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
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 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.
AED 584
AED 652 total
includes taxes & fees
25 Oct - 26 Oct
Chocksett Inn and Restaurant
A modern kitchen with a large island, white cabinets, and a dining area with a wooden table and chairs.
A single-story house with a front porch, a staircase leading to the entrance, and a garage in the background.
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a marble island with a sink.
A modern living room with a white sofa, a flat-screen TV, and a large window with a view of the outside.

2. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
AED 1,041
AED 2,579 total
includes taxes & fees
26 Oct - 27 Oct
Entire home in Sterling, Massachusetts, United States
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.
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.

3. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
AED 494
AED 552 total
includes taxes & fees
15 Nov - 16 Nov
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 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.

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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson
AED 387
AED 432 total
includes taxes & fees
25 Oct - 26 Oct
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 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.
A hotel with a modern design, featuring a prominent American flag, a covered entrance, and a stone facade.

5. Homewood Suites by Hilton Marlborough

Homewood Suites by Hilton Marlborough
Berlin
AED 475
AED 530 total
includes taxes & fees
15 Nov - 16 Nov
Homewood Suites by Hilton Marlborough
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 with a prominent '6' sign, a balcony, and a 'Welcome' entrance.
A bathroom with a toilet, grab bars, and a towel rack with towels.

6. Motel 6 Leominster, MA

Motel 6 Leominster, MA
Leominster
AED 349
AED 397 total
includes taxes & fees
1 Nov - 2 Nov
Motel 6 Leominster, MA
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 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.

7. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
AED 611
AED 646 total
includes taxes & fees
22 Nov - 23 Nov
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 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.
AED 455
AED 508 total
includes taxes & fees
13 Nov - 14 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 modern living room with a stone fireplace, comfortable seating, a flat-screen TV, and a large window.

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 Center for active travelers.
AED 466
AED 521 total
includes taxes & fees
15 Nov - 16 Nov
Residence Inn by Marriott Boston Marlborough
A spacious lobby with a fireplace, a red armchair, and a reception desk.
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.
A hotel room with a large window, a round table, and four patterned chairs.

10. Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common
Harvard
AED 606
AED 640 total
includes taxes & fees
20 Nov - 21 Nov
Hilton Garden Inn Devens Common
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

enVision Hotel Worcester Downtown

enVision Hotel Worcester Downtown

10/10 Excellent
"The room was very nice and clean, the staff was very helpful and friendly, and the location was convenient. I will definitely stay there again the next time I'm in Worcester."
Jason 1-night trip
Posted 2 hours ago
enVision Hotel Worcester Downtown
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Super volvería una y otra ves"
Marangeli 1-night trip
Posted 9 hours ago
Great Wolf Lodge Boston / Fitchburg, MA
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 3 days 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.