A forested area with a waterfall cascading over rocks.

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Check availability on Florida Luxury Hotels

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Florida luxury hotels

Front of property – evening/night
Breakfast, lunch, dinner and brunch served
Hallway
BBQ/picnic Area

1. The Williams Inn

The Williams Inn
Williamstown
₹17,879
₹19,971 total
includes taxes & fees
22 Sept - 23 Sept
The Williams Inn
Restaurant
Food and drink
Exterior
Front of property

2. The Hermitage Inn Vermont

The Hermitage Inn Vermont
West Dover
₹47,459
₹52,205 total
includes taxes & fees
23 Sept - 24 Sept
The Hermitage Inn Vermont
Library
Front of property
Terrace/patio
Library

3. South Shire

South Shire
Bennington
₹20,967
₹23,899 total
includes taxes & fees
24 Sept - 25 Sept
South Shire
Exterior
50-inch flat-screen TV with cable channels, TV, streaming services
Exterior
Deluxe Double Suite- NO PETS ALLOWED | Iron/ironing board, cots/infant beds, rollaway beds, free WiFi

4. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
₹9,399
₹10,498 total
includes taxes & fees
8 Oct - 9 Oct
The Central Downtown Inn & Suites
View all properties

Top Florida Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 4 hours ago
Jiminy Peak Mountain Resort
Willows Motel Williamstown

Willows Motel Williamstown

8/10 Good
"Our first stay here. Very cozy, quiet, clean, 2nd-floor room with comfortable mattresses. Heating/air conditioning easy to control. The breakfast spread was beautiful, and included an array of the freshest fruits, berries, dates, nuts, yogurt, muffins, juices, and really good coffee!"
Natalie 2-night trip
Posted 1 day ago
Willows Motel Williamstown
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Excelente A+, lo recomiendo"
Erick 1-night trip
Posted 1 day ago
Vacation Village in the Berkshires
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"Wasn’t what I was expecting but a pretty decent stay… only thing that I can say that was somewhat bad was the electrical sockets were hit or miss if they worked or not. Plugged in a lamp and pop!! It sparked and blew the cord off… besides that the bathroom was clean and beds were comfy."
Brooke 2-night trip
Posted 1 day ago
The Central Downtown Inn & Suites
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Porches is a unique property, clean and modern but with remnants and reminders of what life was like when the mills were humming. The pool and jacuzzi are beautifully set under a canopy of foliage that makes it seem like a little Garden of Eden. Breakfasts were healthy and a helpful amenity when the cost of food can make dining out expensive. Thank you!"
Jane 5-night trip
Posted 2 days ago
The Porches Inn at Mass MoCA
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 6 days ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

Are you looking for a luxury hotel for your Florida holiday?
Use Expedia and let us help you arrange a flight to Pittsfield, MA (PSF-Pittsfield Municipal) airport or Albany, NY (ALB-Albany Intl.) 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 holiday, so we make it easy to find what you'd like 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Florida are January, March, February and November, with each month seeing an average of 17 cm 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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