A wooden building with a sloped roof, stone benches, and statues.

Family friendly Hotels in Brewster, Massachusetts

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Check availability on Brewster Family friendly Hotels

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Brewster family-friendly hotels

A beach scene with three children running.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.
A rooftop bar with outdoor seating and a view of the water.

1. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
  • Vacation paradise comes to life at this luxurious beachfront hotel with five swimming pools and endless family adventures.
P10,743
P15,876 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
Three children playing in shallow water on a beach.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
A golf course with sand bunkers, trees, and a clear blue sky.

2. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
P7,940
P11,955 total
includes taxes & fees
Nov 1 - Nov 2
The Villages at Ocean Edge
A playground with two blue slides and a climbing structure.
A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.
A building with a flag, a sign, and a pathway lined with flowers.
A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.

3. Brewster Green Resort

Brewster Green Resort
Brewster
P12,329
P14,111 total
includes taxes & fees
Oct 19 - Oct 20
Brewster Green Resort
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A bathroom with a toilet, sink, and shower.
A covered patio with a round table and four chairs.
A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

4. Skaket Beach Motel

Skaket Beach Motel
Orleans
P8,132
P9,307 total
includes taxes & fees
Oct 12 - Oct 13
Skaket Beach Motel
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.
A traditional fireplace with a clock above it, surrounded by various decorative items and a modern refrigerator.
A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.

5. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
P6,193
P7,087 total
includes taxes & fees
Oct 7 - Oct 8
Olde Tavern Motel And Inn
A group of people seated around a stone fire pit on a lawn, with a house in the background.
A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.
A cozy living room with a striped sofa, a small white table, and a round side table with flowers.
A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.

6. Sesuit Harbor House

Sesuit Harbor House
Dennis
P16,754
P19,175 total
includes taxes & fees
Oct 7 - Oct 8
Sesuit Harbor House
A garden area with a welcome sign, outdoor seating, and a blue umbrella.
A bathroom with a shower curtain, a bathtub, and a tiled wall with a marble-like pattern.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.

7. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
Orleans
P6,536
P7,481 total
includes taxes & fees
Oct 8 - Oct 9
Rodeway Inn Orleans - Cape Cod
Children's play area - outdoor
A bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.
A covered porch with a lattice design, a stone pathway, and a view of a garden.
A circular wooden structure with illuminated edges in a garden setting.

8. Pleasant Bay Village Resort

Pleasant Bay Village Resort
Chatham
  • Family adventures await at this coastal resort, complete with outdoor pool, playground, and a serene garden setting.
P15,106
P17,289 total
includes taxes & fees
Oct 7 - Oct 8
Pleasant Bay Village Resort
A water play area with a ship-themed slide and a fountain.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

9. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Resort paradise with seasonal outdoor pool, kids' club, and playground makes family memories on a private beach.
P25,315
P31,001 total
includes taxes & fees
Oct 18 - Oct 19
Wequassett Resort and Golf Club
Four arcade gaming machines with colorful screens and joysticks.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.
A miniature golf course with two holes, a small pond, and a wooden bridge.
A hotel room with two beds, a desk, a television, and a window with curtains.

10. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
P6,818
P7,803 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Hill Inn & Suites
View all properties

Choose what matters most at family-friendly hotels in Brewster

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top Brewster Hotel Reviews

The Mansion at Ocean Edge

The Mansion at Ocean Edge

10/10 Excellent
"Very nice to have wished us a Happy Anniversary with wine and cheesecake! Great place! Been several times!"
Heidi 1-night trip
Posted 11 days ago
The Mansion at Ocean Edge
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

10/10 Excellent
"Exceeded expectations lots of small details and thoughtful extras for their guest."
Emma 1-night trip
Posted 3 weeks ago
Candleberry Inn on Cape Cod

Frequently asked questions

What's Brewster like for family-friendly vacations?
You might want to consider the relaxing destination of Brewster if you've been thinking about a trip for the whole family. The biking trails, whale watching, and horseback riding are just a few things that make this an attractive vacation spot for families. Take to the air and fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 12.3 mi (19.8 km) from the city center.
What's the best hotel when traveling with kids to Brewster?
The Mansion at Ocean Edge is a hotel with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Brewster?
The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Brewster is 51 inches.
What's there to see and do with your family in Brewster?
While you and your family are staying in Brewster, you might want to visit some family-friendly attractions such as Rail Trail Bike Shop, Brewster Ladies' Library, and Stony Brook Grist Mill and Museum. Make sure you have lots of time for activities like Sydenstricker Glass Galleries and Cape Rep Theatre.

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