donald

NT$3,073 total

includes taxes & fees

May 20 - May 21

Individually furnished, desk, blackout drapes, iron/ironing board

Howard Johnson by Wyndham Springfield

Boston Road, 6.4 km from Winchester Square

Micqueale

NT$3,400 total

includes taxes & fees

May 20 - May 21

Standard Room, 2 Queen Beds, Non Smoking | Pillowtop beds, desk, laptop workspace, blackout drapes

Baldwin Inn & Suites, SureStay Collection by Best Western

4.7 km from Winchester Square

Nica

NT$3,996 total

includes taxes & fees

Jun 1 - Jun 2

Candlewood Suites West Springfield by IHG

5.2 km from Winchester Square

Diana

NT$3,214 total

includes taxes & fees

Jun 7 - Jun 8

Standard Double Room, 2 Double Beds, Non Smoking | Premium bedding, desk, iron/ironing board, rollaway beds

Quality Inn Chicopee - Springfield

6.7 km from Winchester Square

William

NT$3,620 total

includes taxes & fees

Jun 9 - Jun 10

Best Western Springfield West Inn

5 km from Winchester Square

Norbert

NT$3,682 total

includes taxes & fees

May 26 - May 27

Hampton Inn West Springfield

5.5 km from Winchester Square

Coreen

NT$3,701 total

includes taxes & fees

Jun 9 - Jun 10

Riverdale Inn

6.5 km from Winchester Square

Jesse

NT$3,031 total

includes taxes & fees

May 25 - May 26

Residence Inn by Marriott West Springfield

6.1 km from Winchester Square

Samary

NT$4,838 total

includes taxes & fees

Jun 1 - Jun 2

View all properties

Compare popular hotels close to Winchester Square

Property	Property class	Guest rating
Holiday Inn Express Springfield Downtown by IHG	2.5 star property	9.0 Wonderful 1,176 reviews	View
MGM Springfield	4.0 star property	9.0 Wonderful 1,534 reviews	View
Hampton Inn & Suites Springfield/Downtown	2.5 star property	8.6 Excellent 1,000 reviews	View
Hilton Garden Inn-Springfield, MA	3.0 star property	8.6 Excellent 1,013 reviews	View
Marriott Springfield Downtown	3.5 star property	8.0 Very Good 1,001 reviews	View

Top Winchester Square Hotel Reviews

La Quinta Inn & Suites by Wyndham Springfield MA

6/10 Okay

"Le petit déjeuner était moyen, la chambre propre, moyenne par rapport au prix, petite télé dans une grande chambre, salle de bain ne peut pas être plus propre en raison de plusieurs années d’usure, très petite et bain comme à la maison, rien à voir avec ce qui est montré sur le site, l’internet coupait souvent, parfois pour de longues minutes, les clés de chambre ne fonctionnaient pas en tout temps (changé de clés de chambre trois fois en une semaine). On s’y est fait mais ça ne valait pas son prix. De façon globale, c’était limite passable."

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"This was my second time staying at this hotel. No complaints or concerns very clean and staff was very polite... my only suggestion is that they should change up the breakfast options. Like maybe some bacon instead of the sausage or have both."

Red Roof Inn PLUS+ West Springfield

4/10 Poor

"The room had a very STRONG unpleasant smell and was told couldn't change rooms because they were completely booked and I booked through a 3rd party. I asked for some kind of disinfectant or smell spray, never received. I had to buy my own and use my expensive parfume to mask the smell. I was up all night coughing from the smell, had to put vicks vapor rub in my noise.I asked for a discount and was told it will go on a card/ not fully funded so that i can go elsewhere but everywhere i looked was booked. I also asked for an iron/ ironing board and was told only certain rooms have them. The bathroom door knob on both sides were broken and a dent in the door, my hubby noticed what looked like slashes from a knife in curtains. I will NEVER stay here again I dont care how reasonable the price is or if they gave me a room for free and I stayed in all types of hotels that are low budget."

Blue – A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Great hidden gem. Set far back from the busy roads so very quiet. Place was very clean and every staff member I dealt with was excellent!! Chair was fun to use a few times. Bed was comfy, and pleasantly surprised by cozy robes and slippers. Very small fridge that’s won’t fit food, that’s my only coplaint."

Riverdale Inn

4/10 Poor

"The listing on hotels.com indicates that the unit would be a smoking room. However upon check-in there were signs posted all over the establishments saying that there is no smoking in any of the rooms. The reason why I chose that place is because it had a smoking room. The safety door on the external portion of the unit does not engage so anyone can enter whenever they want. It boasts a continental breakfast which there was none. Just a microwave. The TV wasn't connected to the cable there are batteries missing from the remote. When filling the tub it doesn't stay filled it drains almost immediately."

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, check out the 19 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 1.4 mi (2.3 km) from Winchester Square. Other good choices within 5 miles include Holiday Inn Express Springfield Downtown by IHG and La Quinta Inn & Suites by Wyndham Springfield MA.

How many hotels will I be able to find near Winchester Square?

Expedia has 19 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, Connecticut Valley Historical Museum, and Naismith Memorial Basketball Hall of Fame feature a variety of fascinating exhibits to see while you're in town. Paramount Theater, Storrowton Village Museum, and Springfield City Library are monuments to see when you're exploring the area around Winchester Square. You can watch performances at CityStage Symphony Hall, Appleton Auditorium, and Majestic Theatre if you're interested in local theater.

Find hotels near Winchester Square, Springfield from NT$3,031

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Our top choices for Winchester Square hotels

Holiday Inn Express Springfield Downtown by IHG

MGM Springfield

Hampton Inn & Suites Springfield/Downtown

Hilton Garden Inn-Springfield, MA

Marriott Springfield Downtown

La Quinta Inn & Suites by Wyndham Springfield MA

Sheraton Springfield Monarch Place Hotel

Naomi's Inn Bed & Breakfast

Upscaled Home in a Quiet Neighborhood

Blue – A Modern Hotel, an Ascend Collection Hotel

Courtyard by Marriott West Springfield

Motel 6 Chicopee, MA - Springfield

Howard Johnson by Wyndham Springfield

Baldwin Inn & Suites, SureStay Collection by Best Western

Candlewood Suites West Springfield by IHG

Quality Inn Chicopee - Springfield

Best Western Springfield West Inn

Hampton Inn West Springfield

Riverdale Inn

Residence Inn by Marriott West Springfield

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

La Quinta Inn & Suites by Wyndham Springfield MA

Hotels near other Winchester Square attractions

Mason Square Branch Springfield City Library

Frequently asked questions