Book Kid-Friendly Hotels in Pittsfield from $88

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Top Pittsfield Kid Friendly Hotels

Hotel On North
Great for families

Hotel On North

297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is $133 total per night from Nov 29 to Nov 30
$133 total
per night
Nov 29 - Nov 30
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
Opens in a new windowHotel On North
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is $104 total per night from Dec 1 to Dec 2
$104 total
per night
Dec 1 - Dec 2
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the ...
Opens in a new windowBest Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA
The price is $115 total per night from Dec 4 to Dec 5
$115 total
per night
Dec 4 - Dec 5
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn

Berkshire Inn

150 W Housatonic St Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is $92 total per night from Nov 28 to Nov 29
$92 total
per night
Nov 28 - Nov 29
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is provided and the front desk is ...
Opens in a new windowBerkshire Inn
FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
The price is $88 total per night from Nov 5 to Nov 6
$88 total
per night
Nov 5 - Nov 6
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front ...
Opens in a new windowFairBridge Inn Express
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is $133 total per night from Nov 15 to Nov 16
$133 total
per night
Nov 15 - Nov 16
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, ...
Opens in a new windowHilton Garden Inn Lenox Pittsfield
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA
The price is $111 total per night from Nov 5 to Nov 6
$111 total
per night
Nov 5 - Nov 6
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...
Opens in a new windowThe Central Downtown Inn & Suites
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 Pittsfield

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

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


You can book a stay at a kid-friendly resort in Pittsfield from just $88 per night. Our prices range up $133 per night if you want to enjoy the high life.


How many family-friendly hotels are there in Pittsfield?


With over 1,324 hotels in Pittsfield, 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 Pittsfield?


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 Pittsfield?


At Travelocity, you can book the best family-friendly Pittsfield 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 Pittsfield?


When you book a kid-friendly Pittsfield 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 Pittsfield?


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 Pittsfield with Travelocity. 


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


The cheapest time to visit Pittsfield is usually .


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


The most popular months are and are great for booking in at a Pittsfield 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 Pittsfield 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.


Package deals, things to do & more in Pittsfield


Recent Pittsfield Hotel Reviews By Fellow Wanderers