Book Kid-Friendly Hotels in Stockbridge from $203

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Top Stockbridge Kid Friendly Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183, Stockbridge, MA
$335 nightly
The price is $374 total per night from Nov 5 to Nov 6
$374 total
Nov 5 - Nov 6
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
9.2/10 Wonderful! (83 reviews)
My husband and I thoroughly enjoyed our stay at the Stockbridge Inn. Diane, the owner, greeted us warmly and escorted us to our room. Our accommodations were comfortable, warm and spacious and quiet enough for us to have a good night sleep. Diane was very helpful in recommending other accommodations ...

Reviewed on Oct 12, 2025

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $203 total per night from Nov 23 to Nov 24
$203 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
8.8/10 Excellent! (1,011 reviews)
A Great Weekend
Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not ...

Reviewed on Oct 12, 2025

Opens in a new windowThe Red Lion Inn
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.

Hotels With Pools in Stockbridge

Hotels with Childcare in Stockbridge

The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge, MA
$181 nightly
The price is $203 total per night from Nov 23 to Nov 24
$203 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)

Book a stay at the best kid-friendly hotels in Stockbridge

How much does it cost to stay in a family hotel in Stockbridge?


You can book a stay at a kid-friendly resort in Stockbridge from just $203 per night. Our prices range up $407 per night if you want to enjoy the high life.


How many family-friendly hotels are there in Stockbridge?


With over 1,356 hotels in Stockbridge, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.


What is Travelocity’s cancellation policy for family hotels in Stockbridge?


We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 


What are the best kid-friendly hotels in Stockbridge?


At Travelocity, you can book the best family-friendly Stockbridge hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.


What should I expect in the family-friendly hotels in Stockbridge?


When you book a kid-friendly Stockbridge resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.


How can I find family hotel deals in Stockbridge?


Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Stockbridge with Travelocity. 


When is the cheapest time to go to Stockbridge with your family?


The cheapest time to visit Stockbridge is usually .


When is the best time to go to Stockbridge with your kids?


The most popular months are and are great for booking in at a Stockbridge kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 


Why book a Stockbridge child-friendly hotel with Travelocity?


Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.


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