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

Chatham Hotel Guide - Family Friendly Hotels in Chatham, Massachusetts

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Check availability on Chatham Family Friendly Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A garden with a pergola structure, a pathway, and a seating area.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

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.
€222
includes taxes & fees
1 Nov - 2 Nov
Chatham Wayside Inn
A swimming pool with lounge chairs and a poolside area.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.
A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

2. 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.
€207
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham Inn
A playground with two slides and a climbing structure.
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 circular wooden structure with illuminated edges in a garden setting.
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

3. 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.
€247
includes taxes & fees
13 Oct - 14 Oct
Pleasant Bay Village Resort
A coastal house with a view of the sea and beach.
A room with a view of a grassy area and the sea, featuring a sofa with patterned cushions.
A coastal view with a beach, boats, and a house with a lawn and lamp post.
A set of outdoor brick steps leading to a building with a white balcony.

4. The Hawthorne

The Hawthorne
Chatham
€336
includes taxes & fees
25 Oct - 26 Oct
The Hawthorne
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.
A wooden deck with outdoor furniture, a small playhouse, and a fenced yard.
A laundry room with two washing machines, a shower curtain, and a towel rack.
A single-story house with a grey roof, white trim, and a pink door.

5. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
€464
includes taxes & fees
13 Oct - 14 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A spacious living area with a large window, a wooden ceiling, a television, and a sofa.
A two-story house with a porch, white chairs, and a small table.
A sandy beach with dunes and vegetation.
A residential street with houses, a white fence, and a covered walkway.

6. Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
€469
includes taxes & fees
13 Oct - 14 Oct
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Two children on a surfboard in shallow water with boats in the background.
A lighthouse with a cylindrical tower and a white building with a red roof.
A wooden desk with a laptop, a fan, and a "Relax" sign on the wall.
A beach scene with a white ice cream truck parked near a building with a porch.

7. Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
€502
includes taxes & fees
2 Nov - 3 Nov
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
A sandy beach with a grassy path leading to the water.
A deck with outdoor furniture including a sofa, chairs, and a table.
A modern kitchen with white cabinets, stainless steel appliances, and a window providing natural light.
A modern kitchen with a stainless steel refrigerator, white cabinets, a built-in sink, and a wooden floor.

8. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
€548
includes taxes & fees
1 Nov - 2 Nov
Beautiful home near Jacknife Beach and bike trail
A house with a stone pathway leading to a covered deck area.
A large, multi-story house with a prominent balcony and a well-maintained garden.
A modern house with a stone pathway leading to the entrance, surrounded by lush greenery and a clear sky.
A beachside seating area with chairs and a table, overlooking a calm body of water.

9. Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Chatham
  • Family paradise with beach access, game room, and playground—make lasting memories in this Chatham beachside retreat.
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.
A deck with a view of the ocean, a blue umbrella, and a white chair.
A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.
A view from a window with white frames, overlooking a beach area with a house, a blue chair, and a wooden deck.

10. Chatham Tides

Chatham Tides
South Chatham
€165
includes taxes & fees
10 Nov - 11 Nov
Chatham Tides
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 Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"It was a nice property to stay at the sum of the locks. Didn't work at the door you had coffee in the morning, but no breakfast. Available"
Crystal 1-night trip
Posted 18 hours ago
Hyannis Harbor Hotel
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"The breakfast, the potatos could of been more seasoned"
Valerie 1-night trip
Posted 18 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Great stay for the price. Staff wasn’t very helpful"
Sandra 3-night trip
Posted 19 hours ago
Greyfinch Chatham 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.