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Go beyond your typical stay in Florida
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Family friendly
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Oct 18 - Oct 19Tomorrow
Oct 19 - Oct 20Next weekend
Oct 23 - Oct 25In two weeks
Oct 30 - Nov 1Our top choices for Florida hotels




1. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Joel
$113 nightly
$126 total
Nov 16 - Nov 17
Total with taxes and fees




2. Berkshires Untold
Berkshires UntoldLenox
Benjamin
$133 nightly
$149 total
Nov 3 - Nov 4
Total with taxes and fees




3. Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
William
$175 nightly
$184 total
Nov 18 - Nov 19
Total with taxes and fees




4. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
Meghan
$119 nightly
$133 total
Nov 8 - Nov 9
Total with taxes and fees




5. The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCANorth Adams
JENNIFER
$184 nightly
$206 total
Nov 16 - Nov 17
Total with taxes and fees




6. The Williams Inn
The Williams InnWilliamstown
Joshua
$208 nightly
$232 total
Nov 10 - Nov 11
Total with taxes and fees




7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the BerkshiresSouth Lee
Abigail de
$135 nightly
$150 total
Oct 26 - Oct 27
Total with taxes and fees




8. The Yankee Inn
The Yankee InnLenox
Christopher
$101 nightly
$112 total
Nov 1 - Nov 2
Total with taxes and fees




9. Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott WilliamstownWilliamstown
Adam
$140 nightly
$156 total
Nov 15 - Nov 16
Total with taxes and fees




10. Willows Motel Williamstown
Willows Motel WilliamstownWilliamstown
David
$89 nightly
$99 total
Nov 1 - Nov 2
Total with taxes and fees




11. The Ellery
The ElleryNorthampton
Jonathan
$127 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees




12. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Nicole
$105 nightly
$117 total
Nov 7 - Nov 8
Total with taxes and fees




13. Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham WilliamstownWilliamstown
Barbara
$100 nightly
$112 total
Oct 19 - Oct 20
Total with taxes and fees




14. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Ed
$114 nightly
$127 total
Nov 15 - Nov 16
Total with taxes and fees




15. Harbour House Inn
Harbour House InnCheshire
Virginia
$233 nightly
$247 total
Nov 17 - Nov 18
Total with taxes and fees




16. Grand Summit Resort, A Vail Resorts Property
Grand Summit Resort, A Vail Resorts PropertyWest Dover
Eben
$163 nightly
$178 total
Nov 17 - Nov 18
Total with taxes and fees




17. Maple Terrace Motel
Maple Terrace MotelWilliamstown
Jaime
$99 nightly
$111 total
Nov 1 - Nov 2
Total with taxes and fees




18. Hotel Northampton
Hotel NorthamptonNorthampton
Cindy
$165 nightly
$184 total
Oct 27 - Oct 28
Total with taxes and fees




19. The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art HotelAdams
Susan
$160 nightly
$179 total
Nov 17 - Nov 18
Total with taxes and fees




20. The Red Lion Inn
The Red Lion InnStockbridge
Yoanka
$191 nightly
$214 total
Nov 4 - Nov 5
Total with taxes and fees
Stay near popular attractions in and around Florida
Discover the charm of Florida, where adventure meets culture! Explore nature reserves for breathtaking scenery, unwind at local libraries, and engage with the vibrant community at cultural centers. Whether you're seeking outdoor thrills or family-friendly experiences, Florida offers unforgettable memories just waiting to be made.
Photo by Caminante
Massachusetts Museum of Contemporary Art
9.4/10 (246 reviews)
Experience the best of contemporary art at the Massachusetts Museum of Contemporary Art, a vibrant cultural hub in North Adams. With its dynamic exhibitions and engaging programs, this museum offers a unique glimpse into modern creativity. It's only about a 6-mile drive from Florida, making it a convenient stop during your visit.

Williams College
9.4/10 (534 reviews)
Often cited as a favorite among history enthusiasts, Williams College offers a unique blend of culture and charm. Located about 10 miles by car from Florida, this historic institution invites visitors to explore its beautiful campus and rich heritage. Staying nearby makes it easy to enjoy this enriching experience.
Photo by Caitlin Reese
Mount Greylock
9.4/10 (180 reviews)
This prominent local landmark is ideal for travelers interested in outdoor adventures and stunning scenery. Mount Greylock offers breathtaking views and a vibrant natural atmosphere, located about 8 miles from Florida. Staying near Mount Greylock provides easy access to a range of recreational opportunities.
Photo by Matthew Jay
Western Gateway Heritage State Park
8.8/10 (3 reviews)
Perfectly suited for outdoor adventurers, Western Gateway Heritage State Park offers stunning scenery and exciting activities amid nature. Located about 6 miles by car from Florida, this park combines rich history with recreational opportunities, making it a great base for exploring the area's natural beauty.
Natural Bridge State Park
8.8/10 (23 reviews)
No trip is complete without a visit to Natural Bridge State Park, a haven for outdoor enthusiasts seeking adventure and stunning scenery. Located about 5 miles from Florida, this park offers unique natural features and picturesque landscapes. Staying nearby provides easy access to all the park's attractions.
Tannery Falls
An essential stop for outdoor adventurers, Tannery Falls in Savoy, Massachusetts, charms visitors with its stunning waterfall and romantic atmosphere. Located about 3 miles from Florida, this picturesque site offers a perfect setting for exploration and relaxation, making it a convenient addition to your travel plans.
Campers Beach
9.0/10 (2 reviews)
For beach lovers, Campers Beach offers a relaxing escape with its inviting shoreline and tranquil atmosphere. Located about 4 miles by car from Florida, this charming spot is perfect for enjoying sun-soaked days and scenic views. Staying near Campers Beach allows for easy access to both the beach and nearby attractions.
North Adams Public Library
10.0/10 (3 reviews)
A must-see for families and culture seekers, North Adams Public Library offers a warm and inviting atmosphere to explore literature and engage with the local community. Located about 5 miles by car from Florida, this library is a convenient stop for a relaxing afternoon or enriching experience during your visit.
Learn more about Florida
Experience the camping, forests, and gardens in Florida!
See all hotels in Florida
Photo by Chris Addams
Top Florida Hotel Reviews
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Would stay here again for sure"
Hotel On North
10/10 Excellent
"Nice property. Female employees were nicer/more helpful than male employees"
Vacation Village in the Berkshires
8/10 Good
"This was our 10 yr celebrating my girlfriend’s birthday at Vacation Village. It’s always a nice escape in the fall season. We usually get the larger “A” rooms as we want the in room jacuzzi. This time I got the same larger room but it was a “C” unit. It was a bit smaller all around. And the bed was a small queen instead of the larger king bed. Overall nice. But I will make sure to ask for an “A” unit next year. It is a great location right across the street from Jiminey Peak."
The Porches Inn at Mass MoCA
10/10 Excellent
"Very friendly and helpful staff. Good drinks at happy hour. Super comfy chairs and bed in the room."
Grand Summit Resort, A Vail Resorts Property
8/10 Good
"Hot tub wasn’t up and running, was looking forward to utilizing that amenity. Food was basically just freezer food, even the salads were below average. Service was great though."
The White House Inn
10/10 Excellent
"We truly enjoyed our visit to this beautiful Inn. The location is great (close to Hogback Mtn) and Clara’s Restaurant was wonderful. Exceptional service and great atmosphere. We will definitely be making a return visit."
Jiminy Peak Mountain Resort
8/10 Good
"Everything was great here except our keys did not work so I had to go back to front desk for new keys on check in. Then on our 2nd morning we went to breakfast and came back to keys not working again. Front desk was helpful and reprogrammed them right away so not a huge deal. The hotel also has pretty thin walls so noise travels. Luckily our neighbors for the weekend were mostly quiet. I wish we knew John Harvards was closed till Thanksgiving but the other pub was great with an excellent beer selection on tap, great service & live entertainment every night. I wish there was free breakfast but thats not a big deal. I would recommend this place especially if you like to ski. We will consider this location for future Berkshire trips as its a fairly good central county location. Just keep in mind most shopping and restaurants are about 15-20+ minutes away."
Hideaway Inn Mt. Snow
10/10 Excellent
"This was a nice place. The staff was great as there were prompt responses to my inquiries. The property is a little dated but clean. We were not there long enough to enjoy the amenities. I would stay again."
FairBridge Inn Express
10/10 Excellent
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
More cheap stays in Florida

FairBridge Inn Express
16 Cheshire Road Pittsfield MA
$65 nightly
$72 total
Nov 11 - Nov 12
Total with taxes and fees
5.4/10 (924 reviews)

Berkshire Inn
150 W Housatonic St Pittsfield MA
$79 nightly
$88 total
Nov 17 - Nov 18
Total with taxes and fees
7.8/10 Good! (937 reviews)

Willows Motel Williamstown
480 Main St Williamstown MA
$89 nightly
$99 total
Nov 1 - Nov 2
Total with taxes and fees

Hotel Vervana, Trademark Collection by Wyndham
141 West Main Street Bennington VT
$106 nightly
$116 total
Nov 15 - Nov 16
Total with taxes and fees

Knotty Pine
130 Northside Dr Bennington VT
$148 nightly
$161 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (179 reviews)

Hampton Inn & Suites Greenfield
184 Shelburne Rd Greenfield MA
$193 nightly
$215 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (973 reviews)
Hotels in Florida with star-rating

4 Star Hotels
9 properties

3 Star Hotels
143 properties

2 Star Hotels
53 properties
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