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 Hotels

Tonight
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Chatham family-friendly hotels

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.
AED 621
AED 846 total
includes taxes & fees
19 Oct - 20 Oct
Greyfinch Chatham Inn

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
  • Beach vacation bliss for kids and adults with complimentary bicycles, pool loungers, and family-friendly outdoor activities.
AED 988
AED 1,291 total
includes taxes & fees
25 Oct - 26 Oct
Chatham Wayside Inn

3. Surfside Inn Chatham

Surfside Inn Chatham
Chatham
AED 863
AED 988 total
includes taxes & fees
1 Oct - 2 Oct
Surfside Inn Chatham

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

5. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
AED 992
AED 2,241 total
includes taxes & fees
28 Sep - 29 Sep
Beautiful home near Jacknife Beach and bike trail

6. Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
Chatham
AED 3,644
AED 6,890 total
includes taxes & fees
1 Oct - 2 Oct
Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

7. Chatham Tides

Chatham Tides
South Chatham
AED 840
AED 961 total
includes taxes & fees
26 Oct - 27 Oct
Chatham Tides

8. 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.
AED 1,486
AED 1,820 total
includes taxes & fees
19 Oct - 20 Oct
Wequassett Resort and Golf Club

9. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
AED 364
AED 416 total
includes taxes & fees
5 Oct - 6 Oct
Olde Tavern Motel And Inn

10. Kingfisher Harwich Port

Kingfisher Harwich Port
Harwich Port
AED 843
AED 965 total
includes taxes & fees
28 Sep - 29 Sep
Kingfisher Harwich Port
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

Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"This has been our go to on Cape Cod for many, many years. Rooms are clean and well maintained, a/c is great, and doesn’t turn on and off like some places. The sink and mirror is outside the bathroom, so one person can get ready, while another showers. Each room has a mini fridge for food and drinks. Pool and hot tub are wonderful after a long day in the sun. Yummy drinks and flatbreads available at the bar truck. Located in a convenient spot, close to restaurants, shops, and mini golf. Beaches are a short drive away."
Becky 6-night trip
Posted 7 hours ago
Freebird Motor Lodge by Reverie Boutique Collection
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved this place. It was clean, well maintained, beautiful and unique, comfortable, and had so many ways to relax or have fun. The outdoor areas were great from the swimming pool to the Adirondack chairs by the bay. We did eat breakfast at the cafe and feel if they’d use a number system or some sort of way to identify peoples food it would’ve been a much better and efficient experience."
Cathy 4-night trip
Posted 9 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The gentleman on reception was amazing! So helpful! Gave us some good tips for getting to Nantucket and Martha’s Vineyard! He also checked us in early which was great and allowed us to park all day after we checked out! So accommodating!!! The gentleman really made this stay for us! So friendly and helpful! Down to earth guy and chatted to us for ages!"
Hayley 1-night trip
Posted 9 hours ago
Hyannis Travel Inn
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Lovely hotel great location and staff was excellent"
Jayne 1-night trip
Posted 16 hours ago
Hyannis Harbor Hotel
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Great place for our family. We'll be back for sure"
Robin 4-night trip
Posted 19 hours ago
Holiday Hill Inn & Suites
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"This place is so cute! When we first pulled up we were unsure because it looks like an old roadside motel. But it’s quickly apparent that it’s been beautifully updated with fresh paint and hanging plants. The driveway and parking lot are spotless as are the rooms. The decor in the rooms is updated and coastal. The staff was lovely. I would absolutely stay here again!"
Robert 4-night trip
Posted 1 day ago
Greyfinch Chatham Inn
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Very welcoming staff, the manager at the front office greet us in the parking lot and also give me a box of chocolates for my birthday"
Merlin 2-night trip
Posted 1 day ago
Riviera Beach Resort
Pleasant Bay Village Resort

Pleasant Bay Village Resort

10/10 Excellent
"This hotel is absolutely wonderful. The grounds are beautiful. The rooms are spacious, clean, and the bed was so comfortable. One of the best properties I have stayed at in a long time. Just as an aside, Chatham town center is not within walking distance and it is about a five minute car ride."
Anthony 1-night trip
Posted 2 days ago
Pleasant Bay Village Resort

Frequently asked questions

What's Chatham like for family-friendly vacations?
The destination of Chatham is a great choice if you've been thinking about a vacation with your kids. The beaches, baseball games, and seafood restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) from the city center.
What's the best place to stay for a family vacation to 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 choice for your kid-friendly vacation.
When's the best time to book a family-friendly vacation in Chatham?
The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.
What's there to see and do with your family in Chatham?
While you are visiting Chatham, you and the family might want to check out some interesting spots such as Veterans Field, Chase Park, and Chatham Drama Guild. Make sure you have lots of time for activities like Atwood House Museum and Gallery Antonia.