The 10 Best Hotels Near Winchester Square, Springfield from CA $162

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Our top choices for Winchester Square hotels

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

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

1. Holiday Inn Express Springfield Downtown by IHG

Metro Center, 2 km from Winchester Square

Heidi

CA $142

CA $162 total

includes taxes & fees

Nov 3 - Nov 4

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

2. MGM Springfield

Metro Center, 2.3 km from Winchester Square

Carla

CA $212

CA $273 total

includes taxes & fees

Nov 1 - Nov 2

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, 2.4 km from Winchester Square

Claire

CA $162

CA $184 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 spacious lobby with a large wooden table, leopard-print chairs, and modern pendant lighting.

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.

4. Hilton Garden Inn-Springfield, MA

South End, 2.6 km from Winchester Square

Richard

CA $174

CA $198 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.

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

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

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

CA $157

CA $179 total

includes taxes & fees

Nov 2 - Nov 3

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

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

CA $229

CA $261 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

7. Daniel Stebbins House

16.8 km from Winchester Square

David

CA $385

CA $430 total

includes taxes & fees

Oct 7 - Oct 8

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.

8. Blue A Modern Hotel, an Ascend Collection Hotel

6 km from Winchester Square

Charles

CA $144

CA $165 total

includes taxes & fees

Nov 1 - Nov 2

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 bar area with a long counter, multiple screens, and a seating area with metal chairs.

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

CA $187

CA $214 total

includes taxes & fees

Nov 1 - Nov 2

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

10. Residence Inn Springfield Chicopee

6.9 km from Winchester Square

Ronald

CA $241

CA $273 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 kitchenette, a bed, a TV, a desk, and a dining area.

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

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

11. Holiday Inn Express Ludlow by IHG

9.1 km from Winchester Square

Erin

CA $162

CA $181 total

includes taxes & fees

Nov 3 - Nov 4

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.

12. Hampton Inn Chicopee/Springfield

7.1 km from Winchester Square

Melissa

CA $165

CA $188 total

includes taxes & fees

Nov 1 - Nov 2

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

13. Tru by Hilton Chicopee Springfield

6.8 km from Winchester Square

Laura

CA $156

CA $177 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

14. Fairfield Inn & Suites Springfield Holyoke

9.5 km from Winchester Square

MONA

CA $187

CA $208 total

includes taxes & fees

Nov 2 - Nov 3

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

15. Naomi's Inn Bed & Breakfast

Liberty Heights, 3.6 km from Winchester Square

Peter

CA $150

CA $170 total

includes taxes & fees

Oct 7 - Oct 8

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

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.

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

16. D. Hotel Suites & Spa

18.5 km from Winchester Square

Patricia

CA $173

CA $203 total

includes taxes & fees

Oct 21 - Oct 22

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.

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

17. Homewood Suites by Hilton Holyoke-Springfield/North

9.1 km from Winchester Square

Andrew

CA $217

CA $243 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

18. Candlewood Suites West Springfield by IHG

5.2 km from Winchester Square

Jon

CA $148

CA $170 total

includes taxes & fees

Oct 25 - Oct 26

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 gym with treadmills, an elliptical, a stationary bike, and a bench press.

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

19. Hampton Inn Westfield

14.1 km from Winchester Square

Shaleen

CA $170

CA $189 total

includes taxes & fees

Nov 3 - Nov 4

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

A hotel room with a kitchenette, a sofa, a desk, and a TV.

20. Residence Inn by Marriott West Springfield

6.1 km from Winchester Square

Joseph

CA $191

CA $219 total

includes taxes & fees

Oct 19 - Oct 20

View all properties

Compare popular hotels close to Winchester Square

Property	Star rating	Guest rating
Holiday Inn Express Springfield Downtown by IHG	9.0 Wonderful 1,321 reviews	View
MGM Springfield	9.0 Wonderful 1,546 reviews	View
Hampton Inn & Suites Springfield/Downtown	8.6 Excellent 1,006 reviews	View
Hilton Garden Inn-Springfield, MA	8.6 Excellent 1,006 reviews	View
La Quinta Inn & Suites by Wyndham Springfield MA	8.0 Very good 1,248 reviews	View

Top Winchester Square Hotel Reviews

Best Western Springfield West Inn

8/10 Good

"It was clean staff was excellent. Breakfast is a skip but coffee was good."

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."

Quality Inn West Springfield

8/10 Good

"Very clean and atmosphere was sparse but Fine for the overnight stay."

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."

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."

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"

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? 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.

Find hotels near Winchester Square, Springfield from CA $162

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. Blue A Modern Hotel, an Ascend Collection Hotel

9. Courtyard by Marriott West Springfield

10. Residence Inn Springfield Chicopee

11. Holiday Inn Express Ludlow by IHG

12. Hampton Inn Chicopee/Springfield

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. Candlewood Suites West Springfield by IHG

19. Hampton Inn Westfield

20. Residence Inn by Marriott West Springfield

Compare popular hotels close to Winchester Square

Top Winchester Square Hotel Reviews

Best Western Springfield West Inn

Sheraton Springfield Monarch Place Hotel

Quality Inn West Springfield

Red Roof Inn PLUS+ West Springfield

Tru by Hilton Chicopee Springfield

Howard Johnson by Wyndham Springfield

MGM Springfield

La Quinta Inn & Suites by Wyndham Springfield MA

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