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Find kid-friendly hotels & resorts in Florida, MA from $122

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Top Florida Family Hotels

Our top choices for Florida family-friendly hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (868)
"Consistently a clean room with welcoming staff."
$109 nightly
The price is $122
Sep 3 - Sep 4
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Terrace/patio

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

9.6 out of 10, Exceptional, (19)
"We had an amazing trip, and the host was very responsive and helpful with everything. The house was great, had everything we needed, and the private ski run back to the property was really fun. Highly recommend this property and the best host we have ever had!! Favoriting this place for a future stay!"
$322 nightly
The price is $364
Sep 1 - Sep 2
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (63)
"Oguz, the manager treated us like family. It was a very pleasant and relaxing stay."
$116 nightly
The price is $128
Sep 1 - Sep 2
Total with taxes and fees
Deerfield Valley Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (970)
"Quiet, clean, accessible. "
$159 nightly
The price is $178
Sep 1 - Sep 2
Total with taxes and fees
Jiminy Peak Mountain Resort
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Fridge, microwave, oven, stovetop

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

8.4 out of 10, Very Good, (12)
"The apartment is cozy, clean, and perfect for visiting Jiminy Peak."
$253 nightly
The price is $269
Sep 1 - Sep 2
Total with taxes and fees
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (19)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
$209 nightly
The price is $233
Sep 3 - Sep 4
Total with taxes and fees
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (94)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
$359 nightly
The price is $399
Sep 4 - Sep 5
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Outdoor spa tub

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

10.0 out of 10, Exceptional, (51)
"Great ski house in a great location!"
$613 nightly
The price is $693
Sep 1 - Sep 2
Total with taxes and fees
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
FaLL Western Mass Getaway-Airhockey-Hot tub-Firepit
Dining

FaLL Western Mass Getaway-Airhockey-Hot tub-Firepit

9.8 out of 10, Exceptional, (36)
"Great place and convenient to get to and from Berkshire East."
$573 nightly
The price is $640
Sep 2 - Sep 3
Total with taxes and fees
FaLL Western Mass Getaway-Airhockey-Hot tub-Firepit
Deluxe King - 2nd floor in Historic Inn
Exterior

Deluxe King - 2nd floor in Historic Inn

$292 nightly
The price is $317
Sep 2 - Sep 3
Total with taxes and fees
Deluxe King - 2nd floor in Historic 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.

Top Florida Hotel Reviews

Frequently asked questions

What's Florida like for family-friendly vacations?
The welcoming destination of Florida is a great choice if you've been considering a vacation with the kids. The forests, mountain views, and gardens are just a few things that make this a great place for a family vacation. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.3 km) from the city center.
When's the best time to book a family-friendly vacation in Florida?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Florida are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Florida?
Florida Free Library and Florida Free Public Library are interesting attractions you and your family might enjoy exploring while you are staying in Florida. Make sure you have lots of time for activities like North Adams Public Library and North Adams Center.

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