Find Family Hotels in Orleans, MA

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Top Orleans Family Hotels

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (531)
"Great hotel"
Chatham Wayside Inn

Chatham 3 Bedroom/2 Bath Retreat

9.0 out of 10, Wonderful, (45)
"Pam was an excellent host. The house is in a great location and served as a perfect home base for my group over 4th of July Weekend."
The price is AED 1,837
AED 3,321 total
includes taxes & fees
11 Aug - 12 Aug
Chatham 3 Bedroom/2 Bath Retreat

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

10.0 out of 10, Exceptional, (98)
"Place was amazing! Host was so great and very helpful. Location was fantastic. Can’t wait to come back to Chatham and stay here! "
The price is AED 2,020
AED 3,603 total
includes taxes & fees
12 Aug - 13 Aug
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (232)
"This place was cute, clean and in a very convenient location "
Greyfinch Chatham Inn

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (96)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is AED 1,403
AED 3,092 total
includes taxes & fees
25 Aug - 26 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (277)
"Wonderful spot and great attention to detail for guests"
The price is AED 1,077
AED 1,233 total
includes taxes & fees
1 Sep - 2 Sep
Pleasant Bay Village Resort

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (227)
"An absolute delight, had a wonderful stay, can’t wait to return"
Wequassett Resort and Golf Club

Eastham, Cape Cod - Town Cove Waterfront

9.0 out of 10, Wonderful, (89)
"Great place to stay close to everything, definitely planning to stay there again next summer."
The price is AED 744
AED 1,574 total
includes taxes & fees
10 Aug - 11 Aug
Eastham, Cape Cod - Town Cove Waterfront

2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

10.0 out of 10, Exceptional, (42)
"Couldn't have asked for a better stay and ease of checkin and checkout. We'll be back if in the area again!"
2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

Four Points by Sheraton Eastham Cape Cod

3.0 star property
8.2 out of 10, Very Good, (820)
"Nice rooms helpful staff nice lobby "
The price is AED 683
AED 782 total
includes taxes & fees
1 Sep - 2 Sep
Four Points by Sheraton Eastham Cape Cod
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Orleans Hotel Reviews

Frequently asked questions

What's Orleans like for family-friendly vacations?
The destination of Orleans is a great choice if you've been thinking about a vacation with your kids. The beaches, swimming spots, and baseball games are just some of the things that make this the perfect spot for family trips. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 17.5 mi (28.2 km) from the city center.
How many hotels that welcome families can I expect to find in Orleans?
Expedia has 6 family-friendly hotels and other accommodations in Orleans.
When's the best time to book a family-friendly vacation in Orleans?
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 Orleans is 51 inches.
What's there to see and do with your family in Orleans?
While you and your family are staying in Orleans, you might want to visit some family-friendly attractions such as Cape Cod National Seashore, Addison Art Gallery, and Academy Playhouse. Make sure you have lots of time for activities like Orleans Bowling Center and Chatham Fish Pier.