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

Family friendly Hotels in Sterling, Massachusetts

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Check availability on Sterling Family friendly Hotels

Tonight
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
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 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 banquet hall with round tables set for a formal event, featuring chandeliers and table settings.
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.
P10,029
P11,202 total
includes taxes & fees
Nov 2 - Nov 3
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 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
P8,483
P9,476 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 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 coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
P7,774
P8,684 total
includes taxes & fees
Oct 25 - Oct 26
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 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.

4. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
P11,323
P11,969 total
includes taxes & fees
Nov 1 - Nov 2
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.

5. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
P5,992
P6,819 total
includes taxes & fees
Nov 2 - Nov 3
Motel 6 Leominster, MA
A row of brightly colored claw machines in a room with a bowling lane in the foreground.
A modern living room with a fireplace, grey sofas, and a coffee table with planters.
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.

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.
P7,966
P8,898 total
includes taxes & fees
Nov 13 - Nov 14
Embassy Suites by Hilton Boston Marlborough
A spacious lobby with a fireplace, a red armchair, and a reception desk.
A hotel room with a large window, a round table, and four patterned chairs.
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.

7. Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
Harvard
P10,402
P10,995 total
includes taxes & fees
Nov 20 - Nov 21
Hilton Garden Inn Devens Common
A row of arcade machines in a room with a tiled floor and a door on the right.
A modern hotel with a glass facade, a covered entrance, and a flagpole with an American flag.
A spacious indoor area with a central water feature, surrounded by tables and chairs, and large windows offering views of the sky and outside.
An indoor swimming pool area with lounge chairs, a covered seating area, and a view of the pool.

8. 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.
P6,119
P6,835 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Royal Plaza Hotel & Trade 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.
An indoor swimming pool with clear glass walls, a lifeguard station, and a sunlit area with chairs.
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.
P7,758
P8,666 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Marlborough/Apex Center
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 gym with treadmills, elliptical machines, and a stationary bike.
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.
P6,916
P7,725 total
includes taxes & fees
Nov 1 - Nov 2
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

Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

8/10 Good
"Excellent, modest, economical facility that for me was a haven to rest and renew while attending a very engaging conference at Wellesley College"
James 4-night trip
Posted 7 hours ago
Red Roof Inn PLUS+ Boston - Framingham
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

8/10 Good
"The room was Clean. There was no staff to help, the bedding was never changed the trash never emptied. had to go to the main desk to get clean towels. The breakfast was grab-and-go. I would of appreciated a bagel or croissant not everyone like sweet. The only option you had sweet chocolate bar or sweet muffins. Excellent parking."
Ionie 3-night trip
Posted 19 hours ago
Extended Stay America Suites Boston Westborough Computer Dr
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

10/10 Excellent
"Loved it! Amazing decor and so clean"
Paula 2-night trip
Posted 23 hours ago
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
enVision Hotel Worcester Downtown

enVision Hotel Worcester Downtown

10/10 Excellent
"Centrally located , very clean and cost effective . Didn’t like that we were charged for parking in an open lot"
Lisa 1-night trip
Posted 2 days ago
enVision Hotel Worcester Downtown
La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

8/10 Good
"Convenient location. Basic amenities"
Jennifer 3-night trip
Posted 2 days ago
La Quinta Inn by Wyndham Auburn Worcester
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

10/10 Excellent
"The room was clean and spacious Staff was welcoming Breakfast was good"
Yesenia 2-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
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 5 days ago
Great Wolf Lodge Boston / Fitchburg, MA

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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