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
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

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 691
AED 925 total
includes taxes & fees
1 Oct - 2 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 1,310
AED 1,659 total
includes taxes & fees
1 Sep - 2 Sep
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
AED 448
AED 1,879 total
includes taxes & fees
1 Sep - 2 Sep
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

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
AED 1,735
AED 2,272 total
includes taxes & fees
1 Sep - 2 Sep
Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard

6. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
AED 1,286
AED 2,644 total
includes taxes & fees
1 Oct - 2 Oct
Beautiful home near Jacknife Beach and bike trail

7. Spacious 4BR house in perfect Chatham with AC

Spacious 4BR house in perfect Chatham with AC
Chatham
AED 2,225
AED 4,481 total
includes taxes & fees
13 Sep - 14 Sep
Spacious 4BR house in perfect Chatham with AC

8. Chatham Tides

Chatham Tides
South Chatham
AED 1,028
AED 1,177 total
includes taxes & fees
1 Oct - 2 Oct
Chatham Tides

9. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
AED 408
AED 467 total
includes taxes & fees
2 Sep - 3 Sep
Olde Tavern Motel And Inn

10. Kingfisher Harwich Port

Kingfisher Harwich Port
Harwich Port
AED 843
AED 965 total
includes taxes & fees
7 Sep - 8 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

The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"All great"
Anna 5-night trip
Posted 1 hour ago
The Villages at Ocean Edge
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

8/10 Good
"Its a very fun hotel for families. Two pools, miniature golf and a nice buffet breakfast. also close Seagull beach."
Ann 1-night trip
Posted 2 hours ago
The Mariner Resort Cape Cod by The Red Collection
Cape Sands Inn

Cape Sands Inn

8/10 Good
"The staff was very kind to put my key in a lockbox outside the office since I was arriving late. The room was clean. I did notice that I could see the patches on the walls that were fixed under the paint and did not like that, nor did I like the fact that I could see through to outside by the ac unit that. Overall, def worth the price if you need to stay some place on the cape"
Tiarra 1-night trip
Posted 4 hours ago
Cape Sands Inn
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Everything was clean, breakfast great, I loved that I was able to be with my furry child!"
Luisa 2-night trip
Posted 6 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
Pleasant Bay Village Resort

Pleasant Bay Village Resort

10/10 Excellent
"A wonderful place to stay in Chatham. Literally a five minute drive to the pier fish market, Main Street and the beach. Check in was easy and the staff person was very helpful in pointing out places to eat and places to go both in Chatham and nearby Orleans. The room was very clean, spacious and the turn down service was excellent. They have a great pool and hot tub. They also have a koi fish pond that is beautiful. We especially enjoyed the outdoor tables in the courtyards of each area. We were able to bring back lobster rolls from the fish market and enjoy a nice al fresco dinner. We then ran into the cleaning who offered to take our garbage from us, which was so helpful as it prevented us from stinking up the room. I would definitely recommend this resort to anyone staying n Chatham. Well worth it!"
Kimberly 4-night trip
Posted 1 day ago
Pleasant Bay Village Resort
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Clean and convenient"
James 2-night trip
Posted 2 days ago
Freebird Motor Lodge by Reverie Boutique Collection
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Great location! Clean rooms, 2 great pools!"
Michelle Nicole 6-night trip
Posted 2 days ago
Uncommoner Hotel by Reverie Boutique Collection
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Clean room and great location"
Sara 3-night trip
Posted 11 days ago
Greyfinch Chatham Inn

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.