Default HTG hotel image

Springfield Hotel Guide - Winchester Square hotels in Springfield, United States of America.

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Winchester Square hotels

An indoor swimming pool with clear blue water, surrounded by a tiled floor, and equipped with safety railings.

1. Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG
2.5 star property
Metro Center, 2 km from Winchester Square
9.0 out of 10, Wonderful, (1,344 reviews)
"Nice hotel"
United States
Artur
The price is €99
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Springfield Downtown by IHG
A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

2. MGM Springfield

MGM Springfield
4.0 star property
Metro Center, 2.3 km from Winchester Square
9.0 out of 10, Wonderful, (1,551 reviews)
"Perfect location, clean, very nice rooms. Would definitely stay there again"
United States
Derek
The price is €151
includes taxes & fees
23 Nov - 24 Nov
MGM Springfield
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.

3. Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown
2.5 star property
South End, 2.4 km from Winchester Square
8.6 out of 10, Excellent, (1,002 reviews)
"Staff was friendly and very helpful."
United States
Amanda
The price is €108
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn & Suites Springfield/Downtown
An indoor swimming pool with tiled flooring, metal railings, and multiple seating areas with chairs and tables.

4. Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA
3.0 star property
South End, 2.6 km from Winchester Square
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay if staying in Springfield, Ma. If your debating just do it, it’s a great hotel!"
United States
Jody
The price is €122
includes taxes & fees
2 Dec - 3 Dec
Hilton Garden Inn-Springfield, MA
A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.

5. La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very good, (1,257 reviews)
"Good hotel"
United States
Audrey
The price is €114
includes taxes & fees
17 Nov - 18 Nov
La Quinta Inn & Suites by Wyndham Springfield MA
A modern reception area with two reception desks, a seating area with armchairs and a sofa, and a large plant.

6. Marriott Springfield Downtown

Marriott Springfield Downtown
3.5 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very good, (1,000 reviews)
"Clean, helpful staff."
United States
Nataliya
The price is €139
includes taxes & fees
22 Nov - 23 Nov
Marriott Springfield Downtown
An indoor swimming pool with clear glass ceilings, sunlit interior, and lounge chairs along the sides.

7. Sheraton Springfield Monarch Place Hotel

Sheraton Springfield Monarch Place Hotel
3.5 star property
Metro Center, 2.5 km from Winchester Square
8.0 out of 10, Very good, (1,002 reviews)
"Enjoyed my stay"
United States
Timothy
The price is €149
includes taxes & fees
22 Nov - 23 Nov
Sheraton Springfield Monarch Place Hotel
A two-story white house with a green door, white picket fence, and white flowering bushes.

8. Daniel Stebbins House

Daniel Stebbins House
3.0 star property
16.8 km from Winchester Square
10.0 out of 10, Exceptional, (58 reviews)
"Great set up and perfect for visiting Mt Holyoke"
United States
David
The price is €274
includes taxes & fees
16 Nov - 17 Nov
Daniel Stebbins House
A patio area with a stone fire pit, wicker furniture, and a view of the building's interior.

9. Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
6.9 km from Winchester Square
9.4 out of 10, Exceptional, (559 reviews)
"Clean, crisp and well maintained. Very welcoming and nice. Loved the fire pit and overall feel of the lobby. Comfy and nice room. Nicely maintained pool. Nice selection for breakfast. Great place to stay for a family with kids."
United States
Karina
The price is €174
includes taxes & fees
30 Nov - 1 Dec
Residence Inn Springfield Chicopee
A modern lounge area with sofas, a pool table, and a unique chandelier.

10. Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel
2.0 star property
6 km from Winchester Square
9.2 out of 10, Wonderful, (410 reviews)
"Great place to stay"
United States
Julian
The price is €108
includes taxes & fees
9 Dec - 10 Dec
Blue A Modern Hotel, an Ascend Collection Hotel
An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

11. Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
5.4 km from Winchester Square
9.2 out of 10, Wonderful, (705 reviews)
"Clean, comfy bed, great staff, great location to shops"
United States
Tyhesha
The price is €145
includes taxes & fees
22 Nov - 23 Nov
Courtyard by Marriott West Springfield
A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

12. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
9.5 km from Winchester Square
9.2 out of 10, Wonderful, (710 reviews)
"Super clean room, excellent temperature control wihh the the room a/c. Breakfast was hot and fresh, eggs, sausage, fruit, yogurts, oatmeal with all the toppings"
United States
Caroline
The price is €127
includes taxes & fees
13 Dec - 14 Dec
Fairfield Inn & Suites Springfield Holyoke
An outdoor patio with white chairs and tables, a central fire feature, and string lights.

13. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
18.5 km from Winchester Square
9.2 out of 10, Wonderful, (2,070 reviews)
"Extremely clean and professional a wonderful stay"
United States
Patrick
The price is €125
includes taxes & fees
29 Nov - 30 Nov
D. Hotel Suites & Spa
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.

14. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
6.8 km from Winchester Square
9.0 out of 10, Wonderful, (1,003 reviews)
"Was a great stay, very clean, quiet, and breakfast was good."
United States
Jose
The price is €113
includes taxes & fees
22 Nov - 23 Nov
Tru by Hilton Chicopee Springfield
An indoor swimming pool with blue walls, large windows, and several lounge chairs.

15. Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
7.1 km from Winchester Square
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing breakfast!"
United States
Jessica
The price is €109
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Chicopee/Springfield
A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.

16. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights, 3.6 km from Winchester Square
9.0 out of 10, Wonderful, (470 reviews)
"Room was not only clean and comfortable but unique and charming. Loved the beautiful woodwork, built in fish tank, and electric fireplace in the o’Leary room. The owner is also very kind and goes above and beyond to care for her guests."
United States
Samantha
The price is €100
includes taxes & fees
24 Nov - 25 Nov
Naomi's Inn Bed & Breakfast
An outdoor patio area with a pergola, seating, and a barbecue station.

17. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
3.0 star property
9.1 km from Winchester Square
9.0 out of 10, Wonderful, (1,001 reviews)
"Just renovated hotel was very nice and comfortable"
United States
John
The price is €157
includes taxes & fees
11 Dec - 12 Dec
Homewood Suites by Hilton Holyoke-Springfield/North
A buffet with various food items, including omelets and baked goods, displayed in stainless steel containers.

18. Holiday Inn Express Ludlow by IHG

Holiday Inn Express Ludlow by IHG
2.5 star property
9.1 km from Winchester Square
8.8 out of 10, Excellent, (1,000 reviews)
"Great breakfast, nice quiet hotel with helpful staff."
United States
Bill
The price is €107
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Ludlow by IHG
A hotel lobby with a reception desk, seating area, and a dining section.

19. Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
14.1 km from Winchester Square
8.4 out of 10, Very good, (937 reviews)
"It was a good family hotel."
United States
Shaleen
The price is €118
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Westfield
A multi-story hotel with a modern facade, large windows, and a well-lit entrance.

20. Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
5.2 km from Winchester Square
8.4 out of 10, Very good, (943 reviews)
"Great place to stay with friendly staff! Would stay there again."
United States
Ratthaphong
The price is €104
includes taxes & fees
6 Dec - 7 Dec
Candlewood Suites West Springfield by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare popular hotels close to Winchester Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
An indoor swimming pool with clear blue water, surrounded by a tiled floor, and equipped with safety railings.
Holiday Inn Express Springfield Downtown by IHG
2.5 star property
9.0
Wonderful
1,344 reviews
View
A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.
MGM Springfield
4.0 star property
9.0
Wonderful
1,551 reviews
View
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.
Hampton Inn & Suites Springfield/Downtown
2.5 star property
8.6
Excellent
1,002 reviews
View
An indoor swimming pool with tiled flooring, metal railings, and multiple seating areas with chairs and tables.
Hilton Garden Inn-Springfield, MA
3.0 star property
8.6
Excellent
1,001 reviews
View
A multi-story hotel with a prominent 'La Quinta' sign, featuring a symmetrical facade with evenly spaced windows and a central entrance.
La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
8.0
Very good
1,257 reviews
View

Top Winchester Square Hotel Reviews

Hampton Inn West Springfield

Hampton Inn West Springfield

8/10 Good
"Rose was very accommodating in the breakfast room when food was running out because there were so many people that came almost all at once. However, the eggs – cheese omelette – were rushed out and they were cold, but otherwise the staff was very nice friendly, including the front desk person."
Karen 2-night trip
Posted 9 hours ago
Hampton Inn West Springfield

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.
See properties

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.