𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Bennington (2026)

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Our top choices for Bennington hotels

A room with two beds, a flat-screen TV, and a large window.

A sign for the Fairway Inn with a clear view of the sky in the background.

A living room with a beige sofa, a round coffee table, and a dining table with chairs.

A dining area with a table set for two, a kitchen in the background, and a hallway leading to another room.

1. Fairway Inn Florence

Florence

Jeffrey

S$96

includes taxes & fees

27 Sept - 28 Sept

A large, multi-story hotel with a prominent dome and arched windows, featuring a well-lit entrance and landscaped gardens.

A hotel room with a large bed, two bedside tables, a chair, and a view of a lake.

A golf course with a flag, a sand bunker, and a building in the background.

A poolside area with lounge chairs and a towel with a monogram.

2. Belterra Casino Resort

Florence

Trevor

S$197

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a desk, a chair, and a window with curtains.

A multi-story hotel with a covered entrance and a sign indicating it is a Ramada hotel.

A hotel room with a dark blue sofa, a small table, a TV mounted on the wall, and a window with curtains.

A modern living room with a grey sofa, a small wooden table, and a red accent wall.

3. Ramada by Wyndham Sparta/At Speedway

Sparta

Louise

S$87

includes taxes & fees

18 Oct - 19 Oct

A spacious lounge with a stone fireplace, comfortable seating, and large windows offering views of the outdoors.

A swimming pool with lounge chairs, a building with a sloped roof, and a stone wall.

A building with a stone facade, large windows, and a stone retaining wall.

A spacious room with wooden floors and large arched windows, featuring multiple seating areas and tables.

4. General Butler State Resort Park

Carrollton

Maxine

S$165

includes taxes & fees

27 Sept - 28 Sept

A balcony with a metal railing and a round table with a chair.

A hotel room with a dining area, kitchenette, and a view through the door.

A hallway with a stone planter, a staircase, and a door leading to another room.

A multi-story hotel with balconies and a curved section.

5. Hillside Inn

Madison Historic District

James E

S$131

includes taxes & fees

1 Oct - 2 Oct

A modern bar area with a long counter, multiple stools, and a well-stocked liquor display.

A modern bar area with a variety of liquor bottles and glasses, a seating area with leather sofas and chairs, and a large window providing natural light.

A covered outdoor seating area with wicker furniture and a brick building in the background.

A large brick building with a flat roof, a parking lot, and a bridge in the background.

6. Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Madison Historic District

Geraldine

S$208

includes taxes & fees

4 Oct - 5 Oct

A Comfort Inn hotel with a gas station attached, featuring a stone facade and multiple windows.

A hotel room with a large bathtub, a sofa, a television, and framed pictures on the wall.

A covered outdoor seating area with picnic tables and benches, surrounded by landscaped gardens and trees.

A hotel room with a bed, a desk with a television, a chair, and a window with curtains.

7. Comfort Inn Madison near Clifty Falls

Madison

Jodi

S$151

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a stone fireplace, a flat-screen TV, and a sofa.

A hotel room with two beds, a desk, a TV, and a window.

A modern kitchen with a microwave, coffee maker, and a large refrigerator.

A hotel reception area with a modern design, featuring a mosaic wall, a reception desk, and a digital display.

8. Quality Inn Carrollton

Carrollton

Teresa

S$108

includes taxes & fees

25 Oct - 26 Oct

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.

A hotel room with two beds, a nightstand with a lamp, and a window with blinds.

A hotel room with a blue sofa, a wooden dresser, a flat-screen TV, and a framed artwork on the wall.

A desk with two HP printers, a keyboard, and a mouse. There are two monitors displaying desktop backgrounds.

9. Holiday Inn Express Hotel & Suites Madison by IHG

Madison

Dawn

S$179

includes taxes & fees

25 Oct - 26 Oct

A two-story building with a balcony, multiple windows, and a sign indicating it is a hotel.

A small kitchenette with a microwave, coffee maker, and a sink.

A two-story building with a balcony on the upper floor, a covered porch with seating, and a front door with a small porch area.

A bedroom with a wooden bed, floral bedding, a bedside table with a lamp, and a wall with floral wallpaper.

10. Empire House Hotel

Rising Sun

Sheri

S$70

includes taxes & fees

12 Oct - 13 Oct

An outdoor dining area with wooden tables and chairs, large windows, and a view of a lake.

A bar area with wooden furnishings, a long table, and a staircase.

A deck with two chairs and a table, overlooking a river and a bridge.

A hotel entrance with a brick facade, a white entrance door, and a blue sign above it. There are golf carts parked on either side of the entrance.

11. Riverboat Inn and Suites

Madison Historic District

Rebeccah

S$153

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, each with a patterned bedspread, a large wall painting of a waterfall, and two wall-mounted lamps.

A living room with a fireplace, a flat-screen TV mounted above it, and a window with blinds.

A compact hotel room with a kitchenette, a flat-screen TV mounted on the wall, a wooden dresser, and a desk with a chair.

A hotel lobby with a seating area, a television, and a view of the parking lot through the glass doors.

12. Super 8 by Wyndham Madison IN

Madison

Erin

S$115

includes taxes & fees

15 Oct - 16 Oct

An indoor swimming pool with a glass ceiling, concrete floor, and white chairs around the pool.

A hotel room with two beds, a nightstand with a telephone, a chair, and a window with curtains.

A West Way Inn with a brick facade, a covered parking area, and a clear sky.

A reception area with a wooden counter, two wall-mounted lamps, a clock, and a framed map on the wall.

13. Best Way Inn Madison

Madison

Chad

S$116

includes taxes & fees

27 Sept - 28 Sept

A building with large windows and a sign that reads "Tanglewood Antiques."

A spacious interior with a brick wall, a wooden staircase, and a large window offering a view of the outside.

A rustic venue with exposed wooden beams, brick walls, and tables set for dining.

A bedroom with a bed, a wooden floor, a brick wall, a TV, and a door.

14. The Tanglewood

Versailles

Brett

S$194

includes taxes & fees

30 Sept - 1 Oct

A hotel room with two beds, a red armchair, and a nightstand with lamps.

A Red Roof Inn with a covered entrance, a clear sky, and a flag.

A dining area with a table and chairs, a kitchenette, and a pantry.

A bathroom with a white sink, a black faucet, and a blue Pepsi vending machine.

15. Red Roof Inn Carrollton

Carrollton

LeeAnn

S$97

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a desk, a chair, a TV, and a large waterfall painting on the wall.

Two front-loading Whirlpool washers in a laundry room with wooden paneling and a tiled floor.

A historic house with a sign indicating it is the Butler-Turpin State Historic House from 1859.

The Carroll County Courthouse with a brick facade, a flagpole, and a lawn in front.

16. Super 8 by Wyndham Carrollton

Carrollton

Eric

S$114

includes taxes & fees

10 Oct - 11 Oct

A spacious living room with a green sofa, a leather armchair, and a wooden coffee table. A brick wall and a chandelier are visible.

A spacious living room with a brick wall, a staircase, and a green sofa.

A corridor with framed pictures on the walls, a person holding a glass of wine, and a light fixture on the ceiling.

The exterior of The Chandler Hotel with a prominent illuminated sign, large windows, and a visible door.

17. The Chandler Hotel

Madison Historic District

Ryan

S$251

includes taxes & fees

27 Oct - 28 Oct

A spacious bar area with multiple screens displaying sports events, a variety of seating arrangements, and a prominent 'Rising Star Casino & Resort' sign.

A swimming pool with lounge chairs and a person swimming.

A group of people gathered around a casino table with chips and cards, indicating a gambling activity.

A hotel room with two beds, a sofa, a small ottoman, and a television.

18. Rising Star Casino Resort

Rising Sun

Nancy J

S$129

includes taxes & fees

6 Oct - 7 Oct

A bed with white bedding and pillows against a wooden headboard.

A reception area with a modern design, featuring a reception desk, a digital display, and a check-in counter.

A clean, well-organized snack and beverage area with shelves stocked with various snacks and a refrigerated display case.

A multi-story hotel with a clear entrance and a covered parking area.

19. Holiday Inn Express & Suites Carrollton by IHG

Carrollton

Mark

S$201

includes taxes & fees

24 Oct - 25 Oct

A hotel room with a large bed, wooden headboard, two bedside tables with lamps, a desk with a chair, and a green wall.

A shower with a handheld showerhead and a metal rack.

A Hillcrest Motel reception desk with a plant, a sign thanking guests for not smoking, and payment options displayed.

A hotel room with two single beds, a nightstand, a wall-mounted lamp, and a framed picture on the wall.

20. Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Aurora

Carisa

S$86

includes taxes & fees

27 Sept - 28 Sept

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Top Bennington Hotel Reviews

Hillside Inn

10/10 Excellent

"We liked everything about the property!!"

The Chandler Hotel

10/10 Excellent

"Very clean, unique and beautiful building. Easy parking and right in the middle of downtown. This was our second time to stay here and will be back next year!"

Riverboat Inn and Suites

10/10 Excellent

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Holiday Inn Express Hotel & Suites Madison by IHG

10/10 Excellent

"Was checking in last at night and the staff made it quick and easy so we could get to our room. The room was nice and the bed wonderful. The breakfast was very good and loved the cinnamon rolls!"

Fairway Inn Florence

8/10 Good

"Welcoming and friendly staff. Everything else for the price.. pretty much what we expected. Stained hallway carpet, stale smoky smell everywhere. The room was clean minus the nasty bedspread and blanket with cig burns and yellow stains. Could use new comforter and pillows. Should get rid of the nasty decorative pillows that never get washed. Overall, fine if a quick stay."

Comfort Inn Madison near Clifty Falls

10/10 Excellent

"Great hotel and staff when visiting our son at college."

Red Roof Inn Carrollton

8/10 Good

"Room was clean. Bed was nice. Pretty good hotel for the money."

Best Way Inn Madison

10/10 Excellent

"Nice affordable room. Would stay again"

More cheap stays in Bennington

Ramada by Wyndham Sparta/At Speedway

525 Dale Drive I 71 Exit 57 Sp Sparta KY

S$87

18 Oct - 19 Oct

includes taxes & fees

8/10 Very good! (1,005 reviews)

Quality Inn Carrollton

141 Inn Road Carrollton KY

S$108

25 Oct - 26 Oct

includes taxes & fees

Best Way Inn Madison

700 Clifty Drive Madison IN

S$116

27 Sept - 28 Sept

includes taxes & fees

6.8/10 (565 reviews)

Hillside Inn

831 E Main St Madison IN

S$131

1 Oct - 2 Oct

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

Comfort Inn Madison near Clifty Falls

3767 Clifty Dr Madison IN

S$151

18 Oct - 19 Oct

includes taxes & fees

8.8/10 Excellent! (755 reviews)

Holiday Inn Express Hotel & Suites Madison by IHG

300 Franks Dr Madison IN

S$179

25 Oct - 26 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Bennington?

Located 12.1 mi (19.5 km) from the heart of Bennington, Belterra Casino Resort is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Ramada by Wyndham Sparta/At Speedway and Quality Inn Carrollton. See all available top hotels, or vacation rentals in Bennington.

If I need to cancel my hotel reservation in Bennington, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Bennington.

How is it to stay in Bennington?

Those travelling to Bennington will definitely enjoy the sights to see and things to do. There are 173 hotels and other accommodation options in the surrounding area. Find out more about Bennington.

What is there to see in Bennington?

Places to visit in the wider area include Belterra Casino, General Butler State Resort Park and Versailles State Park. You'll also find Historic District and Schofield House in the area. Take a look at what more there is to see and do in Expedia's Bennington guide.

What's the seasonal weather like in Bennington?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Bennington is 1273 mm.

Bennington Hotels from S$70

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bennington

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bennington hotels

1. Fairway Inn Florence

2. Belterra Casino Resort

3. Ramada by Wyndham Sparta/At Speedway

4. General Butler State Resort Park

5. Hillside Inn

6. Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

7. Comfort Inn Madison near Clifty Falls

8. Quality Inn Carrollton

9. Holiday Inn Express Hotel & Suites Madison by IHG

10. Empire House Hotel

11. Riverboat Inn and Suites

12. Super 8 by Wyndham Madison IN

13. Best Way Inn Madison

14. The Tanglewood

15. Red Roof Inn Carrollton

16. Super 8 by Wyndham Carrollton

17. The Chandler Hotel

18. Rising Star Casino Resort

19. Holiday Inn Express & Suites Carrollton by IHG

20. Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Top Bennington Hotel Reviews

Hillside Inn

The Chandler Hotel

Riverboat Inn and Suites

Holiday Inn Express Hotel & Suites Madison by IHG

Fairway Inn Florence

Comfort Inn Madison near Clifty Falls

Red Roof Inn Carrollton

Best Way Inn Madison

More cheap stays in Bennington

Ramada by Wyndham Sparta/At Speedway

Quality Inn Carrollton

Best Way Inn Madison

Hillside Inn

Comfort Inn Madison near Clifty Falls

Holiday Inn Express Hotel & Suites Madison by IHG

Frequently asked questions

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