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
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chatham family-friendly hotels

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 modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.
A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

1. 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.
€234
includes taxes & fees
27 Sept - 28 Sept
Greyfinch Chatham Inn
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.
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.

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
  • Beach holiday bliss for kids and adults with complimentary bicycles, pool loungers, and family-friendly outdoor activities.
€390
includes taxes & fees
30 Aug - 31 Aug
Chatham Wayside Inn
A beach with people sunbathing and swimming, a rocky shoreline, and houses in the background.
A staircase with a wooden finish, a white wall with a teal accent, and a modern light fixture.
A covered porch with wicker furniture and a red cushion, a brick pathway, and a grassy area with a sign in the background.
A dining area with a round table and white chairs, a staircase, and a blue accent wall.

3. Surfside Inn Chatham

Surfside Inn Chatham
Chatham
€246
includes taxes & fees
8 Sept - 9 Sept
Surfside Inn Chatham
A spacious living area with a large window, a wooden ceiling, a television, and a sofa.
A kitchen with wooden cabinets, a granite countertop, a sink, and a microwave. There are two 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.

4. 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
€447
includes taxes & fees
1 Sept - 2 Sept
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
A kitchen with white cabinets, a dining table with chairs, a grill outside, and a view of trees through the window.
A living room with a grey sofa, beige armchairs, a coffee table, and a patterned rug.
A living room with a fireplace, a sofa, a coffee table, and a lamp.
A two-story house with a sloped roof, a front porch, and a small deck.

5. Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
Chatham
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
A sandy beach with a grassy path leading to the water.
A two-story house with a grey shingle roof, a front porch, and a well-maintained garden with various plants and flowers.
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.

6. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
€671
includes taxes & fees
9 Sept - 10 Sept
Beautiful home near Jacknife Beach and bike trail
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A traditional fireplace with a clock above it, surrounded by various decorative items and a modern refrigerator.
A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.

7. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
€117
includes taxes & fees
1 Sept - 2 Sept
Olde Tavern Motel And Inn
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 cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.
A staircase with wooden steps and a white wall. There is a white sofa with a geometric pillow in the living area.

8. Kingfisher Harwich Port

Kingfisher Harwich Port
Harwich Port
€226
includes taxes & fees
7 Sept - 8 Sept
Kingfisher Harwich Port
A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.
A coastal house with a deck, outdoor seating, and a view of the sea.
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.

9. Chatham Tides

Chatham Tides
South Chatham
€334
includes taxes & fees
27 Sept - 28 Sept
Chatham Tides
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A wooden deck with wicker furniture, a table with a vase of flowers, and a view of the sea.

10. 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.
€755
includes taxes & fees
16 Sept - 17 Sept
Wequassett Resort and Golf Club
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

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Everything the whole place was nice, clean and quiet the breakfast room was well organized and packed I really enjoyed my stay good job from everyone there"
Angelica 3-night trip
Posted less than an hour ago
Holiday Inn Express Hyannis Cape Cod by IHG
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Great amenities, nice bonfire outside every night, great view of the salt marshes, and two beautiful pools. Very appetizing breakfast as well and nice staff. Everything we could have asked for at a great price."
Theodore 4-night trip
Posted 13 hours ago
Bayside Resort Hotel
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Clean room and helpful staff. Would be great to have more of a coffee shop for grab and go items in the villa area"
Laura 1-night trip
Posted 14 hours ago
The Villages at Ocean Edge
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Very clean, staff AWESOME. . Pool immaculate!! Location!!! Bathrooms dated but least of your worries. Best deal on the Cape. Only place I stay when visiting mid Cape!"
Andrew 4-night trip
Posted 16 hours ago
Holiday Hill Inn & Suites
Cape Sands Inn

Cape Sands Inn

8/10 Good
"The hotel is in a great location very convenient. The bed was very comfortable room was clean. The property needs some maintenance.( painting new carpet ) You can see where some of the deck boards have been replaced. The river and marsh behind the hotel is very peaceful and nice to watch the wildlife."
Tracey 3-night trip
Posted 20 hours ago
Cape Sands Inn
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"I would highly recommend this hotel for Its location, amenities and comfortable rooms. It was a nice place"
Susan 2-night trip
Posted 20 hours ago
Hyannis Harbor Hotel
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

8/10 Good
"Petit déjeuner n’importe quoi"
Younes 4-night trip
Posted 2 days ago
The Mariner Resort Cape Cod by The Red Collection
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Clean room and great location"
Sara 3-night trip
Posted 8 days ago
Greyfinch Chatham Inn
Pleasant Bay Village Resort

Pleasant Bay Village Resort

10/10 Excellent
"Thoroughly enjoyed our visit. Perfect weekend in a perfect location. The grounds were beautiful, staff attentive. Rooms were amazing and clean. Even the turn down service was top notch. I will definitely plan another stay!"
Courtney 2-night trip
Posted 3 weeks ago
Pleasant Bay Village Resort

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.