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Check availability on Sterling Family-Friendly Hotels

Our top choices for Sterling family-friendly hotels

Hallway
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
3.5 star property
Sterling
8.6 out of 10, Excellent, (144)
"Fine for an overnight stay. Seems to be one of the better options in the area. Room clean and spacious. "
United States
Ayah
The price is Rp2.646.714
Rp2.956.330 total
includes taxes & fees
15 Dec - 16 Dec
Chocksett Inn and Restaurant
Breakfast and dinner served
Hilton Garden Inn Boston/Marlborough

Hilton Garden Inn Boston/Marlborough

Hilton Garden Inn Boston/Marlborough
3.0 star property
Marlborough
9.2 out of 10, Wonderful, (1002)
"The room was clean, the shower was lovely. The bed kind of smelled a bit- but not too bad"
United States
kristen
The price is Rp1.467.488
Rp1.639.184 total
includes taxes & fees
20 Dec - 21 Dec
Hilton Garden Inn Boston/Marlborough
Property amenity
Best Western Royal Plaza Hotel & Trade Center

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, (1000)
"Nice place to stay: clean and welcoming."
United States
Natallia
The price is Rp1.303.715
Rp1.456.249 total
includes taxes & fees
19 Dec - 20 Dec
Best Western Royal Plaza Hotel & Trade Center
Terrace/patio
Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center
3.0 star property
Marlborough
9.2 out of 10, Wonderful, (1003)
"Spotless room, great check-in with friendly staff "
United States
Melissa
The price is Rp1.681.246
Rp1.877.952 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hyatt Place Marlborough/Apex Center
Lobby
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton
3.5 star property
Natick
8.6 out of 10, Excellent, (1002)
"Hotel was great clean and comfortable."
United States
Wilkin
The price is Rp1.624.317
Rp1.814.363 total
includes taxes & fees
20 Dec - 21 Dec
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
Games room
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough
3.5 star property
Marlborough
9.2 out of 10, Wonderful, (1003)
"We had a great stay ."
United States
Karen
The price is Rp1.771.134
Rp1.978.356 total
includes taxes & fees
28 Dec - 29 Dec
Embassy Suites by Hilton Boston Marlborough
Lobby
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West
2.0 star property
Framingham
6.8 out of 10, (1098)
"Staff was great and courteous"
United States
Julie
The price is Rp1.249.116
Rp1.353.653 total
includes taxes & fees
15 Dec - 16 Dec
Motel 6 Framingham, MA - Boston West
Exterior
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester
2.0 star property
Southborough
7.2 out of 10, Good, (1003)
"Great staff verry warm"
United States
Billy
The price is Rp1.081.824
Rp1.208.333 total
includes taxes & fees
15 Dec - 16 Dec
Red Roof Inn Boston - Southborough/ Worcester
Premium Room, 1 King Bed (Upgraded Bedding & Snack, Smoke Free) | In-room safe, desk, blackout curtains, free WiFi
Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham
2.5 star property
Framingham
7.4 out of 10, Good, (1003)
"Very good stay"
United States
Michael
The price is Rp1.486.488
Rp1.660.406 total
includes taxes & fees
20 Dec - 21 Dec
Red Roof Inn PLUS+ Boston - Framingham
Free daily buffet breakfast
Fairfield Inn Boston Sudbury

Fairfield Inn Boston Sudbury

Fairfield Inn Boston Sudbury
3.0 star property
Sudbury
9.2 out of 10, Wonderful, (792)
"The room was clean and well appointed. The hotel was quiet, close to everything, and the staff was very friendly"
United States
Chris
The price is Rp2.082.415
Rp2.326.057 total
includes taxes & fees
3 Jan - 4 Jan 2026
Fairfield Inn Boston Sudbury
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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Top Sterling Hotel Reviews

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"The hotel accommodations are very nice, starting with check in. The people at the front desk were kind, professional, and hospitable. My room was clean, roomy and filled with all of the things I needed to make my stay comfortable and pleasant."
Walker 1-night trip
Posted 5 days ago
Doubletree by Hilton Hotel Leominster

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 Davis' Farmland & Mega Maze, The Mall at Whitney Field and Wachusett Mountain Ski Area. Make sure that you have lots of time for activities such as Great Wolf Lodge Waterpark and Solomon Pond Mall.