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

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Check availability on Chatham Family-Friendly Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 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 garden with a pergola structure, a pathway, and a seating area.
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.

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.
฿6,010
฿8,339 total
includes taxes & fees
29 Oct - 30 Oct
Chatham Wayside Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A covered porch with a lattice design, a stone pathway, and a view of a garden.
A dining area with a glass table, chairs, and a vase with flowers.
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.

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.
฿8,105
฿9,276 total
includes taxes & fees
6 Oct - 7 Oct
Pleasant Bay Village Resort
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.

3. 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.
฿5,391
฿7,399 total
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham Inn
A beach with people sunbathing and swimming, a rocky shoreline, and houses in the background.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above, and two rolls of toilet paper on the left.
A covered porch with wicker furniture and a red cushion, a brick pathway, and a grassy area with a sign in the background.
A staircase with a wooden finish, a white wall with a teal accent, and a modern light fixture.

4. Surfside Inn Chatham

Surfside Inn Chatham
Chatham
฿7,886
฿9,026 total
includes taxes & fees
6 Oct - 7 Oct
Surfside Inn Chatham
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 coastal house with a deck, outdoor seating, and a view of the sea.
A deck with a view of the ocean, a blue umbrella, and a white chair.

5. Chatham Tides

Chatham Tides
South Chatham
฿6,826
฿7,812 total
includes taxes & fees
2 Nov - 3 Nov
Chatham Tides
A water play area with a ship-themed slide and a fountain.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A dining area with tables set for two, overlooking a body of water with a sailboat.

6. 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.
฿13,581
฿16,632 total
includes taxes & fees
18 Oct - 19 Oct
Wequassett Resort and Golf Club
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A traditional fireplace with a clock above it, surrounded by various decorative items and a modern refrigerator.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".

7. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
฿3,322
฿3,802 total
includes taxes & fees
6 Oct - 7 Oct
Olde Tavern Motel And Inn
A balcony with a view of a beach, a table with a vase of flowers, and a chair.
A spacious living room with a large window, a ceiling fan, and a glass coffee table with flowers.
A beachfront property with a patio area, outdoor seating, and a view of the ocean.
Two blue Adirondack chairs facing a sunset over a beach with a fence and vegetation in the foreground.

8. Winstead Beach Resort

Winstead Beach Resort
Harwich Port
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 spacious living area with a wooden floor, a sofa, a striped armchair, and a coffee table with a plant. There is a fireplace and a door leading to another room.

9. Kingfisher Harwich Port

Kingfisher Harwich Port
Harwich Port
฿7,706
฿8,820 total
includes taxes & fees
6 Oct - 7 Oct
Kingfisher Harwich Port
A garden area with a welcome sign, outdoor seating, and a blue umbrella.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.
A bathroom with a shower curtain, a bathtub, and a tiled wall with a marble-like pattern.
A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

10. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
Orleans
฿3,507
฿4,013 total
includes taxes & fees
7 Oct - 8 Oct
Rodeway Inn Orleans - Cape Cod
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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Beautiful resort with great rooms and water views. Indoor & outdoor pool is a plus and breakfast was amazing."
Eric 1-night trip
Posted 1 hour ago
Red Jacket Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some part of the property for hotel guests to enjoy while accommodating a private party."
Melissa 2-night trip
Posted 1 hour ago
Uncommoner Hotel by Reverie Boutique Collection
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Amazing location, clean property and great amenities."
Maria 1-night trip
Posted 5 hours ago
Bayside Resort Hotel
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Great property and excellent location!"
Brian 2-night trip
Posted 21 hours ago
Riviera Beach Resort
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Tracy 3-night trip
Posted 1 day ago
Hyannis Travel Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"It was a nice place to stay."
Norine 2-night trip
Posted 1 day ago
Margaritaville Resort Cape Cod
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Perfect location. Straight up honesty, it’s not a resort or a newly appointed hotel, but the location is perfect for walking in to town and the rooms are clean and quiet. Compared to other Cape hotels, this is unbeatable for price, quality and location."
Jacob 2-night trip
Posted 2 days ago
Greyfinch Chatham Inn
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Accommodation was clean, basic but quite acceptable."
Wendy 7-night trip
Posted 2 days ago
Cape Sands 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.

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