A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Search Family-Friendly Hotels in Chatham

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chatham Family-Friendly Hotels

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

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.
A living room with wicker furniture, a fireplace, and a staircase.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

1. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
  • Beach holiday bliss for kids and adults with complimentary bicycles, pool loungers, and family-friendly outdoor activities.
₹16,130
₹22,586 total
includes taxes & fees
2 Nov - 3 Nov
Chatham Wayside Inn
A playground with two slides and a climbing structure.
A circular wooden structure with illuminated edges in a garden setting.
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.

2. 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.
₹22,814
₹26,111 total
includes taxes & fees
25 Oct - 26 Oct
Pleasant Bay Village Resort
A coastal house with a view of the sea and beach.
A coastal view with a beach, boats, and a house with a lawn and lamp post.
A house with a grassy yard and a view of the water.
A room with a view of a grassy area and the sea, featuring a sofa with patterned cushions.

3. The Hawthorne

The Hawthorne
Chatham
₹31,071
₹35,560 total
includes taxes & fees
25 Oct - 26 Oct
The Hawthorne
A swimming pool with lounge chairs and a poolside area.
A modern bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

4. Greyfinch Chatham Inn

Greyfinch Chatham Inn
Chatham
  • Family-friendly Cape Cod retreat offers renovated rooms, seasonal pool, and complimentary bicycles just minutes from the beach.
₹16,010
₹21,795 total
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham Inn
A water play area with a ship-themed slide and a fountain.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A resort with a swimming pool, beach area, and a large building with a dome structure.

5. 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.
₹33,733
₹41,310 total
includes taxes & fees
8 Nov - 9 Nov
Wequassett Resort and Golf Club
A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.
A view from a window with white frames, overlooking a beach area with a house, a blue chair, and a wooden deck.
A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.
A deck with a view of the ocean, a blue umbrella, and a white chair.

6. Chatham Tides

Chatham Tides
South Chatham
₹14,360
₹16,435 total
includes taxes & fees
23 Nov - 24 Nov
Chatham Tides
A balcony with a view of a beach, a table with a vase of flowers, and a chair.
A beachfront property with a patio area, outdoor seating, and a view of the ocean.
A spacious living room with a large window, a ceiling fan, and a glass coffee table with flowers.
A room with large windows overlooking a beach, a table with a bottle and glasses, and a chair.

7. Winstead Beach Resort

Winstead Beach Resort
Harwich Port
₹24,086
₹27,567 total
includes taxes & fees
24 Oct - 25 Oct
Winstead Beach Resort
A beach with clear water, a sandy shore, and houses in the background.
A modern bathroom with a glass shower enclosure, a white sink, and a towel rack.
A staircase with wooden steps and a white wall. There is a white sofa with a geometric pillow in the living area.
A cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.

8. Kingfisher Harwich Port

Kingfisher Harwich Port
Harwich Port
₹22,841
₹26,141 total
includes taxes & fees
24 Oct - 25 Oct
Kingfisher Harwich Port
A two-story house with a front porch, a mailbox, and a well-maintained garden.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.
A hotel room with a bed, a bench, a desk, a microwave, and a television.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

9. Pelham on Earle

Pelham on Earle
West Harwich
₹17,855
₹22,069 total
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.
A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.
A bathroom with a toilet, sink, and shower.

10. Skaket Beach Motel

Skaket Beach Motel
Orleans
₹10,232
₹11,710 total
includes taxes & fees
23 Nov - 24 Nov
Skaket Beach Motel
View all properties

Choose what matters most at family-friendly hotels in Chatham

Pool
Breakfast included
4 stars
All-inclusive
5 stars

Top Chatham Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"We loved the two gentlemen who helped at the check in desk when we arrived - very knowledgeable and helpful!"
Linda 1-night trip
Posted 9 hours ago
Hyannis Travel Inn
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Staff very friendly"
suzanne 3-night trip
Posted 13 hours ago
Bayside Resort Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good
"The rooms are very uniquely decorated which is quite enjoyable. It seems like it was a renovation so some older finishes are still in place, but overall looks great. A/C was a little finicky, may have just been our room. We didn’t go to the pool but it looked cool as well."
Michael 3-night trip
Posted 15 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Quaint smaller property. Room was spacious and bed very comfortable. Had a plug issue and was fixed immediately. Grounds are immaculate. Sat by the fire pit in back area near the pool. Great location a minute away from downtown Chatham."
Kimberly 2-night trip
Posted 23 hours ago
Greyfinch Chatham Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Overall, the hotel and our room were lovely. There was a large event taking place during our stay, and a significant number of younger guests from the event were gathered throughout the public areas. While completely understandable, it did make it difficult for us to enjoy those spaces. Our only real disappointment was breakfast. We needed something quick and were directed to the to-go area, but waited more than 20 minutes for a simple breakfast sandwich. When it was made incorrectly, the interaction felt unnecessarily dismissive and we were made to feel as though the mistake was our fault. A little more customer-service-minded handling would have made a big difference. Aside from that experience, we had a lovely room and enjoyed our stay overall."
Anne 4-night trip
Posted 23 hours ago
Margaritaville Resort Cape Cod
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Wonderful hotel, clean and right on the beach. Will stay they again!"
AGNIESZKA 7-night trip
Posted 2 days ago
Riviera Beach Resort
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Great location, staff was extremely helpful"
N. 1-night trip
Posted 2 days ago
Hyannis Harbor Hotel
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 5 days ago
Chatham Bars Inn
Old Harbor Inn

Old Harbor Inn

10/10 Excellent
"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."
Glenn 2-night trip
Posted 11 days ago
Old Harbor Inn

Frequently asked questions

What's Chatham like for family-friendly holidays?
The destination of Chatham is a great choice if you've been thinking about a holiday with your children. The beaches, baseball matches and seafood restaurants are just some of the things that make this an attractive spot for a family holiday. Arrange a flight into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) from the city centre.
What's the best family accommodation in 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 option for your child-friendly holiday.
When's the best time to book a family-friendly holiday in Chatham?
The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.
What's there to see and do with your family in Chatham?
While you are visiting Chatham, you and the family may want to explore some interesting spots such as Veterans Field, Chase Park and Chatham Drama Guild. Make sure that you have lots of time for activities such as Atwood House Museum and Gallery Antonia.

Explore a world of travel with Expedia