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 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
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 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.
A spacious hallway with large windows, chandeliers, and classic furniture.

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 15 - Oct 16
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 gym with treadmills, a television, and weightlifting equipment.
A small, enclosed shower area with a white tiled wall, a handheld showerhead, a small shelf, and a white seat.

2. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
NT$5,078
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 modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and a towel rack with multiple towels.
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.

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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
NT$3,799
NT$4,243 total
includes taxes & fees
Oct 14 - Oct 15
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 hotel with a modern design, featuring a prominent American flag, a covered entrance, and a stone facade.
A spacious lobby with a curved sofa, two armchairs, a glass coffee table, and a stone fireplace.
A buffet area with various food options, including patties and a salad.

4. Homewood Suites by Hilton Marlborough

Homewood Suites by Hilton Marlborough
Berlin
NT$4,070
NT$4,547 total
includes taxes & fees
Nov 9 - Nov 10
Homewood Suites by Hilton Marlborough
A modern kitchen with a buffet setup, including a stove, food display, and various appliances.
A hotel room with a bed, desk, chair, TV, and a view of the outdoors.
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.

5. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
NT$5,731
NT$6,058 total
includes taxes & fees
Nov 9 - Nov 10
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 restaurant with a central bar, wooden paneling, and a high ceiling with skylights.
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.

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.
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.
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$3,927
NT$4,386 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Marlborough/Apex Center
A bathroom with a shower, a sink, a mirror, and a handrail.
A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.
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 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$3,032
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.
An outdoor patio area with tables and chairs, a brick building with large windows, and a clear blue sky.
A spacious lobby with a fireplace, comfortable seating, and large windows.

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 hotel room with a large bed, a desk with a flat-screen TV, a desk lamp, and a bedside table with a lamp.
A vending area with snacks and drinks, including chips, sodas, and bottled water.
A Hampton Inn hotel building with a modern facade, large windows, and a welcoming entrance.

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$3,500
NT$3,910 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn Boston/Marlborough
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Choose what matters most at family-friendly hotels in Sterling

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Sterling Hotel Reviews

Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

8/10 Good
"Added $10 parking was new and we’ve stayed many times before and never had that add, so I was kind of bummed about that."
Elena 1-night trip
Posted less than an hour ago
Courtyard by Marriott Boston Natick
The Boxboro Regency

The Boxboro Regency

10/10 Excellent
"I like staying there because it is close to my sons when I come to visit. I have stayed there for 5 years now. Staff are excellent. No ice machines working n that was inconvenient."
Linda 3-night trip
Posted less than an hour ago
The Boxboro Regency
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"The facility is great. I was able to get handicapped parking this time which is always a plus. The room was great, very clean. The waterpark was fun. The food was delicious. Specifically at the Fireside restaurant. The staff at the restaurant was fast and efficient. We definitely will be going back."
Barbara 1-night trip
Posted less than an hour ago
Great Wolf Lodge Boston / Fitchburg, MA
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

10/10 Excellent
"The room was clean and spacious and the bed was comfortable. The staff was friendly and the workout room had a nice variety."
Terri 3-night trip
Posted 3 hours ago
Courtyard by Marriott Boston Marlborough
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

8/10 Good
"The hotel staff were pleasant and professional"
Michelle 2-night trip
Posted 5 hours ago
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Monticello Inn Framingham

Monticello Inn Framingham

10/10 Excellent
"I enjoyed my sleep it was 👍"
Richard 1-night trip
Posted 7 hours ago
Monticello Inn Framingham
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent
"Very clean room and smelled very clean. It was very quiet in my room"
Sabrina 2-night trip
Posted 7 hours ago
DoubleTree by Hilton Hotel Boston - Westborough
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

10/10 Excellent
"None"
Alvin 1-night trip
Posted 17 hours ago
Best Western Royal Plaza Hotel & Trade Center
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 2 days ago
Comfort Inn Auburn - Worcester

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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