A forested area with a waterfall cascading over rocks.

Search Luxury Hotels in Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Florida Luxury Hotels

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Florida luxury hotels

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

1. The Williams Inn

The Williams Inn
Williamstown
₹22,560
₹25,199 total
includes taxes & fees
16 Aug - 17 Aug
The Williams Inn
Library
Library
Restaurant
Front of property

2. South Shire

South Shire
Bennington
₹19,714
₹22,525 total
includes taxes & fees
11 Aug - 12 Aug
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, free WiFi, individually decorated
Front of property – evening/night
Meeting facility
Property entrance

3. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
₹24,335
₹26,525 total
includes taxes & fees
18 Aug - 19 Aug
The Four Chimneys Inn
Exterior
50-inch flat-screen TV with cable channels, TV, streaming services
50-inch flat-screen TV with cable channels, TV, streaming services
Exterior

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.
₹8,679
₹9,694 total
includes taxes & fees
3 Sept - 4 Sept
The Central Downtown Inn & Suites
Restaurant
Bar (on property)
Front of property
Food and drink

5. The Hermitage Inn Vermont

The Hermitage Inn Vermont
West Dover
₹30,608
₹33,669 total
includes taxes & fees
31 Aug - 1 Sept
The Hermitage Inn Vermont
View all properties

Top Florida Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
Fausto 2-night trip
Posted 17 hours ago
Jiminy Peak Mountain Resort
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"Had hand soap request"
Anonymous traveller 1-night trip
Posted 3 days ago
Hotel Vervana, Trademark Collection by Wyndham
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Room was very clean, fully set up with all that we needed. The beds were very comfortable and breakfast had delicious fruits and muffins. Would recommend staying here"
Katharine L 1-night trip
Posted 4 days ago
Willows Motel Williamstown
Hotel On North

Hotel On North

8/10 Good
"Property was fine. Housekeeping was not perfect; upon arrival there was a coffee stain on the bathroom counter which tells me they weren’t thorough and the tissue box was empty and no replacement in the room."
Donna 1-night trip
Posted 4 days ago
Hotel On North
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Room was clean and staff was nice. Air conditioner was a little noisy"
Susan 1-night trip
Posted 6 days ago
Hotel Downstreet, an Ascend Collection Hotel
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 11 days ago
FairBridge Inn Express

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 Florida Town Hall. If you have some spare time during your trip, you might want to check out Reed Brook Preserve and Florida Free Library.

Explore a world of travel with Expedia