Orleans Hotel Guide - Family Friendly Hotels in Orleans, Massachusetts

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Check availability on Orleans Family Friendly Hotels

Top Orleans Family Friendly Hotels

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Terrace/patio

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

4.0 star property
10.0 out of 10, Exceptional, (19)
"We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. "
The price is €2,489
includes taxes & fees
1 Sept - 2 Sept
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Chatham Wayside Inn
Beach nearby

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (535)
"Great hotel"
Chatham Wayside Inn
Chatham 3 Bedroom/2 Bath Retreat
Sun-loungers

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."
Chatham 3 Bedroom/2 Bath Retreat
Greyfinch Chatham Inn
Seasonal outdoor pool, pool loungers

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (235)
"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
Microwave, oven, stovetop, dishwasher

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 €613
includes taxes & fees
25 Aug - 26 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (281)
"Wonderful spot and great attention to detail for guests"
The price is €287
includes taxes & fees
10 Sept - 11 Sept
Pleasant Bay Village Resort
Wequassett Resort and Golf Club
Children’s play area – outdoor

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (229)
"Wow! A great place!"
The price is €1,201
includes taxes & fees
8 Sept - 9 Sept
Wequassett Resort and Golf Club
2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham
Beach nearby

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
Indoor pool, seasonal outdoor pool

Four Points by Sheraton Eastham Cape Cod

3.0 star property
8.2 out of 10, Very good, (828)
"Nice rooms helpful staff nice lobby "
The price is €174
includes taxes & fees
2 Sept - 3 Sept
Four Points by Sheraton Eastham Cape Cod
The Mansion at Ocean Edge
2 indoor pools, 3 outdoor pools, pool loungers

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very good, (1003)
"Amazing stay and location! "
The price is €386
includes taxes & fees
7 Sept - 8 Sept
The Mansion at Ocean Edge
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

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"I’ve stayed here extensively for the last 2 summers. Amazing staff all around and great blast. Highly recommend."
Gregory 2-night trip
Posted 5 hours ago
Bayside Resort Hotel

Frequently asked questions

What's Orleans like for family-friendly holidays?
The destination of Orleans is a great choice if you've been thinking about a holiday with your children. The beaches, swimming spots and football matches 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 centre.
What's the best hotel for a family trip to Orleans?
The Governor Prence Inn is a property with an outdoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Ship's Knees Inn and Nauset House Inn.
How many family-friendly hotels can I expect to find in Orleans?
Expedia has 6 family-friendly hotels and other accommodation options in Orleans.
When's the best time to book a family-friendly holiday in Orleans?
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 Orleans is 1308 mm.
What's there to see and do with your family in Orleans?
While you and your family are staying in Orleans, you may want to visit some family-friendly attractions such as Cape Cod National Seashore, Addison Art Gallery and Academy Playhouse. Make sure that you have lots of time for activities such as Orleans Bowling Center and Chatham Fish Pier.