The Best Hotels Closest to Winchester Square in Springfield for 2026

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Our top choices for Winchester Square hotels

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

A modern hotel lobby with leather furniture, a bar area, and a large TV screen.

A hotel room with two beds, a desk, a chair, a lamp, and a large window with curtains.

A casino with multiple blackjack tables, slot machines, and a large chandelier.

1. MGM Springfield

Metro Center, 2.3 km from Winchester Square

Carla

₩200,219

₩257,638 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with a pool lift, a changing room, and a view of the outside.

A hotel room with two beds, a desk with a flat-screen TV, a chair, and a bedside table with lamps.

A narrow hallway with two beverage dispensers and a snack shelf.

A spacious dining area with multiple tables and chairs, a sofa, and patterned curtains.

2. Hampton Inn & Suites Springfield/Downtown

South End, 2.4 km from Winchester Square

James

₩158,634

₩179,971 total

includes taxes & fees

Nov 10 - Nov 11

An indoor swimming pool with tiled flooring, metal railings, and multiple seating areas with chairs and tables.

A large, multi-story hotel with a prominent 'Hilton Garden Inn' sign, surrounded by well-maintained landscaping and a clear sky.

A spacious lobby with a large wooden table, leopard-print chairs, and modern pendant lighting.

A hotel reception area with a central counter, a sign reading "The Pavilion Pantry," and a wall with a quote.

3. Hilton Garden Inn-Springfield, MA

South End, 2.6 km from Winchester Square

Richard

₩170,047

₩192,918 total

includes taxes & fees

Nov 10 - Nov 11

A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.

A hotel dining area with multiple tables and chairs, a patterned carpet, and a reception desk in the background.

A hotel room with two beds, a desk, a television, and a window with curtains.

A spacious lobby with wooden flooring, a reception desk, and two patterned armchairs.

4. La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center, 2.5 km from Winchester Square

Heather

₩148,363

₩168,318 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear glass ceilings, sunlit interior, and lounge chairs along the sides.

A room with three framed autumn tree paintings on the wall, two brown sofas with red and orange cushions, and a patterned carpet.

A lobby with a reception desk, seating area, and artwork on the walls.

A restaurant with wooden tables and chairs, hanging pendant lights, and sports memorabilia on the walls.

5. Sheraton Springfield Monarch Place Hotel

Metro Center, 2.5 km from Winchester Square

Brittany

₩216,167

₩245,913 total

includes taxes & fees

Oct 25 - Oct 26

A modern reception area with two reception desks, a seating area with armchairs and a sofa, and a large plant.

A gym with various exercise equipment, large windows, and a view of buildings outside.

A modern hotel lobby with a bar area, seating arrangements, and a staircase.

A spacious dining area with a large marble table and multiple chairs, a kitchen with wooden cabinets, and a modern ceiling light fixture.

6. Marriott Springfield Downtown

Metro Center, 2.5 km from Winchester Square

Juan

₩194,427

₩220,578 total

includes taxes & fees

Nov 1 - Nov 2

A two-story white house with a green door, white picket fence, and white flowering bushes.

A fireplace with a tiled surround, a mirror above it, and decorative plates on the wall.

A dining room with a wooden table, chairs, a chandelier, and a floral wallpaper pattern.

A four-poster bed with a floral bedspread, bedside tables with lamps, a mirror on the wall, and a window with curtains.

7. Daniel Stebbins House

16.8 km from Winchester Square

David

₩362,851

₩405,306 total

includes taxes & fees

Oct 19 - Oct 20

A patio area with a stone fire pit, wicker furniture, and a view of the building's interior.

A spacious hotel lobby with a high ceiling, a fireplace, seating areas, and a large TV screen.

A hotel exterior with a sign reading "Residence Inn Marriott."

An indoor swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

8. Residence Inn Springfield Chicopee

6.9 km from Winchester Square

Ronald

₩227,109

₩257,657 total

includes taxes & fees

Oct 29 - Oct 30

A modern lounge area with sofas, a pool table, and a unique chandelier.

A modern coffee bar with espresso machines, a coffee station, and a shelf with coffee products.

A modern hotel with a covered entrance, multiple windows, and a well-maintained lawn.

A hotel room with a large bed, two bedside tables with lamps, a massage chair, and a wall mural of mountains.

9. Blue A Modern Hotel, an Ascend Collection Hotel

6 km from Winchester Square

Charles

₩143,798

₩164,576 total

includes taxes & fees

Oct 25 - Oct 26

A hot tub with a tiled edge and a metal ladder, surrounded by large windows with a view of a parking lot and trees.

A Hampton Inn hotel with a modern facade, multiple floors, and a well-lit entrance.

A hotel lobby with a wooden reception desk, comfortable seating, a fireplace, and a television.

A gym with treadmills, elliptical machines, and a bench.

10. Hampton Inn Springfield South Enfield

13.7 km from Winchester Square

Jessica

₩182,600

₩209,990 total

includes taxes & fees

Oct 30 - Oct 31

An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

A modern bar area with a long counter, multiple screens, and a seating area with metal chairs.

A hotel room with two beds, a large window with a view of trees, and a wall mural.

A modern bar area with a long counter, multiple bar stools, and a wooden accent wall.

11. Courtyard by Marriott West Springfield

5.4 km from Winchester Square

Amy

₩176,062

₩201,504 total

includes taxes & fees

Nov 15 - Nov 16

A spacious lobby with a fireplace, comfortable seating, and a view of the outdoors.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a pool ladder.

A compact kitchen with wooden cabinets, a white refrigerator, a microwave, a coffee maker, and a sink. There are two bar stools at the island.

A hotel room with a kitchenette, a bed, a TV, a desk, and a dining area.

12. Holiday Inn Express Ludlow by IHG

9.1 km from Winchester Square

Erin

₩142,321

₩158,972 total

includes taxes & fees

Nov 15 - Nov 16

A breakfast area with a waffle station, coffee machine, and various food options.

A swimming pool with a blue interior, surrounded by red chairs and a green bench.

A modern hotel building with a parking lot and a green landscape.

13. Tru by Hilton Chicopee Springfield

6.8 km from Winchester Square

Gary

₩147,342

₩167,159 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

14. D. Hotel Suites & Spa

18.5 km from Winchester Square

Jim

₩163,313

₩191,095 total

includes taxes & fees

Oct 29 - Oct 30

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

A hotel lobby with a seating area, a bar, and a TV screen.

An indoor swimming pool with clear signage, a no diving policy, and a seating area with chairs and a table.

A spacious lobby with a reception desk, a blue decorative wall, and a wooden floor.

15. Fairfield Inn & Suites Springfield Holyoke

9.5 km from Winchester Square

Caroline

₩170,047

₩189,941 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

A living room with two armchairs, a coffee table, a lamp, a mirror, and a chandelier.

A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.

A residential garden with a lawn, a variety of plants, and a pathway.

16. Naomi's Inn Bed & Breakfast

Liberty Heights, 3.6 km from Winchester Square

Peter

₩140,978

₩159,950 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a sofa, a desk with a television, a chair, and a bed.

A hotel with a well-maintained garden and a sign indicating it is a Homewood Suites by Hilton.

A modern dining area with a long table, cushioned seating, and framed artwork on the wall.

A hotel room with a bed, a TV, a sofa, a desk, and a chair.

17. Homewood Suites by Hilton Holyoke-Springfield/North

9.1 km from Winchester Square

Andrew

₩214,882

₩240,022 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a modern facade, large windows, and a well-lit entrance.

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A swimming pool with a blue interior, surrounded by lounge chairs and a tiled floor.

A hotel lobby with a reception desk, two sofas, a coffee table, a TV, and artwork on the walls.

18. Candlewood Suites West Springfield by IHG

5.2 km from Winchester Square

Richard

₩139,636

₩159,814 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor patio area with a stone fire pit, seating, and a grill.

A hotel room with a large bed, bedside lamps, a desk, and a TV.

A hotel room with a sofa, TV, fireplace, bed, and a small table with bar stools.

A spacious conference room with a high ceiling, large windows, and a variety of seating arrangements including sofas, chairs, and a round table.

19. Residence Inn by Marriott West Springfield

6.1 km from Winchester Square

Joseph

₩179,915

₩205,914 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with blue walls, large windows, and several lounge chairs.

A Hampton Inn hotel with a modern design, featuring a large entrance, a well-lit parking area, and multiple flags.

A snack display with various packaged foods and a microwave.

A modern hotel lobby with a dining area, seating, and a TV screen on the wall.

20. Hampton Inn Chicopee/Springfield

7.1 km from Winchester Square

Melissa

₩154,136

₩174,867 total

includes taxes & fees

Nov 15 - Nov 16

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Compare popular hotels close to Winchester Square

Property	Property class	Guest rating
MGM Springfield	9.0 Wonderful 1,542 reviews	View
Hampton Inn & Suites Springfield/Downtown	8.6 Excellent 1,001 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,004 reviews	View
La Quinta Inn & Suites by Wyndham Springfield MA	8.0 Very good 1,248 reviews	View
Sheraton Springfield Monarch Place Hotel	8.0 Very good 1,001 reviews	View

Top Winchester Square Hotel Reviews

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"Super service, surtout le préposé de soir, sympathique et à l’écoute des clients 😊"

Best Western Springfield West Inn

10/10 Excellent

"Hotel was very clean, staff helpful and good location."

MGM Springfield

10/10 Excellent

"C"

Sheraton Springfield Monarch Place Hotel

10/10 Excellent

"Good check in; helpful staff"

Hampton Inn West Springfield

8/10 Good

"Room was clean, microwave and refrigerator clean and working, staff was friendly and helpful. Breakfast was better than most. The bath however had problems. The water faucet was loose and not connected to the tub and the water control was difficult to pull to start. Tub plug was very hard to use."

Comfort Inn & Suites West Springfield

10/10 Excellent

"I have stayed at several hotels in West Springfield but this was my first stay at this Comfort Inn. I had a fiasco with another hotel cancelling my booking and this entire area was sold out on a Saturday night (Columbus Day weekend) and after rechecking dozens of times through the night, this hotel popped up, it was very expensive, but I booked to get any room I could to not mess up my trip plans. Circumstances impacted price and won't be factored into review. I had room 117, right behind the lobby, and it was a suite with a kitchen, living room with lovely warm fire place, and separate bedroom! It was very comfortable, spacious, and mostly clean, although I found a couple spiders in the bathroom and there was a tile missing by the room entrance. The staff were friendly, I told them about my situation, and he told me how several people called to get a room, but they were sold out, and I certainly got lucky! Staff kept referring to key card rather than answer directly about breakfast or check out times. The room had plenty of lighting and a full size fridge. Water pressure was good, shower had some stains, and bathroom counter could be more spacious. I did not like how breakfast ends at 9am daily, too early especially on weekend, although there was a good selection of items, I liked the omelettes, and left satisfied. I will consider this property again in future when in the area, it is a bit secluded, but was quiet! Older property but maintained relatively well!"

Quality Inn West Springfield

10/10 Excellent

"Overall I had a great two day stay at the Quality Inn. I have stayed here over a dozen times when in the area to visit Six Flags, my previous visit was in the spring, and they have made some updates since! I noticed new chairs in the hallways and room, and the exterior of the building was repainted a new color and looks more modern! I had room 421, a 2 queen, which was mostly clean and comfortable. Only issue was the new tan chair by the door looked comfortable, but I did not sit in it, as it had long hairs and sticky residue all over the cushion... Otherwise the room was clean, beds were comfortable with 4 pillows on each bed, lots of towels, and fridge worked great! The lamp between the bed did not work though... At check in, the man with tattoos on his hands wasn't that friendly or welcoming but did honor my request for a higher floor. Later, when returning from dinner next door (Great Japanese restaurant!) I heard him tell a guest she had the entire 5th floor to herself, which was annoying as each night I had neighbors who I could hear easily through the walls... Why not space out guests when there is space? I woke up my first morning to hearing the neighbors talk... Breakfast was fine with a decent variety, I liked the donuts, eggs were decent, as was the sausage. The room was a great value and I will return. It looks like the first floor was restored for guest use again too! Nice to see some changes and hope they continue renovating and updating the property!"

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good

"Nice hotel and staff . Room was very clean!"

Courtyard by Marriott West Springfield

8/10 Good

"The room smelt a bit musty/BO s and the shower head was terrible. Good guest laundry facilities, bed was super comfy and room was generally clean. Wifi was moderate. Location handy for nearby suburbs and close to shops."

Other attractions near Winchester Square

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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Samuel A. Bolden Park

Samuel A. Bolden Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels? Attend a basketball game or visit the shops in this family-friendly area.

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Gunn Square Park

Gunn Square Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this family-friendly area.

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Karen Sprague Cultural Arts Center

Enjoy an outing to Karen Sprague Cultural Arts Center during your stay in Springfield. Attend a basketball game or visit the shops in this family-friendly area.

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Magazine Playground

After visiting Magazine Playground, make a plan to see the other sights and activities in Springfield.

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Thompson Triangle

After visiting Thompson Triangle, make a plan to see the other sights and activities in Springfield.

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Barrows Playgound

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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 18 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 18 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 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 Majestic Theatre, CityStage Symphony Hall, and Appleton Auditorium if you're interested in local theater.

Find hotels near Winchester Square, Springfield from ₩158,972

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Winchester Square hotels

1. MGM Springfield

2. Hampton Inn & Suites Springfield/Downtown

3. Hilton Garden Inn-Springfield, MA

4. La Quinta Inn & Suites by Wyndham Springfield MA

5. Sheraton Springfield Monarch Place Hotel

6. Marriott Springfield Downtown

7. Daniel Stebbins House

8. Residence Inn Springfield Chicopee

9. Blue A Modern Hotel, an Ascend Collection Hotel

10. Hampton Inn Springfield South Enfield

11. Courtyard by Marriott West Springfield

12. Holiday Inn Express Ludlow by IHG

13. Tru by Hilton Chicopee Springfield

14. D. Hotel Suites & Spa

15. Fairfield Inn & Suites Springfield Holyoke

16. Naomi's Inn Bed & Breakfast

17. Homewood Suites by Hilton Holyoke-Springfield/North

18. Candlewood Suites West Springfield by IHG

19. Residence Inn by Marriott West Springfield

20. Hampton Inn Chicopee/Springfield

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

Holiday Inn Express Springfield Downtown by IHG

Best Western Springfield West Inn

MGM Springfield

Sheraton Springfield Monarch Place Hotel

Hampton Inn West Springfield

Comfort Inn & Suites West Springfield

Quality Inn West Springfield

La Quinta Inn & Suites by Wyndham Springfield MA

Courtyard by Marriott West Springfield

Other attractions near Winchester Square

Mason Square Branch Springfield City Library

Pendleton Ave. Park

Samuel A. Bolden Park

Gunn Square Park

Karen Sprague Cultural Arts Center

Magazine Playground

Thompson Triangle

Barrows Playgound

Frequently asked questions