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

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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 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.

1. MGM Springfield

Metro Center, 1.4 mi from Winchester Square

Tiffany

£145

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

2. Holiday Inn Express Springfield Downtown by IHG

Metro Center, 1.3 mi from Winchester Square

Heidi

£86

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

3. Hilton Garden Inn-Springfield, MA

South End, 1.6 mi from Winchester Square

Richard

£105

includes taxes & fees

2 Nov - 3 Nov

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.

4. Sheraton Springfield Monarch Place Hotel

Metro Center, 1.5 mi from Winchester Square

Shellann

£138

includes taxes & fees

11 Oct - 12 Oct

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

5. Blue A Modern Hotel, an Ascend Collection Hotel

3.7 mi from Winchester Square

Charles

£87

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

6. Homewood Suites by Hilton Holyoke-Springfield/North

5.7 mi from Winchester Square

Andrew

£136

includes taxes & fees

3 Nov - 4 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 seating area, a bar, and a TV screen.

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

7. Fairfield Inn & Suites Springfield Holyoke

5.9 mi from Winchester Square

MONA

£110

includes taxes & fees

25 Oct - 26 Oct

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

8. Hampton Inn Springfield South Enfield

8.5 mi from Winchester Square

Jessica

£119

includes taxes & fees

31 Oct - 1 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.

9. Tru by Hilton Chicopee Springfield

4.2 mi from Winchester Square

SASHAWN

£94

includes taxes & fees

1 Nov - 2 Nov

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 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.

10. Residence Inn by Marriott West Springfield

3.8 mi from Winchester Square

Joseph

£116

includes taxes & fees

19 Oct - 20 Oct

A hotel lobby with a reception desk, seating area, and a dining section.

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

A snack and beverage display area with shelves stocked with chips and a refrigerated section with bottled water and soda.

A modern dining area with tables and chairs, a patterned carpet, and a wall-mounted TV.

11. Hampton Inn Westfield

8.8 mi from Winchester Square

Shaleen

£100

includes taxes & fees

3 Nov - 4 Nov

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.

12. Wilbraham Inn

5.2 mi from Winchester Square

Jeanine

£115

includes taxes & fees

4 Oct - 5 Oct

A small bathroom with a white sink, a mirror, and a black cabinet.

A hotel room with a bed, a window with curtains, a wall-mounted air conditioner, and a nightstand with a lamp.

A motel with a prominent '6' sign, a brick entrance, and a parking area with a white SUV.

A multi-level building with a covered walkway and a stone feature in the foreground.

13. Motel 6 Enfield, CT - Hartford

8.3 mi from Winchester Square

Monique

£51

includes taxes & fees

1 Nov - 2 Nov

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

A compact kitchen with a stainless steel refrigerator, microwave, and dishwasher, wooden cabinets, and a marble countertop.

A hotel room with a dining area, a living room with a sofa and armchairs, a coffee machine, and a plant.

A modern hotel with a sign reading "Baldwin Inn & Suites," featuring a large entrance and a parking lot.

14. Baldwin Inn & Suites, SureStay Collection by Best Western

2.9 mi from Winchester Square

Lut Lam

£104

includes taxes & fees

11 Oct - 12 Oct

A gym with treadmills, dumbbells, and exercise equipment.

A spacious living area with a fireplace, seating, and a view through large windows.

A hotel lobby with a reception desk, seating area with chairs and ottoman, and a patterned rug on the floor.

An indoor swimming pool with a skylight roof, lounge chairs, and a hot tub.

15. Comfort Inn & Suites West Springfield

3.4 mi from Winchester Square

Heriberto

£97

includes taxes & fees

2 Nov - 3 Nov

A covered swimming pool with glass walls, a diving board, and lounge chairs.

A conference room with rows of chairs and a white table, equipped with ceiling lights and an exit sign.

A hotel room with a neatly made bed, a bedside telephone, and wall-mounted lamps.

A hotel lobby with a grey sofa, two armchairs, a flat-screen TV, a potted plant, and an American flag.

16. Quality Inn West Springfield

3.6 mi from Winchester Square

Manuel

£79

includes taxes & fees

30 Oct - 31 Oct

A hotel room with a bed, a bedside table with a clock, a wardrobe, a mirror, and a window with curtains.

A Red Roof Inn with a red and white facade, a parking lot with directional arrows, and a clear blue sky.

A vending machine with various beverages and a laundry facility with dryers and washers.

A Red Roof lounge area with two red chairs, a small table with a vase, a brick wall, a reception desk, and a coffee machine.

17. Red Roof Inn Enfield

8.3 mi from Winchester Square

Keyonna

£66

includes taxes & fees

6 Oct - 7 Oct

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

A snack display with various packaged foods and a microwave.

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

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

18. Hampton Inn Chicopee/Springfield

4.4 mi from Winchester Square

Melissa

£100

includes taxes & fees

1 Nov - 2 Nov

A hotel reception area with a digital screen advertising free Wi-Fi, a self-service kiosk, and a coffee station.

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

A building with a red roof and a sign that reads 'Red Roof Plus'.

A reception area with a stone wall, two leather chairs, a small table, and a counter with beverages.

19. Red Roof Inn PLUS+ West Springfield

3.7 mi from Winchester Square

Joseph

£74

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a large bathtub, a bed with a brown headboard, and a painting on the wall.

A living room with a sofa, a coffee table, a TV, and a microwave.

A kitchen area with a coffee machine, a refrigerator, and a coffee dispenser.

A Howard Johnson Inn with a blue awning, a prominent sign, and potted plants at the entrance.

20. Howard Johnson by Wyndham Springfield

Boston Road, 4 mi from Winchester Square

Gary

£74

includes taxes & fees

4 Oct - 5 Oct

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Compare popular hotels close to Winchester Square

Property	Property class	Guest rating
MGM Springfield	9.0 Wonderful 1,543 reviews	View
Holiday Inn Express Springfield Downtown by IHG	9.0 Wonderful 1,315 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,000 reviews	View
Sheraton Springfield Monarch Place Hotel	8.0 Very good 1,001 reviews	View
Blue A Modern Hotel, an Ascend Collection Hotel	9.2 Wonderful 352 reviews	View

Top Winchester Square Hotel Reviews

Marriott Springfield Downtown

10/10 Excellent

"Was nice and relaxing. Very convenient to MGM"

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."

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good

"It was a nice property for the price."

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Near where my meetings were"

Howard Johnson by Wyndham Springfield

10/10 Excellent

"Looks like older property but well maintained"

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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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. Hilton Garden Inn-Springfield, MA

4. Sheraton Springfield Monarch Place Hotel

5. Blue A Modern Hotel, an Ascend Collection Hotel

6. Homewood Suites by Hilton Holyoke-Springfield/North

7. Fairfield Inn & Suites Springfield Holyoke

8. Hampton Inn Springfield South Enfield

9. Tru by Hilton Chicopee Springfield

10. Residence Inn by Marriott West Springfield

11. Hampton Inn Westfield

12. Wilbraham Inn

13. Motel 6 Enfield, CT - Hartford

14. Baldwin Inn & Suites, SureStay Collection by Best Western

15. Comfort Inn & Suites West Springfield

16. Quality Inn West Springfield

17. Red Roof Inn Enfield

18. Hampton Inn Chicopee/Springfield

19. Red Roof Inn PLUS+ West Springfield

20. Howard Johnson by Wyndham Springfield

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

La Quinta Inn & Suites by Wyndham Springfield MA

Blue A Modern Hotel, an Ascend Collection Hotel

Howard Johnson by Wyndham Springfield

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