Top 10 Hotels Near 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 casino with multiple blackjack tables, slot machines, and a large chandelier.

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.

1. MGM Springfield

Metro Center, 2.3 km from Winchester Square

robert

P9,543

P12,250 total

includes taxes & fees

Oct 18 - Oct 19

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

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

2. Holiday Inn Express Springfield Downtown by IHG

Metro Center, 2 km from Winchester Square

Casey

P6,494

P7,367 total

includes taxes & fees

Oct 26 - Oct 27

A hotel lobby with a large meeting table, several smaller tables, comfortable seating, artwork on the walls, and a flat-screen TV mounted on the wall.

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

A Hampton Inn & Suites with a clear entrance, parking lot, and a building with a red roof.

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

3. Hampton Inn & Suites Springfield/Downtown

South End, 2.4 km from Winchester Square

Claire

P7,151

P8,113 total

includes taxes & fees

Oct 25 - Oct 26

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

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

4. Hilton Garden Inn-Springfield, MA

South End, 2.6 km from Winchester Square

Richard

P7,725

P8,764 total

includes taxes & fees

Oct 21 - Oct 22

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.

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

Meris

P7,666

P8,697 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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

6. Sheraton Springfield Monarch Place Hotel

Metro Center, 2.5 km from Winchester Square

Silvino

P10,080

P11,467 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

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

7. Marriott Springfield Downtown

Metro Center, 2.5 km from Winchester Square

Juan

P10,220

P11,595 total

includes taxes & fees

Oct 25 - Oct 26

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 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.

8. Courtyard by Marriott West Springfield

5.4 km from Winchester Square

Christopher

P8,480

P9,705 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

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

9. Residence Inn Springfield Chicopee

6.9 km from Winchester Square

Ronald

P10,594

P12,019 total

includes taxes & fees

Oct 8 - Oct 9

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

P6,346

P7,264 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

11. Hampton Inn Springfield South Enfield

13.7 km from Winchester Square

Selina

P9,655

P11,103 total

includes taxes & fees

Oct 12 - Oct 13

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.

12. Naomi's Inn Bed & Breakfast

Liberty Heights, 3.6 km from Winchester Square

Peter

P6,576

P7,461 total

includes taxes & fees

Oct 8 - Oct 9

An indoor swimming pool with a clear waterline, a metal ladder, and red chairs around the pool area.

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

A modern breakfast area with seating, a coffee machine, and a variety of food options.

13. Tru by Hilton Chicopee Springfield

6.8 km from Winchester Square

P7,666

P8,697 total

includes taxes & fees

Oct 25 - Oct 26

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

14. Holiday Inn Express Ludlow by IHG

9.1 km from Winchester Square

Erin

P7,655

P8,550 total

includes taxes & fees

Oct 25 - Oct 26

A gazebo in a grassy area with wooden barrels and benches, surrounded by trees and a white fence.

A modern living room with a fireplace, comfortable seating, and a large window with sheer curtains.

A spacious indoor area with multiple seating arrangements, including tables and chairs, a central island with bar stools, and a kitchen area with a counter and appliances.

15. Fairfield Inn & Suites by Marriott Springfield Enfield

10.2 km from Winchester Square

Adriana

P10,080

P11,592 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a bed, bedside tables, a TV, and a window with curtains.

A gym with various exercise equipment including kettlebells, medicine balls, and a squat rack.

A hotel entrance with a covered patio, a garden with colorful flowers, and a clear sky.

A conference room with multiple tables and chairs, a flat-screen TV on the wall, and a patterned carpet.

16. Homewood Suites by Hilton Holyoke-Springfield/North

9.1 km from Winchester Square

Andrew

P9,197

P10,273 total

includes taxes & fees

Oct 8 - Oct 9

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 dining area, a sofa, a TV, and a kitchen area with a stove.

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

17. Candlewood Suites West Springfield by IHG

5.2 km from Winchester Square

Jon

P6,274

P7,181 total

includes taxes & fees

Oct 18 - Oct 19

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 a TV, fireplace, white sofas, and a red rug.

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

18. Upscaled Home in a Quiet Neighborhood

Forest Park, 3.8 km from Winchester Square

Anonymous traveler

P19,729

P30,524 total

includes taxes & fees

Sep 26 - Sep 27

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 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

P8,393

P9,605 total

includes taxes & fees

Oct 8 - Oct 9

A bathroom with a large bathtub, a microwave, and a potted plant.

A window with a view of a parking lot and a building with outdoor furniture.

A landscaped garden area with mulch, shrubs, and a concrete pathway.

A hotel room with a bed, a bathtub, a sink, a mirror, a plant, and a framed picture on the wall.

20. Wilbraham Inn

8.4 km from Winchester Square

Jeanine

P8,706

P9,550 total

includes taxes & fees

Sep 28 - Sep 29

View all properties

Compare popular hotels close to Winchester Square

Property	Property class	Guest rating
MGM Springfield	9.0 Wonderful 1,546 reviews	View
Holiday Inn Express Springfield Downtown by IHG	9.0 Wonderful 1,305 reviews	View
Hampton Inn & Suites Springfield/Downtown	8.6 Excellent 1,002 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,002 reviews	View
La Quinta Inn & Suites by Wyndham Springfield MA	8.0 Very good 1,244 reviews	View

Top Winchester Square Hotel Reviews

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Awesome place to stay. Super clean and super friendly. Bed was comfy"

Comfort Inn & Suites West Springfield

10/10 Excellent

"It was a great place to rest on a budget"

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"Clean and close to MGM casino and other attractions"

Howard Johnson by Wyndham Springfield

8/10 Good

"Room was clean. A little run down but a nice quiet stay. Nightly rates on the low end."

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent

"toilet was to small.bathroom door did not open enough to sit properly"

Tru by Hilton Chicopee Springfield

10/10 Excellent

"Great in every aspect!! Will definitely visit again"

Sheraton Springfield Monarch Place Hotel

8/10 Good

"Pool was very very cold, so that was a dissappointment - had planned on a good swim for the kids before bed. One of the reasons we booked this particular hotel. Additionally, we got stuck between floors in the elevator after paying for a late check out - our card did not work in the elevator and it was before the new check out time. We had a traumatized 5 year old."

Marriott Springfield Downtown

10/10 Excellent

"Excellent location"

Candlewood Suites West Springfield by IHG

10/10 Excellent

"Clean room friendly staff"

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

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, 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.

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.

Hotels near Winchester Square

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Our top choices for Winchester Square hotels

1. MGM Springfield

2. Holiday Inn Express Springfield Downtown by IHG

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. Marriott Springfield Downtown

8. Courtyard by Marriott West Springfield

9. Residence Inn Springfield Chicopee

10. Blue A Modern Hotel, an Ascend Collection Hotel

11. Hampton Inn Springfield South Enfield

12. Naomi's Inn Bed & Breakfast

13. Tru by Hilton Chicopee Springfield

14. Holiday Inn Express Ludlow by IHG

15. Fairfield Inn & Suites by Marriott Springfield Enfield

16. Homewood Suites by Hilton Holyoke-Springfield/North

17. Candlewood Suites West Springfield by IHG

18. Upscaled Home in a Quiet Neighborhood

19. Residence Inn by Marriott West Springfield

20. Wilbraham Inn

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

Hampton Inn & Suites Springfield/Downtown

Comfort Inn & Suites West Springfield

Holiday Inn Express Springfield Downtown by IHG

Howard Johnson by Wyndham Springfield

La Quinta Inn & Suites by Wyndham Springfield MA

Tru by Hilton Chicopee Springfield

Sheraton Springfield Monarch Place Hotel

Marriott Springfield Downtown

Candlewood Suites West Springfield by IHG

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