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 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 banquet hall with round tables set for a formal event, featuring chandeliers and table settings.
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.

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$5,152
NT$5,754 total
includes taxes & fees
Oct 20 - Oct 21
Chocksett Inn and Restaurant
A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.
A gym with treadmills, a television, and weightlifting equipment.
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.
A modern living room with two sofas, a coffee table, and a dining area with chairs and a table.

2. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
NT$4,357
NT$4,867 total
includes taxes & fees
Nov 15 - Nov 16
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 office space with a desk, chair, and a large flat-screen TV mounted on the wall.
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.

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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
NT$3,993
NT$4,461 total
includes taxes & fees
Oct 25 - Oct 26
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$4,241
NT$4,738 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 entrance with a covered walkway, brick facade, and a sign reading "SpringHill Suites."
A swimming pool with a lifeguard chair, chairs around the pool, and a sign warning of no lifeguard on duty.
A hotel room with a bed, desk, chair, TV, and a view of the outdoors.

5. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
NT$5,674
NT$5,998 total
includes taxes & fees
Nov 12 - Nov 13
SpringHill Suites by Marriott Boston Devens Common Center
A bathroom with a shower, a sink, a mirror, and a handrail.
A bathroom with a toilet, grab bars, and a towel rack with towels.
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.

6. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
NT$3,078
NT$3,503 total
includes taxes & fees
Nov 1 - Nov 2
Motel 6 Leominster, MA
A row of brightly colored claw machines in a room with a bowling lane in the foreground.
A modern indoor patio with large windows, grey furniture, and a view of the greenery outside.
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.

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.
NT$3,959
NT$4,422 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Boston Marlborough
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 hotel room with a large window, a round table, and four patterned chairs.
A spacious lobby with a fireplace, comfortable seating, and large windows.

8. Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
Harvard
NT$5,481
NT$5,793 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Garden Inn Devens Common
A multi-story hotel with a prominent "Hyatt Place" sign, a covered entrance, and a parking lot.
An indoor swimming pool with clear glass walls, a lifeguard station, and a sunlit area with chairs.
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.

9. 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$3,985
NT$4,452 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Marlborough/Apex Center
A row of arcade machines in a room with a tiled floor and a door on the right.
An indoor swimming pool area with lounge chairs, a covered seating area, and a view of the pool.
A spacious indoor area with a central water feature, surrounded by tables and chairs, and large windows offering views of the sky and outside.
A bar area with wooden bar counter, chairs, and a shelf with bottles.

10. Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center
Marlborough
  • A splash-filled playground for families with an indoor pool, arcade room, and free activities that create lasting memories together.
NT$3,143
NT$3,511 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Royal Plaza Hotel & Trade Center
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

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

10/10 Excellent
"Bueno"
Italia 1-night trip
Posted 7 hours ago
La Quinta Inn by Wyndham Auburn Worcester
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

8/10 Good
"A little outdated and worn in the room. I also don’t like that courtyards do not offer complimentary breakfast when most hotels do."
Jennifer 1-night trip
Posted 9 hours ago
Courtyard by Marriott Boston Natick
Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

10/10 Excellent
"The room was very clean and the staff is super nice. Plenty of parking and by a lot of eats and shopping."
Sierra 11-night trip
Posted 9 hours 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

8/10 Good
"Front desk was friendly and helpful. Bathroom needs updating; shower head sprayed all over and out of the tub. Breakfast was good."
Theresa 3-night trip
Posted 10 hours ago
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

10/10 Excellent
"Staff was delightful. Room was spotless and comfortable. Breakfast was fresh and enjoyable."
Julie 1-night trip
Posted 12 hours ago
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

10/10 Excellent
"Staff was very helpful, great recommendation for dinner."
Deborah 3-night trip
Posted 1 day ago
Courtyard by Marriott Boston Marlborough
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

8/10 Good
"Overall our stay was good and our son loved the trip. Really the only con I can say is that one of the queen beds made a really large noise when moving in the bed to the point you thought it would break. That obviously didn’t happen but it made us slightly concerned. Other than that, it was a great trip!"
Jeremy 3-night trip
Posted 2 days ago
Great Wolf Lodge Boston / Fitchburg, MA
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

8/10 Good
"Everything was good"
Dennis 4-night trip
Posted 2 days ago
Best Western Royal Plaza Hotel & Trade Center
Monticello Inn Framingham

Monticello Inn Framingham

10/10 Excellent
"Very nice"
ABSHIR 3-night trip
Posted 3 days ago
Monticello Inn Framingham

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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