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

Find Kid Friendly Hotels in Chatham from S$145

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Check availability on Chatham Family friendly Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
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 living room with wicker furniture, a fireplace, and a staircase.
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.
S$318
includes taxes & fees
29 Oct - 30 Oct
Chatham Wayside Inn
A swimming pool with lounge chairs and a poolside area.
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.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

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.
S$282
includes taxes & fees
1 Nov - 2 Nov
Greyfinch Chatham Inn
Childrenโ€™s play area โ€“ outdoor
A circular wooden structure with illuminated edges in a garden setting.
A covered porch with a lattice design, a stone pathway, and a view of a garden.
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.
S$329
includes taxes & fees
18 Oct - 19 Oct
Pleasant Bay Village Resort
A beach with people sunbathing and swimming, a rocky shoreline, and houses in the background.
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.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above, and two rolls of toilet paper on the left.

4. Surfside Inn Chatham

Surfside Inn Chatham
Chatham
S$344
includes taxes & fees
11 Oct - 12 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 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.
A coastal house with a deck, outdoor seating, and a view of the sea.

5. Chatham Tides

Chatham Tides
South Chatham
S$283
includes taxes & fees
1 Nov - 2 Nov
Chatham Tides
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 dining area with round tables and chairs, floral centerpieces, and decorative wall signs.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

6. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
S$145
includes taxes & fees
7 Oct - 8 Oct
Olde Tavern Motel And 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 balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A dining area with tables set for two, overlooking a body of water with a sailboat.

7. 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.
S$633
includes taxes & fees
18 Oct - 19 Oct
Wequassett Resort and Golf Club
A two-story house with a front porch, a mailbox, and a well-maintained garden.
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.
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.

8. Pelham on Earle

Pelham on Earle
West Harwich
S$299
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
Four arcade gaming machines with colorful screens and joysticks.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A hotel room with two beds, a desk, a television, and a window with curtains.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.

9. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
S$152
includes taxes & fees
8 Oct - 9 Oct
Holiday Hill Inn & Suites
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A bathroom with a toilet, sink, and shower.
A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.
A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

10. Skaket Beach Motel

Skaket Beach Motel
Orleans
S$158
includes taxes & fees
12 Oct - 13 Oct
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"The staff was great and the kids loved the amenities"
Joshua 2-night trip
Posted 2 hours ago
Holiday Hill Inn & Suites
Cape Sands Inn

Cape Sands Inn

8/10 Good
"At this price point, Cape Sands Inn is excellent value. We stayed in room 212, which had a small, but useful balcony that looked out over the garden, barbeque area, and the creek. The room had 2 comfortable queen beds, a large fridge, a coffee maker, and everything worked. I had to ask reception to turn up the hot water, which they did - straight away. I had to learn that it was necessary to run the bath tub tap until the water got hot to get hot water from the sink tap. Once I understood what I had to do, it was easy. The cleaners did a good job, every 2 days. The reception staff were nice and very helpful. It was a very good experience :)"
Simeon 7-night trip
Posted 8 hours ago
Cape Sands Inn
Red Jacket Beach Resort

Red Jacket Beach Resort

8/10 Good
"We enjoy our stay. Staff was friendly, plenty of parking- the beach with chairs, lounges and games was easily accessible. The pool area was very nice."
Marci 2-night trip
Posted 10 hours ago
Red Jacket Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the hotel and canโ€™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 day ago
Uncommoner Hotel by Reverie Boutique Collection
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Great property and excellent location!"
Brian 2-night trip
Posted 2 days 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 2 days ago
Hyannis Travel Inn
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Perfect location. Straight up honesty, itโ€™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 3 days 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 19ยฐC, while the coldest months are February and January, with an average of 3ยฐC. 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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