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

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Our top choices for Winchester Square hotels

A breakfast area with a counter, seating, and a menu display.

A modern living room with a sofa, armchair, and a small table.

A Holiday Inn Express hotel with large windows, a prominent 'Holiday Inn Express' sign, and classical architectural columns.

A hotel room with a bed, a desk, a chair, a small table, and a window with a view of a building.

1. Holiday Inn Express Springfield Downtown by IHG

Metro Center, 2 km from Winchester Square

Heidi

HK$784

HK$889 total

includes taxes & fees

2 Nov - 3 Nov

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

A rooftop terrace with round tables set for dining, overlooking a historic building with two prominent towers.

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

2. MGM Springfield

Metro Center, 2.3 km from Winchester Square

Carla

HK$1,169

HK$1,505 total

includes taxes & fees

1 Nov - 2 Nov

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

A reception area with a wooden reception desk, framed pictures on the wall, a small plant, and a hallway leading to an exit.

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.

3. Hampton Inn & Suites Springfield/Downtown

South End, 2.4 km from Winchester Square

Claire

HK$894

HK$1,015 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern gym with treadmills, an elliptical, and a rowing machine. There are dumbbells and a red exercise ball.

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

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

4. Hilton Garden Inn-Springfield, MA

South End, 2.6 km from Winchester Square

Richard

HK$959

HK$1,088 total

includes taxes & fees

2 Nov - 3 Nov

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

An indoor swimming pool with clear blue water, surrounded by chairs and a high ceiling with visible ductwork.

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

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

5. La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center, 2.5 km from Winchester Square

Heather

HK$867

HK$984 total

includes taxes & fees

1 Nov - 2 Nov

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

A multi-level hotel lobby with a central staircase, decorative murals, and a chandelier.

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.

6. Sheraton Springfield Monarch Place Hotel

Metro Center, 2.5 km from Winchester Square

Shellann

HK$1,263

HK$1,437 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

A garden with pink flowers and green foliage.

7. Daniel Stebbins House

16.8 km from Winchester Square

David

HK$2,121

HK$2,369 total

includes taxes & fees

6 Oct - 7 Oct

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."

A spacious lobby with comfortable seating, a fireplace, and large windows.

8. Residence Inn Springfield Chicopee

6.9 km from Winchester Square

Ronald

HK$1,327

HK$1,506 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern reception area with a wooden reception desk, seating area with sofas and chairs, and large windows providing natural light.

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

9. Courtyard by Marriott West Springfield

5.4 km from Winchester Square

Amy

HK$1,029

HK$1,178 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern hotel lobby with blue sofas, a bar area, and a decorative chandelier.

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

10. Blue A Modern Hotel, an Ascend Collection Hotel

6 km from Winchester Square

Charles

HK$794

HK$908 total

includes taxes & fees

1 Nov - 2 Nov

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 gym with treadmills, elliptical machines, and a bench.

A snack display with various chips and snacks, a refrigerated display with beverages, and a cooler with bottled water.

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

11. Hampton Inn Springfield South Enfield

13.7 km from Winchester Square

Jessica

HK$1,067

HK$1,227 total

includes taxes & fees

31 Oct - 1 Nov

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

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.

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

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

HK$895

HK$999 total

includes taxes & fees

2 Nov - 3 Nov

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

A modern hotel room with a large bed, a desk, and a chair.

A modern hotel room with a flat-screen TV on a wooden desk, a blue office chair, and a large window with abstract art.

13. Tru by Hilton Chicopee Springfield

6.8 km from Winchester Square

Laura

HK$860

HK$976 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel lobby with a reception desk, seating area, and large windows.

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

14. Fairfield Inn & Suites Springfield Holyoke

9.5 km from Winchester Square

MONA

HK$994

HK$1,110 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

15. Naomi's Inn Bed & Breakfast

Liberty Heights, 3.6 km from Winchester Square

Peter

HK$824

HK$935 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

16. D. Hotel Suites & Spa

18.5 km from Winchester Square

Patricia

HK$955

HK$1,117 total

includes taxes & fees

21 Oct - 22 Oct

A laundry room with white appliances, green stools, and a colorful artwork on the wall.

A hotel room with a bed, two bedside tables with lamps, a nightstand, and a carpeted floor.

A conference room with a rectangular table surrounded by chairs, large windows with curtains, and a patterned carpet.

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

17. Homewood Suites by Hilton Holyoke-Springfield/North

9.1 km from Winchester Square

Andrew

HK$1,190

HK$1,330 total

includes taxes & fees

25 Oct - 26 Oct

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

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

18. Residence Inn by Marriott West Springfield

6.1 km from Winchester Square

Joseph

HK$1,052

HK$1,204 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

19. Candlewood Suites West Springfield by IHG

5.2 km from Winchester Square

Jon

HK$816

HK$934 total

includes taxes & fees

18 Oct - 19 Oct

A stainless steel refrigerator with a digital display showing the time and date, a microwave above it, and a kettle on the stove.

A living room with white sofas, a black and white rug, a staircase, and a coffee table with decorative items.

A bedroom with a bed, nightstands, and a wooden floor.

A modern dining area with a glass table, black chairs, and a teal upholstered chair.

20. Upscaled Home in a Quiet Neighborhood

Forest Park, 3.8 km from Winchester Square

Anonymous traveller

HK$2,472

HK$3,825 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Compare popular hotels close to Winchester Square

Property	Property class	Guest rating
Holiday Inn Express Springfield Downtown by IHG	9.0 Wonderful 1,320 reviews	View
MGM Springfield	9.0 Wonderful 1,546 reviews	View
Hampton Inn & Suites Springfield/Downtown	8.6 Excellent 1,003 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,005 reviews	View
La Quinta Inn & Suites by Wyndham Springfield MA	8.0 Very good 1,247 reviews	View

Top Winchester Square Hotel Reviews

Red Roof Inn PLUS+ West Springfield

10/10 Excellent

"Very simple motel-style rooms, but it was clean and quiet, the beds were comfortable, and the location was convenient for visiting local attractions. Also can’t beat being across the street from an excellent donut shop! Plenty of nearby restaurant options, but plan on driving — the area isn’t super walkable, nearby sidewalks and crossing signals are under construction."

Tru by Hilton Chicopee Springfield

8/10 Good

"Well maintained and good for families to stay."

Howard Johnson by Wyndham Springfield

8/10 Good

"When I arrived I was not sure as it looked almost deserted, there were no cars. The desk clerk was pleasant and efficient answering questions about local amenities. He explained breakfast and wifi info. My room was clean and well stocked. The room was also warm. The bed was comfortable with ample firm pillows. Appliances were all in working order. My stay was for 3 nights. When I returned to my room on the next day I found that my room had been cleaned. My bed was made and my towels replenished. This service is one that many locations no longer provide with multi night stays. This happened every day. The parking lot had just been blacktopped. I interacted with several different persons at the desk and found all to be pleasant and helpful. Knowledgeable about the area, as well as events taking place. Breakfast was light, juices, cereal, yogurt, coffee, and toast. All were fresh and standard. Overall this was a great experience and I would choose to stay here again."

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Buen Hotel Lo Recomiendo buena comida, Limpieza ,"

MGM Springfield

8/10 Good

"We like the hotel rooms here. Cool design and nice and quiet. Staff was very polite and helpful when we needed them. The neighborhood on the weekends and evenings is really sketchy - you wouldn't want to go anywhere besides the parking lot, directly to the casino or your hotel room."

Best Western Springfield West Inn

8/10 Good

"Clean but outdated"

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent

"Breakfast was wonderful and expansive. Staff couldn’t have friendlier if they tried! AC easy to control. Will stay there again"

Quality Inn West Springfield

8/10 Good

"Very dated hallways looked run down"

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Clean and modern. Massage chair in each room is a bonus. Kevin was very helpful and walked us up to our room."

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? Visit 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

After visiting Barrows Playgound, 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 18 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 La Quinta Inn & Suites by Wyndham Springfield MA.

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

Expedia has 18 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 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 theatre.

Springfield Winchester Square Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester Square hotels

1. Holiday Inn Express Springfield Downtown by IHG

2. MGM Springfield

3. Hampton Inn & Suites Springfield/Downtown

4. Hilton Garden Inn-Springfield, MA

5. La Quinta Inn & Suites by Wyndham Springfield MA

6. Sheraton Springfield Monarch Place Hotel

7. Daniel Stebbins House

8. Residence Inn Springfield Chicopee

9. Courtyard by Marriott West Springfield

10. Blue A Modern Hotel, an Ascend Collection Hotel

11. Hampton Inn Springfield South Enfield

12. Holiday Inn Express Ludlow by IHG

13. Tru by Hilton Chicopee Springfield

14. Fairfield Inn & Suites Springfield Holyoke

15. Naomi's Inn Bed & Breakfast

16. D. Hotel Suites & Spa

17. Homewood Suites by Hilton Holyoke-Springfield/North

18. Residence Inn by Marriott West Springfield

19. Candlewood Suites West Springfield by IHG

20. Upscaled Home in a Quiet Neighborhood

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

Red Roof Inn PLUS+ West Springfield

Tru by Hilton Chicopee Springfield

Howard Johnson by Wyndham Springfield

Hampton Inn & Suites Springfield/Downtown

MGM Springfield

Best Western Springfield West Inn

La Quinta Inn & Suites by Wyndham Springfield MA

Quality Inn West Springfield

Blue A Modern Hotel, an Ascend Collection Hotel

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