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

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Our top choices for Winchester Square hotels

A hotel breakfast area with a counter, seating, and a wall displaying breakfast options.

A hotel lobby with reception desks, seating area, and a modern ceiling design.

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

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

1. Holiday Inn Express Springfield Downtown by IHG

Metro Center, 2 km from Winchester Square

Heidi

2.584.613 ₫

2.932.243 ₫ total

includes taxes & fees

9 Nov - 10 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 modern hotel lobby with leather furniture, a bar area, and a large TV screen.

2. MGM Springfield

Metro Center, 2.3 km from Winchester Square

Carla

3.854.928 ₫

4.960.452 ₫ 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 hotel room with two beds, a desk with a flat-screen TV, a chair, and a bedside table with lamps.

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

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

3. Hampton Inn & Suites Springfield/Downtown

South End, 2.4 km from Winchester Square

Claire

2.992.097 ₫

3.394.534 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

3.276.689 ₫

3.717.403 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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

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.

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, 2.5 km from Winchester Square

Heather

2.858.856 ₫

3.243.373 ₫ total

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

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.

6. Marriott Springfield Downtown

Metro Center, 2.5 km from Winchester Square

Juan

3.743.420 ₫

4.246.910 ₫ 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 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, 2.5 km from Winchester Square

Shellann

4.156.337 ₫

4.728.300 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A garden with pink flowers and green foliage.

8. Daniel Stebbins House

16.8 km from Winchester Square

David

6.991.908 ₫

7.809.981 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

6.9 km from Winchester Square

Ronald

4.376.249 ₫

4.964.854 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

10. Blue A Modern Hotel, an Ascend Collection Hotel

6 km from Winchester Square

Charles

2.616.953 ₫

2.995.104 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 screens, and a seating area with metal chairs.

11. Courtyard by Marriott West Springfield

5.4 km from Winchester Square

Amy

3.392.595 ₫

3.882.826 ₫ 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 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.

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

12. Hampton Inn Springfield South Enfield

13.7 km from Winchester Square

Jessica

3.519.368 ₫

4.047.274 ₫ total

includes taxes & fees

30 Oct - 31 Oct

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.

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.

13. Holiday Inn Express Ludlow by IHG

9.1 km from Winchester Square

Erin

2.949.408 ₫

3.294.489 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

14. Tru by Hilton Chicopee Springfield

6.8 km from Winchester Square

Laura

2.836.865 ₫

3.218.424 ₫ 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.

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.

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

15. Fairfield Inn & Suites Springfield Holyoke

9.5 km from Winchester Square

MONA

3.386.645 ₫

3.782.883 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A two-story house with a front porch, a number 20 sign, and a pathway leading to the entrance.

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

2.716.560 ₫

3.082.131 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

A modern kitchen with white cabinetry, a stainless steel dishwasher, a microwave, and a granite countertop.

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

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

3.797.492 ₫

4.241.799 ₫ total

includes taxes & fees

25 Oct - 26 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.

18. Candlewood Suites West Springfield by IHG

5.2 km from Winchester Square

Jon

2.690.688 ₫

3.079.492 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

19. Residence Inn by Marriott West Springfield

6.1 km from Winchester Square

Joseph

3.466.848 ₫

3.967.808 ₫ total

includes taxes & fees

19 Oct - 20 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 bedroom with a bed, nightstands, and a wooden floor.

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

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

8.149.680 ₫

12.609.171 ₫ total

includes taxes & fees

12 Oct - 13 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 1,329 reviews	View
MGM Springfield	9.0 Wonderful 1,546 reviews	View
Hampton Inn & Suites Springfield/Downtown	8.6 Excellent 1,005 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,000 reviews	View
La Quinta Inn & Suites by Wyndham Springfield MA	8.0 Very good 1,248 reviews	View

Top Winchester Square Hotel Reviews

MGM Springfield

8/10 Good

"expensive for one night but I would say its worth it! the room was perfect, especially the shower!"

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Great location very quiet"

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"I considered staying 1 more night and it never happened in my life"

Howard Johnson by Wyndham Springfield

10/10 Excellent

"I was pleasantly surprised that my room although small, was clean and comfy. Staff was friendly and helpful."

Candlewood Suites West Springfield by IHG

10/10 Excellent

"COMFORTABLE ROOMS ACCOMMODATING STAFF STAY HERE OFTEN"

Tru by Hilton Chicopee Springfield

10/10 Excellent

"It was pretty clean, and the bed linens was great"

Sheraton Springfield Monarch Place Hotel

10/10 Excellent

"I travel frequently and have to say I was impressed with the comfort this hotel offered. The bed was so comfortable I slept through the night. The room was very clean, I would highly recommend this hotel."

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."

Riverdale Inn

10/10 Excellent

"Great service and clean room and good attendance"

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.

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

Change your mind

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. Blue A Modern Hotel, an Ascend Collection Hotel

11. Courtyard by Marriott West Springfield

12. Hampton Inn Springfield South Enfield

13. Holiday Inn Express Ludlow by IHG

14. Tru by Hilton Chicopee Springfield

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. Upscaled Home in a Quiet Neighborhood

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

MGM Springfield

Hampton Inn & Suites Springfield/Downtown

Blue A Modern Hotel, an Ascend Collection Hotel

Howard Johnson by Wyndham Springfield

Candlewood Suites West Springfield by IHG

Tru by Hilton Chicopee Springfield

Sheraton Springfield Monarch Place Hotel

Marriott Springfield Downtown

Riverdale Inn

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