Family friendly Hotels in Chatham, Massachusetts

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Check prices for these dates

Tonight
Nov 15 - Nov 16
Tomorrow
Nov 16 - Nov 17
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Chatham family-friendly hotels

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

1. Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (767 reviews)
  • cleanliness
    Beach vacation bliss for kids and adults with complimentary bicycles, pool loungers, and family-friendly outdoor activities.
The price is P10,132
P14,978 total
includes taxes & fees
Nov 22 - Nov 23
Chatham Wayside Inn
A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

2. Chatham Tides

Chatham Tides
2.5 star property
South Chatham
9.4 out of 10, Exceptional, (808 reviews)
The price is P9,126
P10,444 total
includes taxes & fees
Nov 16 - Nov 17
Chatham Tides
A water play area with a ship-themed slide and a fountain.

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (282 reviews)
  • cleanliness
    Resort paradise with seasonal outdoor pool, kids' club, and playground makes family memories on a private beach.
The price is P20,696
P25,346 total
includes taxes & fees
Nov 28 - Nov 29
Wequassett Resort and Golf Club
A garden area with a welcome sign, outdoor seating, and a blue umbrella.

4. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
Orleans
8.2 out of 10, Very good, (878 reviews)
The price is P7,022
P8,037 total
includes taxes & fees
Nov 17 - Nov 18
Rodeway Inn Orleans - Cape Cod
Three children playing in shallow water on a beach.

5. The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very good, (1,001 reviews)
The price is P5,378
P9,072 total
includes taxes & fees
Nov 18 - Nov 19
The Villages at Ocean Edge
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

6. Skaket Beach Motel

Skaket Beach Motel
2.0 star property
Orleans
9.2 out of 10, Wonderful, (509 reviews)
The price is P8,284
P9,481 total
includes taxes & fees
Nov 16 - Nov 17
Skaket Beach Motel
A two-story house with a front porch, a mailbox, and a well-maintained garden.

7. Pelham on Earle

Pelham on Earle
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (110 reviews)
The price is P9,495
P11,736 total
includes taxes & fees
Dec 4 - Dec 5
Pelham on Earle
A beach scene with three children running.

8. The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Vacation paradise comes to life at this luxurious beachfront hotel with five swimming pools and endless family adventures.
The price is P12,018
P17,401 total
includes taxes & fees
Nov 22 - Nov 23
The Mansion at Ocean Edge
A flagpole with an American flag, a circular flower bed with pink and white flowers, and white Adirondack chairs.

9. A Beach Breeze Inn

A Beach Breeze Inn
2.5 star property
West Harwich
9.6 out of 10, Exceptional, (298 reviews)
The price is P8,221
P9,409 total
includes taxes & fees
Nov 16 - Nov 17
A Beach Breeze Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with multiple windows.

10. Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
Bass River
8.6 out of 10, Excellent, (790 reviews)
  • cleanliness
    Family-friendly fun awaits at this renovated hotel with indoor and outdoor pools, hot tub, and sauna.
The price is P8,475
P10,241 total
includes taxes & fees
Nov 16 - Nov 17
Ambassador Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at family-friendly hotels in Chatham

Pool
Breakfast included

Frequently Asked Questions

What's Chatham like for family-friendly vacations?

The destination of Chatham is a great choice if you've been thinking about a vacation with your kids. The beaches, baseball games, and seafood restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) from the city center.

What's the best place to stay for a family vacation to Chatham?

Chatham Wayside Inn is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Greyfinch Chatham Inn is another good choice for your kid-friendly vacation.

When’s the best time to book a family-friendly vacation in Chatham?

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 Chatham is 54 inches.

What's there to see and do with your family in Chatham?

While you are visiting Chatham, you and the family might want to check out some interesting spots such as Veterans Field, Chase Park, and Chatham Drama Guild. Make sure you have lots of time for activities like Atwood House Museum and Gallery Antonia.