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Find Luxury Hotels in Florida, MA

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Check availability on Florida Luxury Hotels

Our top choices for Florida luxury hotels

Front of property - evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (550)
"Nice place to stay for a wedding "
United States
Timothy
The price is NT$6,208
NT$6,934 total
includes taxes & fees
Dec 21 - Dec 22
The Williams Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Balcony
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$2,813
NT$3,142 total
includes taxes & fees
Dec 25 - Dec 26
The Central Downtown Inn & Suites
Library
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is NT$5,527
NT$6,368 total
includes taxes & fees
Dec 25 - Dec 26
South Shire
Restaurant
The Hermitage Inn Vermont

The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
9.2 out of 10, Wonderful, (15)
"Great stay,beautiful property!"
United States
Vibhavasu
The Hermitage Inn Vermont
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.
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Top Florida Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
Dwight 1-night trip
Posted 4 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

Are you looking for a luxury hotel for your Florida vacation?
Use Expedia and let us help you arrange a flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Albany Intl. Airport (ALB) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a vacation, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want a posh hotel that has a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Florida has to offer. Florida has some interesting things to see and do including Deerfield River and Green Mountain National Forest, so you might want to take in the local sights during your visit.
When can I expect good weather in Florida?
Planning for the weather is a good way to make your trip to Florida relaxing and enjoyable, especially when you're splurging. 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 in Florida?
Experience Florida with a stop at Deerfield River, Green Mountain National Forest, and Hoosac Range. If you have some spare time during your trip, you might want to check out Florida Town Hall and Reed Brook Preserve.

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