Book Hotels in Bennington, IN

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Aug 19 - Aug 20
Tomorrow
Aug 20 - Aug 21
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Bennington hotels

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

2.5 out of 5
108 ST. MICHAELS AVENUE, Madison, IN
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $185 total per night from Aug 21 to Aug 22
$185 total
Aug 21 - Aug 22
Total includes taxes and fees
This hotel features a gym and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental ...
"Great Historic Facility, nice aesthetics"

Reviewed on Aug 17, 2025

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St, Madison, IN
$120 nightly
The price is $139 total per night from Aug 24 to Aug 25
$139 total
Aug 24 - Aug 25
Total includes taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this inn. Guests will appreciate free perks like on-the-go breakfast and WiFi ...
"Upgraded/scenery"

Reviewed on Aug 10, 2025

Riverboat Inn and Suites
Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St, Madison, IN
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Aug 20 to Aug 21
$102 total
Aug 20 - Aug 21
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
Magnificent
"The breakfast was really not that bad for a continental breakfast. I thought the potatoes amd sausage were very yummy. The bed was very comfortable. I slept like a sack of potatoes. Also, the room was nice and quiet and private."

Reviewed on Aug 3, 2025

Hillside Inn
Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive, Florence, IN
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $164 total per night from Sep 1 to Sep 2
$164 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features a golf course, a casino, and 3 restaurants. Traveling on business? Take advantage of the business center, laundry service, and free valet ...
"Comfortable bed and nice large room. Pool was nice. Could use a hot tub"

Reviewed on Aug 16, 2025

Belterra Casino Resort
Rising Star Casino Resort

Rising Star Casino Resort

2 out of 5
777 Rising Star Drive, Rising Sun, IN
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Aug 20 to Aug 21
$124 total
Aug 20 - Aug 21
Total includes taxes and fees
A golf course, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's an indoor pool on site, and a coffee shop and a snack bar/deli ...
"Beautiful hotel and clean"

Reviewed on Jul 30, 2025

Rising Star Casino Resort
Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

2.5 out of 5
525 Dale Drive I 71 Exit 57 Sp, Sparta, KY
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $79 total per night from Aug 24 to Aug 25
$79 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Everything was good to excellent."

Reviewed on Aug 14, 2025

Ramada by Wyndham Sparta/At Speedway
Quality Inn

Quality Inn

2.5 out of 5
141 Inn Road, Carrollton, KY
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Sep 1 to Sep 2
$81 total
Sep 1 - Sep 2
Total includes taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. ...
"Always a great place to stay. Never had any problems in the past 10 years ive been traveling"

Reviewed on Aug 16, 2025

Quality Inn
Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

2.5 out of 5
7535 U.S. 50, Aurora, IN
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Aug 20 to Aug 21
$70 total
Aug 20 - Aug 21
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, dry cleaning, and laundry facilities are also on ...
Definitely stay again
"High end amenities without the high end price. Clean, comfortable, recently remodeled, safe. Would definitely stay here again!"

Reviewed on Jun 29, 2025

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg
Best Way Inn Madison

Best Way Inn Madison

2.5 out of 5
700 Clifty Drive, Madison, IN
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Aug 20 to Aug 21
$82 total
Aug 20 - Aug 21
Total includes taxes and fees
This motel features an indoor pool, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Free self parking and a ...
"The only problem we had was the bed was very firm & our backs hurt from it."

Reviewed on Jul 13, 2025

Best Way Inn Madison
Don't see what you're looking for?
See all available properties in Bennington
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Bennington?
Take some of the worries out of traveling with kids by opting for a family-friendly Bennington hotel. From entertaining amenities to services that bring a smile, these stays offer perks that'll make your getaway plain sailing: Your gang will enjoy their time at Carol's Cabin in the Woods in Historic Hoosier Hills. A playground and a firepit are among the things that help make this hotel a favorite. Secluded Country Home in Historic Hoosier Hills is another top pick. After a long day of exploring, return to your comfy room and amenities like a playground and animal viewing activities.
Where can I find cheap hotels in Bennington?
At Travelocity you'll find really nice hotels in Bennington at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Bennington rather than in Bennington. We may find you even better rates, too.
How do I find the best Bennington hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Bennington then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Bennington?
The cheapest hotel in Bennington is $70. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Bennington?
There are 139 hotels in Bennington on Travelocity.
What are the best hotels in Bennington?
Bennington has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Bennington for you!
When is the best time to visit Bennington?
If you want the joy of a fun-filled trip in peak season, visit Bennington during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Bennington?
Based on historic data is usually the cheapest month to visit Bennington. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Bennington?
There are multiple hotels in Bennington that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Bennington. We have plenty of kid-friendly hotels in Bennington to choose from on Travelocity!
Why book a hotel in Bennington through Travelocity?
Because we have the top hotels in Bennington! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Bennington on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Bennington hotel reviews by fellow wanderers

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great Historic Facility, nice aesthetics "
A verified traveler stayed at Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity