Top 10 Hotels in Bennington, IN (from $64) 2026 - Competitive Prices

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Our top choices for Bennington hotels

A buffet area with various food options, including omelets and other dishes, displayed in stainless steel chafing dishes.

1. Holiday Inn Express Hotel & Suites Madison by IHG

Madison

Dawn

$84 nightly

Dec 13 - Dec 14

Total with taxes and fees

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

2. Fairway Inn Florence

Florence

Jeffrey

$75 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

3. Belterra Casino Resort

Florence

Tane

$138 nightly

Nov 16 - Nov 17

Total with taxes and fees

A hotel room with a bed, two bedside lamps, a dresser, a chair, and a balcony with a view.

4. Hillside Inn

Madison Historic District

Kelly

$89 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

5. Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Madison Historic District

Michael

$132 nightly

Dec 13 - Dec 14

Total with taxes and fees

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

6. Riverboat Inn and Suites

Madison Historic District

Katherine

$107 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

7. General Butler State Resort Park

Carrollton

Amanda

$117 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

8. Comfort Inn Madison near Clifty Falls

Madison

Harmony

$88 nightly

Dec 10 - Dec 11

Total with taxes and fees

A spacious dining area with multiple tables and chairs, a kitchen area in the background, and a large window providing natural light.

9. Ramada by Wyndham Sparta/At Speedway

Sparta

Amy

$59 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

10. Super 8 by Wyndham Madison IN

Madison

Erin

$63 nightly

Dec 6 - Dec 7

Total with taxes and fees

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

11. Quality Inn Carrollton

Carrollton

Teresa

$68 nightly

Dec 15 - Dec 16

Total with taxes and fees

An aerial view of a waterfront area with a prominent circular structure featuring the inscription "SUN" and "SUN" on its roof.

12. Empire House Hotel

Rising Sun

Carla

$61 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern coffee shop with a black table, wooden chairs, a sofa, and a coffee machine.

13. Holiday Inn Express & Suites Carrollton by IHG

Carrollton

Mark

$163 nightly

Dec 15 - Dec 16

Total with taxes and fees

An indoor swimming pool with a glass ceiling, surrounded by chairs and a view of the outdoors.

14. Best Way Inn Madison

Madison

Chad

$79 nightly

Nov 16 - Nov 17

Total with taxes and fees

A Red Roof Inn reception area with two leather chairs, a wall-mounted sign, a potted plant, and a patterned rug.

15. Red Roof Inn Carrollton

Carrollton

Joseph

$69 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

16. Rising Star Casino Resort

Rising Sun

Earl

$110 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

17. The Chandler Hotel

Madison Historic District

michael

$175 nightly

Nov 17 - Nov 18

Total with taxes and fees

18. Hampton Inn Carrollton

Carrollton

Krista

$174 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

19. The Tanglewood

Versailles

Beth

$151 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

20. Super 8 by Wyndham Carrollton

Carrollton

james

$77 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Top Bennington Hotel Reviews

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Madison Historic District

10/10 Excellent

Timothy

Riverboat Inn and Suites

Madison Historic District

10/10 Excellent

This little hotel was just wonderful! The scenic decks overlooking the Ohio River were so enjoyable! And we loved the Halloween decorations! The staff was super personable. The room was very clean and cozy. Breakfast was nice and we loved how they enclosed part of the deck so you could enjoy the view and have your breakfast but still stay warm. The little bar was well supplied and the prices were good. We will definitely stay here again when we come back to Madison.

Barbara

Holiday Inn Express Hotel & Suites Madison by IHG

Madison

10/10 Excellent

Anonymous traveler

Empire House Hotel

Rising Sun

10/10 Excellent

Susan

Belterra Casino Resort

Florence

10/10 Excellent

Jeremiah

Comfort Inn Madison near Clifty Falls

Madison

10/10 Excellent

Vicki

The Tanglewood

Versailles

10/10 Excellent

This is an excellent place start-up. The room was very well decorated! Very nice! The bed was sooo comfortable. The room and bath were very clean and the workmanship was very well-done. There were a few things still to do. The accessible room on the 1st floor was not quiet so a wedding rehearsal was right in there w us. There are issues with door entry codes, have a staffed, obvious check-in desk for service and directions to room. A posted guide to thermostat use, please have better coffee!...

Janet

Fairway Inn Florence

Florence

10/10 Excellent

Jeffrey

Holiday Inn Express & Suites Carrollton by IHG

Carrollton

10/10 Excellent

Jeffrey R

A spacious living area with a dining table, white chairs, a sofa, and a bookshelf.

East Main Lofts

Madison Historic District

10/10 Excellent

Susan

Hampton Inn Carrollton

Carrollton

10/10 Excellent

Location was right off the highway. The parking lot was well lit and with plenty of parking available. Easy check in. Super clean rooms. Toiletries are top of the line. Complimentary wifi and breakfast was yummy. Fyi the pool at this hotel is under construction therefore it is closed until further notice. Highly recommend and will definitively be booking a room there again when we travel in the near future.

TravelingBirds

Rising Star Casino Resort

Rising Sun

10/10 Excellent

Hotel was outstanding for the price, only complaint is that when I booked the room it showed only the main hotel/casino which is what we wanted, yet when we checked in we were put in "the lodge" which is seperate from main hotel so had to take shuttle to and from casino/restaurants. Would of liked to have been in the main hotel as shown on hotels.com.. But with the exception of the inconvenience the hotel stay was great.

Anonymous traveler

Red Roof Inn Carrollton

Carrollton

10/10 Excellent

Denise

Frequently Asked Questions

What are some of the best vacation rentals in Bennington?

Red comfy cottage : Visitors like this Bennington vacation home rental. It offers an indoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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 you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Bennington.

Where can I learn more about changing or cancelling my trip to Bennington?

For additional details about picking new dates or cancelling your trip to Bennington, click here.

Find hotels in Bennington, IN from $64

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Bennington

Check prices for these dates

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Star rating

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Our top choices for Bennington hotels

1. Holiday Inn Express Hotel & Suites Madison by IHG

2. Fairway Inn Florence

3. Belterra Casino Resort

4. Hillside Inn

5. Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

6. Riverboat Inn and Suites

7. General Butler State Resort Park

8. Comfort Inn Madison near Clifty Falls

9. Ramada by Wyndham Sparta/At Speedway

10. Super 8 by Wyndham Madison IN

11. Quality Inn Carrollton

12. Empire House Hotel

13. Holiday Inn Express & Suites Carrollton by IHG

14. Best Way Inn Madison

15. Red Roof Inn Carrollton

16. Rising Star Casino Resort

17. The Chandler Hotel

18. Hampton Inn Carrollton

19. The Tanglewood

20. Super 8 by Wyndham Carrollton

Top Bennington Hotel Reviews

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent

Frequently Asked Questions

What are some of the best vacation rentals in Bennington?

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

Where can I learn more about changing or cancelling my trip to Bennington?

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