The Best Hotels Closest to Winchester Square in Springfield - 2026 Updated Prices

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Our top choices for Winchester Square hotels

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

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

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

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

1. Holiday Inn Express Springfield Downtown by IHG

Metro Center, 1.3 mi from Winchester Square

Heidi

£86

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

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

2. MGM Springfield

Metro Center, 1.4 mi from Winchester Square

Tiffany

£145

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 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.

3. Hampton Inn & Suites Springfield/Downtown

South End, 1.5 mi from Winchester Square

Claire

£98

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

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

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

4. Hilton Garden Inn-Springfield, MA

South End, 1.6 mi from Winchester Square

Richard

£105

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.

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

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

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

5. La Quinta Inn & Suites by Wyndham Springfield MA

Metro Center, 1.6 mi from Winchester Square

Heather

£95

includes taxes & fees

1 Nov - 2 Nov

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 modern lounge area with a central fire feature, comfortable seating, and a staircase in the background.

6. Marriott Springfield Downtown

Metro Center, 1.5 mi from Winchester Square

Juan

£124

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

7. Sheraton Springfield Monarch Place Hotel

Metro Center, 1.5 mi from Winchester Square

Shellann

£138

includes taxes & fees

11 Oct - 12 Oct

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

A garden with pink flowers and green foliage.

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.

8. Daniel Stebbins House

10.5 mi from Winchester Square

David

£228

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

9. Residence Inn Springfield Chicopee

4.3 mi from Winchester Square

Ronald

£145

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

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 screens, and a seating area with metal chairs.

10. Courtyard by Marriott West Springfield

3.3 mi from Winchester Square

Amy

£113

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

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

11. Blue A Modern Hotel, an Ascend Collection Hotel

3.7 mi from Winchester Square

Charles

£87

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a flat-screen TV mounted on the wall, a dining table with chairs, a sofa, and a small ottoman.

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.

12. Holiday Inn Express Ludlow by IHG

5.7 mi from Winchester Square

Erin

£96

includes taxes & fees

2 Nov - 3 Nov

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.

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

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

13. Fairfield Inn & Suites Springfield Holyoke

5.9 mi from Winchester Square

MONA

£107

includes taxes & fees

1 Nov - 2 Nov

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

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

A snack display with various packaged foods and a microwave.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

14. Hampton Inn Chicopee/Springfield

4.4 mi from Winchester Square

Melissa

£100

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

15. Naomi's Inn Bed & Breakfast

Liberty Heights, 2.2 mi from Winchester Square

Peter

£90

includes taxes & fees

5 Oct - 6 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 with a sign reading "D. HOTEL & SUITES" on the facade.

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

16. D. Hotel Suites & Spa

11.5 mi from Winchester Square

Patricia

£107

includes taxes & fees

21 Oct - 22 Oct

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

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

A fitness room with treadmills, an elliptical, and a stationary bike.

17. Tru by Hilton Chicopee Springfield

4.2 mi from Winchester Square

SASHAWN

£94

includes taxes & fees

1 Nov - 2 Nov

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

An outdoor patio with a barbecue grill, seating area, and pergola.

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

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

18. Homewood Suites by Hilton Holyoke-Springfield/North

5.7 mi from Winchester Square

Andrew

£129

includes taxes & fees

25 Oct - 26 Oct

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

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 kitchenette, a sofa, a desk, and a TV.

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

19. Residence Inn by Marriott West Springfield

3.8 mi from Winchester Square

Joseph

£116

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

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

20. Candlewood Suites West Springfield by IHG

3.3 mi from Winchester Square

Jon

£86

includes taxes & fees

18 Oct - 19 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 1,315 reviews	View
MGM Springfield	9.0 Wonderful 1,543 reviews	View
Hampton Inn & Suites Springfield/Downtown	8.6 Excellent 1,001 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,001 reviews	View
La Quinta Inn & Suites by Wyndham Springfield MA	8.0 Very good 1,243 reviews	View

Top Winchester Square Hotel Reviews

Marriott Springfield Downtown

10/10 Excellent

"Newly-renovated rooms in what you can tell is an older property in downtown Springfield. Has full restaurant, bar, pool, and gym, so it's good for business and personal travelers alike. Walking distance to MGM casino and museums."

Courtyard by Marriott West Springfield

10/10 Excellent

"Our stay was excellent very clean and the staff was amazing"

Tru by Hilton Chicopee Springfield

10/10 Excellent

"The room was clean, it was spacious and the bed was really neat. The sheets did have a stain and I did tell them and they resolved it. The staff was super nice, at all times. Breakfast was delicious, one of the best hotel breakfast I had. There was different varieties of food. When something would run out, they would go fill back up quick."

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Near where my meetings were"

Riverdale Inn

10/10 Excellent

"Great service and clean room and good attendance"

Comfort Inn & Suites West Springfield

8/10 Good

"Hot tub in indoor pool"

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.

Search Hotels Near Winchester Square, Springfield

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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. 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. Marriott Springfield Downtown

7. Sheraton Springfield Monarch Place Hotel

8. Daniel Stebbins House

9. Residence Inn Springfield Chicopee

10. Courtyard by Marriott West Springfield

11. Blue A Modern Hotel, an Ascend Collection Hotel

12. Holiday Inn Express Ludlow by IHG

13. Fairfield Inn & Suites Springfield Holyoke

14. Hampton Inn Chicopee/Springfield

15. Naomi's Inn Bed & Breakfast

16. D. Hotel Suites & Spa

17. Tru by Hilton Chicopee Springfield

18. Homewood Suites by Hilton Holyoke-Springfield/North

19. Residence Inn by Marriott West Springfield

20. Candlewood Suites West Springfield by IHG

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

Marriott Springfield Downtown

Courtyard by Marriott West Springfield

Tru by Hilton Chicopee Springfield

Blue A Modern Hotel, an Ascend Collection Hotel

Riverdale Inn

Comfort Inn & Suites 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