Winchester Square

Plan a trip to see Winchester Square

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was ￥394,972, price is now ￥301,470 per person
￥301,470
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul 17, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥578,667, price is now ￥365,285 per person
￥365,285
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug 24, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥639,014, price is now ￥427,258 per person
￥427,258
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug 20, 2025

Popular places to visit

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.

Mason Square Branch Springfield City Library

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?

Pendleton Ave. Park

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.

Samuel A. Bolden Park

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.

Gunn Square Park

Magazine Playground

After visiting Magazine Playground, make a plan to see the other sights and activities in Springfield.

Magazine Playground

Thompson Triangle

After visiting Thompson Triangle, make a plan to see the other sights and activities in Springfield.

Thompson Triangle

Best Lodging Options Near Winchester Square

MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
MGM Springfield
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
La Quinta Inn & Suites by Wyndham Springfield MA
Marriott Springfield Downtown

Marriott Springfield Downtown

3.5 out of 5
2 Boland Way, Springfield, MA
Marriott Springfield Downtown
Baldwin Inn & Suites

Baldwin Inn & Suites

2 out of 5
21 Baldwin Street, West Springfield, MA
Baldwin Inn & Suites
Howard Johnson by Wyndham Springfield

Howard Johnson by Wyndham Springfield

2 out of 5
1356 Boston Rd, Springfield, MA
Howard Johnson by Wyndham Springfield
See all 863 properties in Winchester Square
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.