A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with Connecting Rooms

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Florida hotels with connecting rooms

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern interior with a large window, a wooden table, and bar stools.

1. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
Canada
Tara
₹11,531
₹12,880 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Downstreet, an Ascend Collection Hotel
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A bar area with wooden beams, red chairs, and a long wooden table.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.
A spacious living area with a fireplace, wooden beams, and a large window.

2. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
₹19,458
₹21,735 total
includes taxes & fees
8 Nov - 9 Nov
The Williams Inn
A building with a covered parking area and a grassy front yard.
A motel with multiple rooms, a parking area, and a large tree in the foreground.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.
A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

3. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Barbara
₹10,535
₹11,768 total
includes taxes & fees
14 Oct - 15 Oct
Howard Johnson by Wyndham Williamstown
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A hay bale display with pumpkins and scarecrows.
A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

4. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
David
₹8,098
₹9,046 total
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel lobby with a fireplace, seating area, and a bar.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

5. Hampton Inn Bennington

Hampton Inn Bennington
Bennington
United States
Victoria
₹14,844
₹16,180 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Bennington
A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.
A modern kitchen area with built-in appliances, wooden tables, and red chairs.
A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.
A hotel room with a bed, bedside tables, a sofa, a wooden coffee table, and a painting on the wall.

6. New Englander Inn Bennington

New Englander Inn Bennington
Bennington
United States
Douglas
₹8,793
₹9,584 total
includes taxes & fees
25 Oct - 26 Oct
New Englander Inn Bennington
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.
A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.
A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.
A kitchen with a fireplace, dining area, and a large window with curtains.

7. Williamstown Motel

Williamstown Motel
Williamstown
United States
Ahmet
₹7,135
₹7,970 total
includes taxes & fees
1 Nov - 2 Nov
Williamstown Motel
A building entrance with a large planter with purple flowers and a small tree.
A library with bookshelves, a television, and two armchairs.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

8. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
₹12,844
₹14,347 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.
A gazebo in a lush garden with flowering plants and a large tree.
A gazebo in a garden with a house in the background.
A room with a large sliding glass door leading to a garden. Inside, there is a table with chairs and a small table with a vase.

9. Harbour House Inn

Harbour House Inn
Cheshire
United States
Gregory
₹24,300
₹25,685 total
includes taxes & fees
22 Oct - 23 Oct
Harbour House Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.
A two-story house with a front porch, a flag, and a gravel driveway.
A covered porch with wicker furniture, a patterned rug, and an American flag.
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

10. South Shire

South Shire
Bennington
United States
Jorge
₹18,832
₹21,582 total
includes taxes & fees
30 Oct - 31 Oct
South Shire
View all properties

Top Florida Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel.. likely the best place to stay in Pittsfield. Just an overnight stop so not time to get a good read on the area but a good option for the Berkshires if you you don't want to pay the Lenox/Stockbridge premium."
John 1-night trip
Posted 6 hours ago
Hotel On North
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"The room was very neat and clean. The bathroom was newly renovated. The staff was super friendly. Probably the best continental breakfast that you could ever ask for."
David 2-night trip
Posted 12 hours ago
Willows Motel Williamstown

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