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 Hotels

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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 hallway with large windows, chandeliers, and classic furniture.
A grand chandelier with multiple light fixtures hanging from the ceiling, a large arched window above a set of double doors with an exit sign, and a patterned floor.
A spacious living room with a staircase, a chandelier, a console table with decorative items, and a large abstract painting on the wall.

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.
NT$5,076
NT$5,670 total
includes taxes & fees
Oct 14 - Oct 15
Chocksett Inn and Restaurant
A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.
A small, enclosed shower area with a white tiled wall, a handheld showerhead, a small shelf, and a white seat.
A gym with treadmills, a television, and weightlifting equipment.

2. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
NT$5,079
NT$5,673 total
includes taxes & fees
Nov 1 - Nov 2
Doubletree by Hilton Hotel Leominster
A modern dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows providing natural light.
A hotel room with two beds, a nightstand with a phone and a clock, and a headboard with built-in lighting.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and a towel rack with multiple towels.
A modern office space with a desk, chair, and a large flat-screen TV mounted on the wall.

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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
NT$4,182
NT$4,672 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
A patio area with outdoor seating and a grill, surrounded by stone walls and small plants.
A buffet area with various food options, including patties and a salad.
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.

4. Homewood Suites by Hilton Marlborough

Homewood Suites by Hilton Marlborough
Berlin
NT$4,071
NT$4,547 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Marlborough
A modern kitchen with a buffet setup, including a stove, food display, and various appliances.
A hotel entrance with a covered walkway, brick facade, and a sign reading "SpringHill Suites."
A hotel room with a bed, desk, chair, TV, and a view of the outdoors.
A hotel reception area with a reception desk, a waiting area with green chairs, and a glass door entrance.

5. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
NT$5,672
NT$5,995 total
includes taxes & fees
Oct 18 - Oct 19
SpringHill Suites by Marriott Boston Devens Common 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 restaurant with a central bar, wooden paneling, and a high ceiling with skylights.
A modern living room with a fireplace, grey sofas, and a coffee table with planters.

6. 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.
NT$4,424
NT$4,942 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Boston Marlborough
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, armchairs, and a coffee table. Large windows offer a view of the cityscape.
An indoor swimming pool with clear glass walls, a lifeguard station, and a sunlit area with chairs.

7. 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.
NT$3,959
NT$4,422 total
includes taxes & fees
Nov 8 - Nov 9
Hyatt Place Marlborough/Apex Center
A bathroom with a shower, a sink, a mirror, and a handrail.
A modern hotel room with a large bed, a bedside table, a nightstand, a mirror, and a bathroom with a sink and towel rack.
A bathroom with a toilet, grab bars, and a towel rack with towels.
A motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.

8. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
NT$3,033
NT$3,451 total
includes taxes & fees
Nov 1 - Nov 2
Motel 6 Leominster, MA
A spacious lobby with a fireplace, a red armchair, and a reception desk.
A lobby with a green sofa, two armchairs, a wooden table with a cutting board, and a decorative wall with abstract patterns.
A spacious lobby with a fireplace, comfortable seating, and large windows.
An outdoor patio area with tables and chairs, a brick building with large windows, and a clear blue sky.

9. Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
Harvard
NT$5,400
NT$5,708 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Devens Common
An indoor swimming pool with clear blue water, surrounded by bright yellow and green chairs and tables, and large windows offering a view of the outdoors.
A Hampton Inn hotel building with a modern facade, large windows, and a welcoming entrance.
A hotel room with a large bed, a desk with a flat-screen TV, a desk lamp, and a bedside table with a lamp.
A gym with treadmills, elliptical machines, and a stationary bike.

10. Hampton Inn Boston/Marlborough

Hampton Inn Boston/Marlborough
Marlborough
  • Kids splash in a pristine indoor pool while parents enjoy modern comforts at this well-located hotel with generous amenities.
NT$3,501
NT$3,910 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn Boston/Marlborough
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

Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

10/10 Excellent
"Everything was fantastic very well, maintained clean and nice staff, just need to improve the parking facilities when we arrived there was no parking space due to big trailers/truck parked horizontally and keep 3 and 4 parking space.. hotel management should need to see at the night parking."
Khairul 1-night trip
Posted 1 hour ago
Comfort Inn Auburn - Worcester
The Boxboro Regency

The Boxboro Regency

8/10 Good
"👍"
Fernandito 2-night trip
Posted 6 hours ago
The Boxboro Regency
La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

10/10 Excellent
"This was an unexpected trip booked last minute. The staff were amazing and kind, getting me into my room as soon as they could. The hotel was clean and comfortable making my stay better than I could have imagined."
April 2-night trip
Posted 9 hours ago
La Quinta Inn by Wyndham Auburn Worcester
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

8/10 Good
"All good , clean room not new but good"
Megan 2-night trip
Posted 10 hours ago
Courtyard by Marriott Boston Natick
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Parking"
Thomas 2-night trip
Posted 11 hours ago
Great Wolf Lodge Boston / Fitchburg, MA
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

8/10 Good
"The room was nice and warm check in cookies are delicious. The restaurant/bar in the hotel was nice and the food was good. The only problem we had was the toilet in our room. Hopefully that was fully resolved before the next guest arrives."
Amy 1-night trip
Posted 13 hours ago
DoubleTree by Hilton Hotel Boston - Westborough
Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

8/10 Good
"It was an ok place. The room was a good size and clean but there was a lingering smell of whatever cleaning solution they used. The only sink in the room was too high- they placed a 6” sink and faucet on top of an already high countertop and it was very awkward to use. We could hear sounds from our neighbors outside but we were so tired we slept through the noise. There was ample parking and it was well lighted. Wifi was good and there were plenty of outlets to charge our devices which we appreciated."
Harry 1-night trip
Posted 1 day ago
Red Roof Inn PLUS+ Boston - Framingham
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

10/10 Excellent
"Nice hotel"
Patrick 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Frequently asked questions

What's Sterling like for family-friendly vacations?
You might want to consider the relaxing destination of Sterling if you've been thinking about a trip for the whole family. The entertainment, festivals, and golfing are just a few things that make this an attractive vacation spot for families. Fly into Worcester, MA (ORH-Worcester Regional), which is located 12.9 mi (20.7 km) from the city center.
What's the best accommodation for a family trip to 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 vacation in Sterling?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Sterling are January, November, February, and March, with each month seeing an average of 9 inches of snowfall.
What's there to see and do with your family in Sterling?
While you and your family are staying in Sterling, you might 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 you have lots of time for activities like Solomon Pond Mall and New England Sports Center.

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