Bennington Hotels from S$65

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Bennington hotels

Exterior
Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway
2.5 star property
Sparta
7.8 out of 10, Good, (1002)
"Great breakfast!!!"
United States
Martha
The price is S$120
includes taxes & fees
26 Dec - 27 Dec
Ramada by Wyndham Sparta/At Speedway
Exterior
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls
2.5 star property
Madison
8.8 out of 10, Excellent, (665)
"Great stay, clean, and comfy bed!"
United States
cheryl
The price is S$137
includes taxes & fees
4 Jan - 5 Jan, 2026
Comfort Inn Madison near Clifty Falls
Front of property
Empire House Hotel

Empire House Hotel

Empire House Hotel
2.5 star property
Rising Sun
9.2 out of 10, Wonderful, (322)
"Marsha, the hostess was wonderful. To be able to sit on the porch and look at the river was amazing. "
United States
Charlene
Empire House Hotel
Dining
Fairway Inn Florence

Fairway Inn Florence

Fairway Inn Florence
2.0 star property
Florence
8.4 out of 10, Very good, (51)
"Convenient to where we needed to go. "
United States
Walter
The price is S$97
includes taxes & fees
28 Dec - 29 Dec
Fairway Inn Florence
Property amenity
Hillside Inn

Hillside Inn

Hillside Inn
2.5 star property
Madison
8.8 out of 10, Excellent, (1002)
"Great view, friendly staff."
United States
Roy
The price is S$118
includes taxes & fees
1 Jan - 2 Jan, 2026
Hillside Inn
Restaurant
Hampton Inn Carrollton

Hampton Inn Carrollton

Hampton Inn Carrollton
2.5 star property
Carrollton
8.2 out of 10, Very good, (302)
"Abigail was awesome. She is very professional and attentive to guest needs. The breakfast is not very exciting but it works. The room was clean and comfortable. All in All i was very please. "
United States
Daryl
The price is S$233
includes taxes & fees
27 Dec - 28 Dec
Hampton Inn Carrollton
Desk, laptop workspace, blackout curtains, iron/ironing board
Holiday Inn Express & Suites Carrollton by IHG

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, (237)
"Convenient location along highway, clean, staff was nice, breakfast was good. "
United States
VALERIE
The price is S$190
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Carrollton by IHG
Exterior
Belterra Casino Resort

Belterra Casino Resort

Belterra Casino Resort
3.5 star property
Florence
8.6 out of 10, Excellent, (1000)
"Room was clean and the staff was good."
United States
Gary
The price is S$222
includes taxes & fees
29 Dec - 30 Dec
Belterra Casino Resort
Meeting facility
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
2.5 star property
Madison
9.8 out of 10, Exceptional, (393)
"Beautiful hotel, rooms were exceptionally clean, service was so friendly. Love this place and will return."
United States
Paul
The price is S$269
includes taxes & fees
25 Jan - 26 Jan, 2026
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Front of property
The Tanglewood

The Tanglewood

The Tanglewood
2.0 star property
Versailles
9.6 out of 10, Exceptional, (8)
"Great place! Clean room and good communication from staff. "
United States
Bonnie
The price is S$188
includes taxes & fees
30 Dec - 31 Dec
The Tanglewood
Miscellaneous
Super 8 by Wyndham Carrollton

Super 8 by Wyndham Carrollton

Super 8 by Wyndham Carrollton
2.0 star property
Carrollton
7.6 out of 10, Good, (27)
"Staff help was great "
United States
Daryl
The price is S$108
includes taxes & fees
1 Jan - 2 Jan, 2026
Super 8 by Wyndham Carrollton
Balcony view
General Butler State Resort Park

General Butler State Resort Park

General Butler State Resort Park
3.0 star property
Carrollton
8.2 out of 10, Very good, (448)
"Loved this hotel, beds wonderful, rooms clean, will be back"
United States
raymond
General Butler State Resort Park
Free daily on-the-go breakfast
Super 8 by Wyndham Madison IN

Super 8 by Wyndham Madison IN

Super 8 by Wyndham Madison IN
2.0 star property
Madison
6.8 out of 10, (417)
"Good service … "
United States
Reuel
The price is S$110
includes taxes & fees
25 Jan - 26 Jan, 2026
Super 8 by Wyndham Madison IN
Premium bedding, down duvets, individually decorated
The Chandler Hotel

The Chandler Hotel

The Chandler Hotel
2.0 star property
Madison
10.0 out of 10, Exceptional, (124)
"Amazing place. I would definitely stay there again!"
United States
Dana
The price is S$224
includes taxes & fees
28 Dec - 29 Dec
The Chandler Hotel
Outdoor banquet area
Riverside Inn Bed and Breakfast

Riverside Inn Bed and Breakfast

Riverside Inn Bed and Breakfast
3.0 star property
Warsaw
10.0 out of 10, Exceptional, (1)
"Beautiful "
United States
Danielle
The price is S$454
includes taxes & fees
1 Jan - 2 Jan, 2026
Riverside Inn Bed and Breakfast
Exterior
Riverboat Inn and Suites

Riverboat Inn and Suites

Riverboat Inn and Suites
3.0 star property
Madison
9.4 out of 10, Exceptional, (103)
"The room and staff were great. Enjoyed our stay."
United States
Katrina
The price is S$121
includes taxes & fees
6 Jan - 7 Jan, 2026
Riverboat Inn and Suites
Free buffet breakfast
Holiday Inn Express Hotel & Suites Madison by IHG

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, (573)
"Clean, easy in, easy out. that's plenty for me."
United States
Terry
The price is S$168
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Hotel & Suites Madison by IHG
Indoor pool, pool loungers
Best Way Inn Madison

Best Way Inn Madison

Best Way Inn Madison
2.5 star property
Madison
6.8 out of 10, (523)
"Very clean room"
United States
Arnulfo
The price is S$102
includes taxes & fees
1 Jan - 2 Jan, 2026
Best Way Inn Madison
BBQ/picnic Area
Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg
2.5 star property
Aurora
6.6 out of 10, (46)
"Shopping near by, For what you pay,, It was good!"
United States
JOSEPH
The price is S$65
includes taxes & fees
9 Jan - 10 Jan, 2026
Hillcrest Motel By OYO Aurora IN Near Lawrenceburg
Free WiFi
East Main Lofts

East Main Lofts

East Main Lofts
2.0 star property
Madison
8.0 out of 10, Very good, (4)
"Great location! Room was clean and spacious. Just like the pictures. Easy check in and check out."
United States
Kathleen
The price is S$297
includes taxes & fees
28 Dec - 29 Dec
East Main Lofts
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 Bennington Hotel Reviews

The Chandler Hotel

The Chandler Hotel

10/10 Excellent
"Amazing place. I would definitely stay there again!"
Dana 1-night trip
Posted 2 days ago
The Chandler Hotel

More cheap stays in Bennington

Best Way Inn Madison

Best Way Inn Madison

700 Clifty Drive Madison IN
The price is S$102 per night from 1 Jan to 2 Jan
S$102
1 Jan - 2 Jan, 2026
includes taxes & fees
6.8/10 (522 reviews)

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 Comfort Inn Madison near Clifty Falls. 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 156 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.

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