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

Find Kid Friendly Hotels in Sterling from S$138

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Check availability on Sterling Family friendly Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 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.
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.
S$227
includes taxes & fees
15 Oct - 16 Oct
Chocksett Inn and Restaurant
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 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.

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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
S$187
includes taxes & fees
11 Nov - 12 Nov
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.
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.
A hotel with a modern design, featuring a prominent American flag, a covered entrance, and a stone facade.

3. Homewood Suites by Hilton Marlborough

Homewood Suites by Hilton Marlborough
Berlin
S$182
includes taxes & fees
9 Nov - 10 Nov
Homewood Suites by Hilton Marlborough
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.

4. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
S$228
includes taxes & fees
1 Nov - 2 Nov
Doubletree by Hilton Hotel Leominster
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 motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.
A bathroom with a toilet, grab bars, and a towel rack with towels.

5. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
S$138
includes taxes & fees
1 Nov - 2 Nov
Motel 6 Leominster, MA
A modern hotel lobby with a seating area, a bar, and a kitchen.
A compact living space with a bed, sofa, kitchenette, and a TV mounted on the wall.
A modern kitchen with stainless steel appliances, wooden cabinets, and a microwave.
A two-story residential building with a covered parking area and a well-maintained lawn.

6. Residences at Solomon Pond

Residences at Solomon Pond
Marlborough
  • Family-friendly apartments with full kitchens and premium entertainment, just minutes from sports centers and malls.
S$166
includes taxes & fees
14 Oct - 15 Oct
Residences at Solomon Pond
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.

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.
S$176
includes taxes & fees
1 Nov - 2 Nov
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 indoor patio with large windows, grey furniture, and a view of the greenery outside.

8. 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.
S$198
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Boston Marlborough
A spacious lobby with a stone fireplace, seating areas, and a modern design.
A stone fire pit surrounded by wicker chairs in an outdoor patio area.
A compact living space with a kitchenette, a dining area, a sofa, and a TV.
A multi-story hotel with a central building, parking lot, and surrounding trees.

9. Residence Inn by Marriott Boston Marlborough

Residence Inn by Marriott Boston Marlborough
Marlborough
  • Family-friendly suites with indoor pool create a convenient home base near New England Sports Centre for active travellers.
S$175
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Boston Marlborough
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 gym with treadmills, elliptical machines, and a stationary bike.
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 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.
S$157
includes taxes & fees
10 Nov - 11 Nov
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

Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

10/10 Excellent
"None"
Alvin 1-night trip
Posted 2 hours ago
Best Western Royal Plaza Hotel & Trade Center
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"This resort was amazing"
Abderaouf 1-night trip
Posted 4 hours ago
Great Wolf Lodge Boston / Fitchburg, MA
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

8/10 Good
"Stayed for Hockey tournament."
Igor 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Boston - Westborough
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 day ago
Comfort Inn Auburn - Worcester
The Boxboro Regency

The Boxboro Regency

8/10 Good
"👍"
Fernandito 2-night trip
Posted 1 day 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 1 day 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 1 day ago
Courtyard by Marriott Boston Natick

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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