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

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Check availability on Sterling Family-Friendly Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Sterling family-friendly hotels

A room with a fireplace, a large mirror, and a window with a view of the outside.
A spacious living room with a staircase, a chandelier, a console table with decorative items, and a large abstract painting on the wall.
A spacious hallway with large windows, chandeliers, and classic furniture.
A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.

1. Chocksett Inn and Restaurant

Chocksett Inn and Restaurant
Sterling
  • Family-friendly getaway with comfy rooms and convenient dining just minutes from Davis' Farmland & Mega Maze.
฿5,336
฿5,960 total
includes taxes & fees
6 Oct - 7 Oct
Chocksett Inn and Restaurant
A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.
A modern living room with two sofas, a coffee table, and a dining area with chairs and a table.
A small, enclosed shower area with a white tiled wall, a handheld showerhead, a small shelf, and a white seat.
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.

2. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
฿5,339
฿5,963 total
includes taxes & fees
1 Nov - 2 Nov
Doubletree by Hilton Hotel Leominster
A patio area with outdoor seating and a grill, surrounded by stone walls and small plants.
A spacious lobby with a curved sofa, two armchairs, a glass coffee table, and a stone fireplace.
An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and large windows offering views of the outside.
A buffet area with various food options, including patties and a salad.

3. Homewood Suites by Hilton Marlborough

Homewood Suites by Hilton Marlborough
Berlin
฿4,250
฿4,748 total
includes taxes & fees
1 Nov - 2 Nov
Homewood Suites by Hilton Marlborough
A modern dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows providing natural light.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.
A hotel room with two beds, a nightstand with a phone and a clock, and a headboard with built-in lighting.
A modern office space with a desk, chair, and a large flat-screen TV mounted on the wall.

4. Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
฿3,765
฿4,206 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
A modern kitchen with a buffet setup, including a stove, food display, and various appliances.
A swimming pool with a lifeguard chair, chairs around the pool, and a sign warning of no lifeguard on duty.
A hotel reception area with a reception desk, a waiting area with green chairs, and a glass door entrance.
A hotel entrance with a covered walkway, brick facade, and a sign reading "SpringHill Suites."

5. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
฿6,172
฿6,524 total
includes taxes & fees
11 Oct - 12 Oct
SpringHill Suites by Marriott Boston Devens Common Center
A multi-story hotel with a prominent "Hyatt Place" sign, a covered entrance, and a parking lot.
An outdoor seating area with brick walls, yellow flowering plants, and modern furniture.
A modern lounge area with leather sofas, round tables, and a bar with a Starbucks sign.
A modern lounge area with leather sofas, armchairs, and a coffee table. Large windows offer a view of the cityscape.

6. Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center
Marlborough
  • Family-friendly adventure awaits at this vibrant Marlborough hotel with indoor pool, free activities, and entertainment just steps away.
฿4,228
฿4,723 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Marlborough/Apex Center
A row of brightly colored claw machines in a room with a bowling lane in the foreground.
A modern building with a patio area featuring outdoor seating, a fire pit, and a small water feature.
A modern living room with a fireplace, grey sofas, and a coffee table with planters.
A modern restaurant with a central bar, wooden paneling, and a high ceiling with skylights.

7. Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough
Marlborough
  • Splash and play near Apex Entertainment, with an indoor pool, arcade, and family-focused amenities for an action-packed adventure.
฿4,651
฿5,195 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Boston Marlborough
A bathroom with a shower, a sink, a mirror, and a handrail.
A motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.
A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.
A bathroom with a toilet, grab bars, and a towel rack with towels.

8. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
฿2,879
฿3,283 total
includes taxes & fees
1 Nov - 2 Nov
Motel 6 Leominster, MA
A modern lobby with a stone fireplace, blue seating, and a view of parked cars outside.
A modern indoor pool area with a geometric ceiling design, surrounded by seating areas with tables and chairs.
A Fairfield Inn & Suites Marriott hotel with a modern design, featuring a prominent entrance and a parking lot.
A vending machine area with various snacks and beverages.

9. Fairfield Inn & Suites Boston Marlborough/Apex Center

Fairfield Inn & Suites Boston Marlborough/Apex Center
Marlborough
฿4,850
฿5,418 total
includes taxes & fees
29 Oct - 30 Oct
Fairfield Inn & Suites Boston Marlborough/Apex Center
A water play area with children and adults.
A hotel with a prominent sign reading "Great Wolf Lodge."
A rustic interior with wooden tables, a barrel, and a wall displaying colorful items.
A group of people engaged in a craft activity at a table with various colored markers and papers.

10. Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA
Fitchburg
  • Resort offers family entertainment with complimentary water park, multiple pools, and kids' activities.
฿6,276
฿7,010 total
includes taxes & fees
5 Oct - 6 Oct
Great Wolf Lodge Boston / Fitchburg, MA
View all properties

Choose what matters most at family-friendly hotels in Sterling

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Sterling Hotel Reviews

Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

8/10 Good
"Very helpful staff and a reasonable price."
Patricia 1-night trip
Posted 2 hours ago
Red Roof Inn PLUS+ Boston - Framingham
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent
"Room was clean, and updated. Staff was friendly. Very pleasant stay. Would stay again."
Stacey 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Boston - Westborough
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

10/10 Excellent
"One of my and my children’s favorite hotels! Right from Check in with Sophie to check out they staff was excellent and answered any issue with a smile!"
marcus 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton Boston Marlborough
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

10/10 Excellent
"For an inexpensive hotel, it was very clean. Staff were very friendly."
Toby 1-night trip
Posted 3 hours ago
Comfort Inn Auburn - Worcester
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

8/10 Good
"Super fun, modern and funky decor all around! I wish it came with a complimentary breakfast though! I was also pretty disappointed with access to public transportation. When I booked I was under the understanding that they had a free shuttle either to the airport or to the commuter rail station, but they had neither. This meant we had to spend approx $15/day taking an Uber to the commuter rail and then ride that in. Definitely more than we had budgeted for!"
Elizabeth 3-night trip
Posted 7 hours ago
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

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.

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