Find a Bed and Breakfast in Bennington from CA $76

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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 cozy wooden cabin interior with a sofa, a dining table, and a TV.

1. 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 $218
CA $353 total
includes taxes & fees
Nov 15 - Nov 16
Cabin on the Ridge: The Sequel
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

2. 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
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a coffee maker, and a refrigerator.

3. 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 $124
CA $261 total
includes taxes & fees
Nov 9 - Nov 10
Charming new tiny house-Friendship IN
A buffet area with various food options, including omelets and other dishes, displayed in stainless steel chafing dishes.

4. 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, (618 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 $129
CA $148 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Madison by IHG
A sign for the Fairway Inn with a clear view of the sky in the background.

5. 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 $95
CA $106 total
includes taxes & fees
Nov 9 - Nov 10
Fairway Inn Florence
A large, multi-story hotel with a prominent dome and arched windows, featuring a well-lit entrance and landscaped gardens.

6. Belterra Casino Resort

Belterra Casino Resort
3.5 star property
Florence
8.6 out of 10, Excellent, (1,003 reviews)
"Property was clean and room was comfortable."
United States
Tane
The price is CA $158
CA $194 total
includes taxes & fees
Nov 15 - Nov 16
Belterra Casino Resort
A hotel room with a bed, two bedside lamps, a dresser, a chair, and a balcony with a view.

7. 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 $126
CA $145 total
includes taxes & fees
Nov 9 - Nov 10
Hillside Inn
A spacious lounge with a stone fireplace, comfortable seating, and large windows offering views of the outdoors.

8. 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 $165
CA $182 total
includes taxes & fees
Nov 9 - Nov 10
General Butler State Resort Park
An outdoor dining area with wooden tables and chairs, large windows, and a view of a lake.

9. Riverboat Inn and Suites

Riverboat Inn and Suites
3.0 star property
Madison Historic District
9.2 out of 10, Wonderful, (180 reviews)
"We enjoyed our stay. Beautiful view, friendly staff, and good entertainment."
United States
Katherine
The price is CA $139
CA $160 total
includes taxes & fees
Nov 25 - Nov 26
Riverboat Inn and Suites
A breakfast area with two refrigerators, a coffee station, and a counter with various food items.

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 $96
CA $106 total
includes taxes & fees
Dec 7 - Dec 8
Quality Inn Carrollton
A modern bar area with a long counter, multiple stools, and a well-stocked liquor display.

11. 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 $227
CA $261 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
A covered deck with a wooden table and wicker chairs, overlooking a lake.

12. The River View at Esther’s

The River View at Esther’s
Vevay
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful property and lovely house. We really enjoyed the back deck and the chairs by the river. It was nice having an enclosed yard space for our dog. The coffee station was well stocked and loved the flavored Crave pods! The bed was also very comfortable. We saw some eagles diving at possibly a muskrat. The host was quickly responsive when we reached out for a very minor issue. Thank you for a wonderful stay. Shari and Jim"
United States
James F.
The price is CA $159
CA $294 total
includes taxes & fees
Nov 9 - Nov 10
The River View at Esther’s
A hotel room with two beds, each with a patterned bedspread, a large wall painting of a waterfall, and two wall-mounted lamps.

13. 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 $110 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.

14. 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 $239
CA $263 total
includes taxes & fees
Nov 13 - Nov 14
Holiday Inn Express & Suites Carrollton by IHG
A spacious dining area with multiple tables and chairs, a kitchen area in the background, and a large window providing natural light.

15. Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway
2.5 star property
Sparta
8.0 out of 10, Very good, (1,005 reviews)
"Clean room, friendly staff!"
United States
Amy
The price is CA $86
CA $95 total
includes taxes & fees
Dec 1 - Dec 2
Ramada by Wyndham Sparta/At Speedway
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

16. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"We loved the cabin, it had everything we needed - lovely peaceful surroundings, and was very clean! Thank you."
United States
Lisa S.
The price is CA $141
CA $241 total
includes taxes & fees
Nov 9 - Nov 10
Mulberry Secluded Cabin at Lost Trails
A Red Roof Inn reception area with two leather chairs, a wall-mounted sign, a potted plant, and a patterned rug.

17. 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 $97
CA $107 total
includes taxes & fees
Dec 1 - Dec 2
Red Roof Inn Carrollton
An aerial view of a waterfront area with a prominent circular structure featuring the inscription "SUN" and "SUN" on its roof.

18. 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
2

19. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is CA $141
CA $241 total
includes taxes & fees
Nov 29 - Nov 30
Maple Cozy Cabin at Lost Trails
A wooden cabin with a porch, a staircase, and a deck.

20. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (20 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is CA $124
CA $221 total
includes taxes & fees
Dec 8 - Dec 9
Sassafras Woodland Cabin at Lost Trails
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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