Winchester Square Tours

Plan a trip to see Winchester Square

Price found within the past 48 hours. Click for updated prices.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Price was NT$16,470, price is now NT$13,104 per person
NT$13,104
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.6/10 Good! (456 reviews)
I have to deduct a few stars because the cleaning service people left the door open while we were out for the day. They came in and took used towels away and left the door open. Luckily I told my wife to take all our valuables when we left for the day.

Reviewed on 2025/8/28

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
Save 100% on your flight
Price was NT$26,243, price is now NT$18,652 per person
NT$18,652
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.8/10 Good! (71 reviews)
Great location! Pleasantly surprising hotel. Very clean, great staff, nice pool, areas to sir outside with nice views. I’d stay here again.

Reviewed on 2025/8/27

Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was NT$17,461, price is now NT$13,940 per person
NT$13,940
per person
Oct 1 - Oct 6
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.8/10 Good! (779 reviews)
We stayed in a "cottage" which was direct access from the car, which I love. There was a small fridge and micro, but not a kitchenette, which I had been hoping for. 2 Queen beds, a desk & chair, and a decent sized tv. NETFLIX was included and I enjoyed and appreciated that. Indoor and outdoor pools. I had intended to use the outdoor one, but the weather turned cool due to an offshore hurricane. The pool was lit up at night with beautiful colors. I am returning in acouple of weeks with my brother and intend to use it then. All of the staff were very personable, too.

Reviewed on 2025/8/27

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
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street, Springfield, MA
Holiday Inn Express Springfield Downtown by IHG
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

2.5 out of 5
851 East Columbus Ave, Springfield, MA
Hampton Inn & Suites Springfield/Downtown
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

3 out of 5
800 Hall of Fame Avenue, Springfield, MA
Hilton Garden Inn-Springfield, MA
Marriott Springfield Downtown

Marriott Springfield Downtown

3.5 out of 5
2 Boland Way, Springfield, MA
Marriott Springfield Downtown
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Quality Inn West Springfield
Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western

2.5 out of 5
21 Baldwin Street, West Springfield, MA
Baldwin Inn & Suites, SureStay Collection by Best Western
Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

3 out of 5
885 Riverdale Street, West Springfield, MA
Courtyard by Marriott West Springfield
See all 852 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.

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