Find Family Hotels in Chatham, MA

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Top Chatham Family Hotels

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (530)
"Quaint, comfortable and very friendly. Also provided an EV charging station in the parking lot. This is really helpful to those of who travel by EV."
ronald
Chatham Wayside Inn

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (232)
"Excellent property! It was very clean, the pool fire pit area was very nice and well maintained. Staff was friendly and helpful too! I will definitely stay again. "
Angie
Greyfinch Chatham Inn

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (276)
"Beautiful grounds and staff that made you feel like
family
! "
Julie
The price is AED 1,434
AED 1,642 total
includes taxes & fees
30 Jul - 31 Jul
Pleasant Bay Village Resort

Chatham 3 Bedroom/2 Bath Retreat

9.0 out of 10, Wonderful, (45)
"Lovely location, roomy for a
family
, well equipped but please spend some time to do maintenance! Clean out closets and work to remove musty odor."
Jane B.
Chatham 3 Bedroom/2 Bath Retreat

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

10.0 out of 10, Exceptional, (98)
"Susan is a very responsive and helpful host. The condo is clean, comfortable and convenient to restaurants, beaches and shopping. We very much enjoyed our stay!"
Colleen S.
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (227)
"Great resort, beautiful grounds and attentive staff.
Great for families
but ensure you book
kids club
ahead of your stay. Rooms could use some updating but are clean. "
Inderdeep
Wequassett Resort and Golf Club

Eastham, Cape Cod - Town Cove Waterfront

9.0 out of 10, Wonderful, (88)
"our stay was short, just two days but the house was a perfect spot for myself, my wife and 2 young children. We used the houses location to explore the cape and take in some cape cod baseball games. The cove behind the house was beautiful to sit and relax during our down time at the house. Overall great stay."
Nick S.
The price is AED 744
AED 1,574 total
includes taxes & fees
10 Aug - 11 Aug
Eastham, Cape Cod - Town Cove Waterfront

Four Points by Sheraton Eastham Cape Cod

3.0 star property
8.2 out of 10, Very Good, (819)
"Bed was terribly uncomfortable, mattress very soft needs to be replaced. Pillow were basically nonexistent. We stacked them, folded them, and tried rolling them up but they were useless. We were on the Cape for a
family
Christmas gathering and had three rooms at this hotel for
family
members. Everyone had the same experience. We were woken during the night several times with doors slamming in the hall outside our room and on with noise from the pool area which sounded like someone in or around...
Ray
The price is AED 779
AED 891 total
includes taxes & fees
24 Aug - 25 Aug
Four Points by Sheraton Eastham Cape Cod

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very Good, (1002)
"Great swimming and Spa"
Katherine
The price is AED 2,066
AED 2,493 total
includes taxes & fees
28 Aug - 29 Aug
The Mansion at Ocean Edge

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (44)
"The location in Brewster was convenient and the neighborhood was quiet. The porch was very nice all day long. As an older person, the room lighting could be improved and more. Backyard was very nice also. Enjoyed our stay as we had our grown children with us and
family
in the area."
Celeste B.
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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.

Top Chatham Hotel Reviews

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. Other good options for your family trip include Greyfinch Chatham Inn and Pleasant Bay Village Resort.
How many family-friendly hotels will I be able to find in Chatham?
Expedia has 9 family-friendly hotels and other accommodations in Chatham.
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 Chatham Fish Pier, Cape Cod National Seashore, and Atwood House Museum. Make sure you have lots of time for activities like Gallery Antonia and Monomoy Theatre.