Find a Bed and Breakfast in Bennington from CA $75

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Bennington

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

Holiday Inn Express Hotel & Suites Madison by IHG
2.5 star property
Madison
8.4 out of 10, Very good, (617 reviews)
"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!"
United States
Dawn
The price is CA $128
CA $147 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Madison by IHG
A hotel room with a bed, two bedside lamps, a dresser, a chair, and a balcony with a view.

2. Hillside Inn

Hillside Inn
2.5 star property
Madison Historic District
8.8 out of 10, Excellent, (1,005 reviews)
"Very helpful at check in, great room with a balcony and view, nice breakfast, centrally located."
United States
Kelly
The price is CA $125
CA $144 total
includes taxes & fees
Nov 9 - Nov 10
Hillside Inn
A sign for the Fairway Inn with a clear view of the sky in the background.

3. Fairway Inn Florence

Fairway Inn Florence
2.0 star property
Florence
8.0 out of 10, Very good, (98 reviews)
"Very close to the Belleterra Casino. Much cheaper per night. The staff was very friendly and helpful."
United States
Jeffrey
The price is CA $94
CA $106 total
includes taxes & fees
Nov 9 - Nov 10
Fairway Inn Florence
An outdoor dining area with wooden tables and chairs, large windows, and a view of a lake.

4. Riverboat Inn and Suites

Riverboat Inn and Suites
3.0 star property
Madison Historic District
9.2 out of 10, Wonderful, (179 reviews)
"We enjoyed our stay. Beautiful view, friendly staff, and good entertainment."
United States
Katherine
The price is CA $138
CA $158 total
includes taxes & fees
Nov 25 - Nov 26
Riverboat Inn and Suites
A large, multi-story hotel with a prominent dome and arched windows, featuring a well-lit entrance and landscaped gardens.

5. Belterra Casino Resort

Belterra Casino Resort
3.5 star property
Florence
8.6 out of 10, Excellent, (1,001 reviews)
"Property was clean and room was comfortable."
United States
Tane
The price is CA $157
CA $193 total
includes taxes & fees
Nov 16 - Nov 17
Belterra Casino Resort
A spacious lounge with a stone fireplace, comfortable seating, and large windows offering views of the outdoors.

6. General Butler State Resort Park

General Butler State Resort Park
3.0 star property
Carrollton
8.4 out of 10, Very good, (499 reviews)
"Pet friendly Clean"
United States
Amanda
The price is CA $164
CA $181 total
includes taxes & fees
Nov 15 - Nov 16
General Butler State Resort Park
A modern bar area with a long counter, multiple stools, and a well-stocked liquor display.

7. Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
3.0 star property
Madison Historic District
9.8 out of 10, Exceptional, (473 reviews)
"Had a very enjoyable stay. The hotel is very nice."
United States
Michael
The price is CA $225
CA $259 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
A Comfort Inn hotel with a gas station attached, featuring a stone facade and multiple windows.

8. Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls
2.5 star property
Madison
8.8 out of 10, Excellent, (766 reviews)
"Great hotel and staff when visiting our son at college."
United States
Jodi
The price is CA $126
CA $145 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn Madison near Clifty Falls
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

Ramada by Wyndham Sparta/At Speedway
2.5 star property
Sparta
8.0 out of 10, Very good, (1,004 reviews)
"Clean room, friendly staff!"
United States
Amy
The price is CA $86
CA $95 total
includes taxes & fees
Dec 2 - Dec 3
Ramada by Wyndham Sparta/At Speedway
A modern living room with a stone fireplace, a flat-screen TV, and a sofa.

10. Quality Inn Carrollton

Quality Inn Carrollton
2.5 star property
Carrollton
7.8 out of 10, Good, (382 reviews)
"Extremely clean rooms and property. Staff was wonderful. Would absolutely stay here again."
United States
Teresa
The price is CA $95
CA $105 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Carrollton
An aerial view of a waterfront area with a prominent circular structure featuring the inscription "SUN" and "SUN" on its roof.

11. Empire House Hotel

Empire House Hotel
2.5 star property
Rising Sun
9.2 out of 10, Wonderful, (354 reviews)
"Love the nostalgia of the hotel. Great river view. The owner is very nice and helpful."
United States
Carla
The price is CA $76
CA $85 total
includes taxes & fees
Nov 17 - Nov 18
Empire House Hotel
A hotel room with two beds, each with a patterned bedspread, a large wall painting of a waterfall, and two wall-mounted lamps.

12. Super 8 by Wyndham Madison IN

Super 8 by Wyndham Madison IN
2.0 star property
Madison
6.8 out of 10, (453 reviews)
"Clean room and good breakfast!"
United States
Erin
The price is CA $96
CA $111 total
includes taxes & fees
Dec 6 - Dec 7
Super 8 by Wyndham Madison IN
A modern coffee shop with a black table, wooden chairs, a sofa, and a coffee machine.

13. Holiday Inn Express & Suites Carrollton by IHG

Holiday Inn Express & Suites Carrollton by IHG
2.5 star property
Carrollton
8.6 out of 10, Excellent, (256 reviews)
"Great service, clean hotel, in a nice quiet location."
United States
Mark
The price is CA $237
CA $261 total
includes taxes & fees
Nov 13 - Nov 14
Holiday Inn Express & Suites Carrollton by IHG
A Red Roof Inn reception area with two leather chairs, a wall-mounted sign, a potted plant, and a patterned rug.

14. Red Roof Inn Carrollton

Red Roof Inn Carrollton
2.5 star property
Carrollton
7.2 out of 10, Good, (505 reviews)
"Friendly front desk. Good housekeeping. Good hotel for a couple night stay"
United States
Joseph
The price is CA $96
CA $106 total
includes taxes & fees
Dec 1 - Dec 2
Red Roof Inn Carrollton
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a coffee maker, and a refrigerator.

15. Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
9.8 out of 10, Exceptional, (6 reviews)
"This tiny home was exactly what we had expected. Very clean, nice and welcoming. The owners were great and communication was excellent. We will be sure to see if it is Ava when we come to visit family again. "
United States
Randall B.
The price is CA $123
CA $259 total
includes taxes & fees
Nov 9 - Nov 10
Charming new tiny house-Friendship IN
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

16. Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful, clean, serene! Perfect place for a weekend anniversary getaway!"
United States
Mallory T.
The price is CA $216
CA $350 total
includes taxes & fees
Nov 15 - Nov 16
Cabin on the Ridge: The Sequel
An indoor swimming pool with a glass ceiling, surrounded by chairs and a view of the outdoors.

17. Best Way Inn Madison

Best Way Inn Madison
2.5 star property
Madison
6.8 out of 10, (573 reviews)
"Nice affordable room. Would stay again"
United States
Chad
The price is CA $111
CA $127 total
includes taxes & fees
Nov 9 - Nov 10
Best Way Inn Madison
A spacious bar area with multiple screens displaying sports events, a variety of seating arrangements, and a prominent 'Rising Star Casino & Resort' sign.

18. Rising Star Casino Resort

Rising Star Casino Resort
2.0 star property
Rising Sun
7.8 out of 10, Good, (630 reviews)
"Room was very clean and comfortable"
United States
Earl
The price is CA $125
CA $158 total
includes taxes & fees
Nov 9 - Nov 10
Rising Star Casino Resort
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

19. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (23 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is CA $185
CA $327 total
includes taxes & fees
Nov 10 - Nov 11
Cabin on the Ridge
Pool

20. Hampton Inn Carrollton

Hampton Inn Carrollton
2.5 star property
Carrollton
8.2 out of 10, Very good, (315 reviews)
"My family and I visit within an hour of Owenton, KY every year, sometimes multiple times, and this staff was by far the friendliest we’ve encountered! Very helpful, super friendly, and we enjoyed the pool!"
United States
Krista
The price is CA $244
CA $269 total
includes taxes & fees
Nov 12 - Nov 13
Hampton Inn Carrollton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top reviews in Bennington

A modern bar area with a long counter, multiple stools, and a well-stocked liquor display.
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Madison Historic District

10/10 Excellent

Gorgeous facility, staff is super friendly
Canada
Patrick
Reviewed March 16, 2026
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Frequently Asked Questions

Searching for B&Bs in Bennington?

If you want to find a place to stay with fewer rooms than the traditional hotel and a more personalized environment, a bed and breakfast might be the perfect option for your vacation to Bennington.

Are you thinking about B&Bs over traditional hotel rooms?

With attentive service, opportunities to meet guests from other places, and of course a scrumptious breakfast, B&Bs all have a truly one-of-a-kind environment.

What are the best B&Bs in Bennington?

Below is a B&B in the surrounding area: Riverside Inn Bed and Breakfast, Wedding Venue & Events: 6 rooms. 14.8 mi (23.8 km) from the heart of Bennington. Enjoy the free full breakfast and library.

What's the best time of year to stay at a B&B in Bennington?

When you're dreaming of a getaway to Bennington, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Bennington is 50 inches.

How can I get to and around Bennington?

Mapping out your trip in and around Bennington is easy with these transportation options. Fly into Cincinnati-Northern Kentucky Int'l Airport (CVG), which is located 29.3 mi (47.1 km) away from the city center. Otherwise, look for flights into Cincinnati, OH (LUK-Cincinnati Municipal - Lunken Field), which is 41.8 mi (67.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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