Go beyond your typical stay in Florida

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Pet friendly
Check prices for these dates
Our top choices for Florida hotels

1. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
$111 nightly
The price is $124
Dec 6 - Dec 7
Total with taxes and fees

2. Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (1,074 reviews)
$118 nightly
The price is $132
Nov 17 - Nov 18
Total with taxes and fees

3. Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
9.8 out of 10, Exceptional, (243 reviews)
$155 nightly
The price is $163
Dec 2 - Dec 3
Total with taxes and fees

4. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
9.0 out of 10, Wonderful, (1,000 reviews)
$119 nightly
The price is $133
Nov 25 - Nov 26
Total with taxes and fees

5. The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCANorth Adams
9.4 out of 10, Exceptional, (530 reviews)
$177 nightly
The price is $198
Nov 17 - Nov 18
Total with taxes and fees

6. The Williams Inn
The Williams InnWilliamstown
9.6 out of 10, Exceptional, (714 reviews)
$189 nightly
The price is $211
Nov 17 - Nov 18
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
9.2 out of 10, Wonderful, (1,000 reviews)
$135 nightly
The price is $150
Nov 15 - Nov 16
Total with taxes and fees

8. The Yankee Inn
The Yankee InnLenox
9.2 out of 10, Wonderful, (1,008 reviews)
$114 nightly
The price is $127
Nov 12 - Nov 13
Total with taxes and fees

9. Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott WilliamstownWilliamstown
8.8 out of 10, Excellent, (441 reviews)
$153 nightly
The price is $171
Nov 29 - Nov 30
Total with taxes and fees

10. Willows Motel Williamstown
Willows Motel WilliamstownWilliamstown
9.2 out of 10, Wonderful, (1,000 reviews)
$89 nightly
The price is $99
Nov 15 - Nov 16
Total with taxes and fees

11. The Ellery
The ElleryNorthampton
9.4 out of 10, Exceptional, (1,012 reviews)
$101 nightly
The price is $113
Dec 9 - Dec 10
Total with taxes and fees

12. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
7.8 out of 10, Good, (1,000 reviews)
$98 nightly
The price is $109
Dec 11 - Dec 12
Total with taxes and fees

13. Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham WilliamstownWilliamstown
6.6 out of 10, (964 reviews)
$90 nightly
The price is $101
Nov 12 - Nov 13
Total with taxes and fees

14. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,000 reviews)
$107 nightly
The price is $120
Dec 6 - Dec 7
Total with taxes and fees

15. Harbour House Inn
Harbour House InnCheshire
9.8 out of 10, Exceptional, (58 reviews)
$233 nightly
The price is $247
Nov 12 - Nov 13
Total with taxes and fees

16. Grand Summit Resort, A Vail Resorts Property
Grand Summit Resort, A Vail Resorts PropertyWest Dover
8.6 out of 10, Excellent, (330 reviews)
$173 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees

17. Maple Terrace Motel
Maple Terrace MotelWilliamstown
9.6 out of 10, Exceptional, (648 reviews)
$99 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees

18. Hotel Northampton
Hotel NorthamptonNorthampton
9.2 out of 10, Wonderful, (1,000 reviews)
$165 nightly
The price is $184
Nov 12 - Nov 13
Total with taxes and fees

19. The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art HotelAdams
9.2 out of 10, Wonderful, (159 reviews)
$174 nightly
The price is $194
Nov 12 - Nov 13
Total with taxes and fees

20. The Red Lion Inn
The Red Lion InnStockbridge
8.8 out of 10, Excellent, (1,015 reviews)
$197 nightly
The price is $220
Nov 29 - Nov 30
Total with taxes and fees
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.
Stay near popular Florida attractions
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.
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Photo by Chris Addams
Open Photo by Chris Addams

























































































































