An aerial view of a town surrounded by dense forests, with a mix of residential and commercial buildings, and a prominent church.

Sterling Hotel Guide - Family Friendly Hotels in Sterling, Massachusetts

  • 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 availability on Sterling Family Friendly Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Sterling family-friendly hotels

Fireplace

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (167 reviews)
  • cleanliness
    Family-friendly getaway with comfy rooms and convenient dining just minutes from Davis' Farmland & Mega Maze.
The price is €156
includes taxes & fees
30 Jun - 1 Jul
Chocksett Inn and Restaurant
Free continental breakfast

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester
3.0 star property
Auburn
6.6 out of 10, (439 reviews)
  • cleanliness
    Discover a family-friendly stay with free breakfast, cosy beds, and premium entertainment just minutes from DCU Centre.
The price is €74
includes taxes & fees
5 Jul - 6 Jul
La Quinta Inn by Wyndham Auburn Worcester
Lobby

Fairfield Inn Boston Sudbury

Fairfield Inn Boston Sudbury
3.0 star property
Sudbury
9.2 out of 10, Wonderful, (840 reviews)
  • cleanliness
    Boston family retreat offers complimentary amenities, premium TV channels, and proximity to Callahan State Park for outdoor adventures.
The price is €140
includes taxes & fees
5 Jul - 6 Jul
Fairfield Inn Boston Sudbury
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, (1,005 reviews)
  • cleanliness
    Resort offers family entertainment with complimentary water park, multiple pools, and kids' activities.
The price is €146
includes taxes & fees
12 Jul - 13 Jul
Great Wolf Lodge Boston / Fitchburg, MA
Standard Room, 1 King Bed, Non Smoking

Econo Lodge

Econo Lodge
2.0 star property
Westminster
6.4 out of 10, (317 reviews)
The price is €134
includes taxes & fees
22 Jul - 23 Jul
Econo Lodge
Property amenity

Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center
3.0 star property
Marlborough
8.0 out of 10, Very good, (1,015 reviews)
  • cleanliness
    A splash-filled playground for families with an indoor pool, arcade room, and free activities that create lasting memories together.
The price is €109
includes taxes & fees
2 Jul - 3 Jul
Best Western Royal Plaza Hotel & Trade Center
Lobby

Towneplace Suites by Marriott Framingham

Towneplace Suites by Marriott Framingham
3.0 star property
Framingham
9.2 out of 10, Wonderful, (151 reviews)
The price is €158
includes taxes & fees
2 Jul - 3 Jul
Towneplace Suites by Marriott Framingham
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 €221
includes taxes & fees
29 Jun - 30 Jun
Warren Conference Center and Inn
Standard Double Room, Smoking | Bathroom

Framingham Inn

Framingham Inn
2.5 star property
Framingham
5.6 out of 10, (427 reviews)
  • cleanliness
    Free activities, breakfast, and central location near Framingham Town Common entertain children of all ages.
The price is €100
includes taxes & fees
29 Jun - 30 Jun
Framingham Inn
Smart TV

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (32 reviews)
The price is €448
includes taxes & fees
30 Jun - 1 Jul
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
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

Choose what matters most at family-friendly hotels in Sterling

Breakfast included
Pool

Top Sterling Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Every Thing"
Carlos M 1-night trip
Posted 2 hours ago
Great Wolf Lodge Boston / Fitchburg, MA

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.