Sterling historic town center aerial view including Conant Free Public Library, Town Hall and First Church at Town Common, Sterling, Massachusetts MA, USA.

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Check availability on Sterling Family-Friendly Hotels

Our top choices for Sterling family-friendly hotels

Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.8 out of 10, Excellent, (158 reviews)
  • cleanliness
    Family-friendly getaway with comfy rooms and convenient dining just minutes from Davis' Farmland & Mega Maze.
The price is ฿5,235
฿5,847 total
includes taxes & fees
23 Jun - 24 Jun
Chocksett Inn and Restaurant
Lobby

Fairfield Inn Boston Sudbury

Fairfield Inn Boston Sudbury
3.0 star property
Sudbury
9.2 out of 10, Wonderful, (836 reviews)
  • cleanliness
    Boston family retreat offers complimentary amenities, premium TV channels, and proximity to Callahan State Park for outdoor adventures.
The price is ฿4,711
฿5,263 total
includes taxes & fees
14 Jun - 15 Jun
Fairfield Inn Boston Sudbury
Free continental breakfast

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester
3.0 star property
Auburn
6.4 out of 10, (408 reviews)
  • cleanliness
    Discover a family-friendly stay with free breakfast, cosy beds, and premium entertainment just minutes from DCU Centre.
The price is ฿3,102
฿3,465 total
includes taxes & fees
21 Jun - 22 Jun
La Quinta Inn by Wyndham Auburn Worcester
Standard Room, 1 King Bed, Non Smoking | Free WiFi, bed sheets, alarm clocks

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (308 reviews)
The price is ฿4,576
฿5,020 total
includes taxes & fees
18 Jun - 19 Jun
Econo Lodge
Garden

Warren Conference Center and Inn

Warren Conference Center and Inn
3.5 star property
Ashland
9.2 out of 10, Wonderful, (77 reviews)
The price is ฿6,193
฿6,670 total
includes taxes & fees
2 Jul - 3 Jul
Warren Conference Center and Inn
Standard Double Room, Smoking | Bathroom | Towels

Framingham Inn

Framingham Inn
2.5 star property
Framingham
5.6 out of 10, (423 reviews)
  • cleanliness
    Free activities, breakfast, and central location near Framingham Town Common entertain children of all ages.
The price is ฿4,326
฿4,572 total
includes taxes & fees
3 Jul - 4 Jul
Framingham Inn
Water park

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1,013 reviews)
  • cleanliness
    Resort offers family entertainment with complimentary water park, multiple pools, and kids' activities.
The price is ฿5,904
฿6,595 total
includes taxes & fees
6 Jul - 7 Jul
Great Wolf Lodge Boston / Fitchburg, MA
Lobby

Towneplace Suites by Marriott Framingham

Towneplace Suites by Marriott Framingham
3.0 star property
Framingham
9.0 out of 10, Wonderful, (145 reviews)
The price is ฿6,124
฿6,840 total
includes taxes & fees
18 Jun - 19 Jun
Towneplace Suites by Marriott Framingham
Accessible bathroom

Motel 6 Leominster, MA

Motel 6 Leominster, MA
2.0 star property
Leominster
8.2 out of 10, Very good, (1,018 reviews)
The price is ฿4,314
฿4,884 total
includes taxes & fees
23 Jun - 24 Jun
Motel 6 Leominster, MA
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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Choose what matters most at family-friendly hotels in Sterling

Breakfast included
Pool

Top Sterling Hotel Reviews

Monticello Inn Framingham

Monticello Inn Framingham

4/10 Poor
"place needs updating badly, outlets in the room looked like they were in electrical fire previously, bathroom falling apart, building needs reno, some stuff didn't work, ended up leaving same day due to conflict of schedule but also super sub par conditions"
Angelo 1-night trip
Posted 10 hours ago
Monticello Inn Framingham

Frequently asked questions

What's Sterling like for family-friendly holidays?
You may want to consider the relaxing destination of Sterling if you've been thinking about a trip for the whole family. The entertainment, festivals and golf are just a few things that make this an attractive holiday destination for families. Fly into Worcester, MA (ORH-Worcester Regional), which is located 12.9 mi (20.7 km) from the city centre.
What's the best family accommodation in Sterling?
Chocksett Inn and Restaurant is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Sterling?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Sterling are January, November, February and March, with each month seeing an average of 23 cm of snowfall.
What's there to see and do with your family in Sterling?
While you and your family are staying in Sterling, you may want to visit some family-friendly attractions such as The Mall at Whitney Field, Wachusett Mountain Ski Area and Great Wolf Lodge Waterpark. Make sure that you have lots of time for activities such as Solomon Pond Mall and New England Sports Center.