Family Hotels & Resorts in Winchester from AU$140

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Check availability on Winchester Family Hotels

Our top choices for Winchester family-friendly hotels

Lobby
citizenM Boston Back Bay

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (2123)
"Great stay "
United States
Alexander
The price is AU$177
includes taxes & fees
3 Jan - 4 Jan 2026
citizenM Boston Back Bay
Standard Room, 1 Queen Bed
Found Hotel Boston Common

Found Hotel Boston Common

Found Hotel Boston Common
2.5 star property
Bay Village
8.2 out of 10, Very good, (1265)
"I always like staying here "
United States
Sonia
The price is AU$173
includes taxes & fees
11 Jan - 12 Jan 2026
Found Hotel Boston Common
Exterior detail
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (3893)
"Great for a short stay option. We stayed 2 days and it was perfect for our needs. "
United States
Rocco
The price is AU$140
includes taxes & fees
25 Dec - 26 Dec
Copley Square Hotel, a FOUND Hotel
Lobby
Hilton Boston Park Plaza

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very good, (3113)
"Great stay! "
United States
Charles
The price is AU$257
includes taxes & fees
3 Jan - 4 Jan 2026
Hilton Boston Park Plaza
Lobby sitting area
Midtown Hotel

Midtown Hotel

Midtown Hotel
2.0 star property
Back Bay
7.4 out of 10, Good, (1013)
"Ill stay there every time that I go to Boston "
United States
James
The price is AU$182
includes taxes & fees
21 Dec - 22 Dec
Midtown Hotel
Property entrance
Copley House

Copley House

Copley House
3.0 star property
Back Bay
9.0 out of 10, Wonderful, (1935)
"Fantastic place to stay and visit Boston."
United States
Poorvajan
Copley House
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers
The Verb Hotel

The Verb Hotel

The Verb Hotel
3.5 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (1959)
"Breakfast very limited, but otherwise nice place to stay."
United States
Gemma
The price is AU$226
includes taxes & fees
12 Jan - 13 Jan 2026
The Verb Hotel
Bar (on property)
Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District
9.4 out of 10, Exceptional, (2218)
"Very nice hotel and great location"
United States
Ann
The price is AU$231
includes taxes & fees
9 Jan - 10 Jan 2026
Hyatt Place Boston/Seaport District
Exterior
Seaport Hotel Boston

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District
9.6 out of 10, Exceptional, (3819)
"Great weekend stay!"
United States
Amanda
The price is AU$348
includes taxes & fees
3 Jan - 4 Jan 2026
Seaport Hotel Boston
Lobby
The Westin Boston Seaport District

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2322)
"Nice hotel and great location."
United States
James Earl
The price is AU$251
includes taxes & fees
22 Dec - 23 Dec
The Westin Boston Seaport District
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

Top Winchester Hotel Reviews

The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"We had a nice stay at this place, check in is a breeze, everyone is very nice. The bed is comfy, the room is nice and clean. The location is really good too, Macy’s is across the street, walking distance to Boston common and Faneuil Hall Market place, and North end. We will difinitely stay here again. "
Leonora 2-night trip
Posted 22 hours ago
The Godfrey Hotel Boston

Frequently asked questions

What's Winchester like for family-friendly holidays?
The destination of Winchester is a good option if you've been considering a getaway with the children. The lake views, football matches and wildlife are just a few things that make this an attractive holiday destination for families. Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is the closest airport, or Boston, MA (BNH-Boston Harbor Seaplane Base), which is located 8.4 mi (13.5 km) from the city centre.
When's the best time to book a family-friendly holiday in Winchester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 13 cm of snowfall.
What's there to see and do with your family in Winchester?
Winter Pond and Fenway Park are interesting attractions that you and your family may enjoy exploring while you are staying in Winchester. Make sure that you have plenty of time to take in activities in the area such as Harvard Square, TD Garden and Copley Square.
What's the best way for us to get around Winchester?
To explore the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station. Winchester may not have many public transport choices, so consider renting a car to explore more.

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