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

This weekend
Next weekend

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
Property amenities
Property amenities
Accessibility
Accessibility

Top Bennington hotels

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

3 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 Jun 7 to Jun 8
$185 total
Jun 7 - Jun 8
Total with 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 ...
"One night getaway for our anniversary! Check-In process was easy and smooth. Both front desk staff were kind and welcoming.. when they found out it was our anniversary weekend we were surprised with a sweet gift upon returning to our room that evening - we were so surprised and very appreciative ..."

Reviewed on May 22, 2026

Opens in a new windowFairfield 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
$132 nightly
The price is $152 total per night from Jun 2 to Jun 3
$152 total
Jun 2 - Jun 3
Total with 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 ...
"Cozy place. Staff very friendly"

Reviewed on May 28, 2026

Opens in a new windowRiverboat Inn and Suites
Empire House Hotel

Empire House Hotel

2.5 out of 5
114 South Front street Rising Sun IN
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Jun 3 to Jun 4
$77 total
Jun 3 - Jun 4
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
"Fantastic historic place. Comfy bed, lovely clawfoot bath, cheerful kind owner. Nothing super fancy, just a sweet place to stay for a good price with beautiful view of the river in charming town"

Reviewed on May 19, 2026

Opens in a new windowEmpire House Hotel
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

2.5 out of 5
3767 Clifty Dr Madison IN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jun 21 to Jun 22
$107 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an indoor pool and a sauna. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Nice enough stay. The room needs some updates, especially the bathroom. The cleaning staff were nice but very loud in the hallway in the morning - would have liked to sleep in."

Reviewed on May 31, 2026

Opens in a new windowComfort Inn Madison near Clifty Falls
Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive Florence IN
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $173 total per night from Jun 10 to Jun 11
$173 total
Jun 10 - Jun 11
Total with 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 ...
"The shower curtain leaked all over the floor. Our room was ok."

Reviewed on May 31, 2026

Opens in a new windowBelterra Casino Resort
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 Jun 3 to Jun 4
$102 total
Jun 3 - Jun 4
Total with 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 ...
"This historic hotel has beautiful rooms and a great view of the Ohio and downtown Historic Madison. I highly recommend it if you are visiting Madison. Make sure you request a river-side room."

Reviewed on May 31, 2026

Opens in a new windowHillside Inn
Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

2.5 out of 5
300 Franks Dr Madison IN
Fully refundable
$105 nightly
The price is $121 total per night from Jun 29 to Jun 30
$121 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"All was excellent, had 1 maintenance issue which occurred after 9:30 pm on the final night. I Told staff upon checking out the next morning. Room 228 sink drain line was disconnected. Too late to call for a fix, simply moved garbage can under the p trap. Desk clerk offered to discount the stay until ..."

Reviewed on May 8, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Madison by IHG
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
$60 nightly
The price is $66 total per night from Jun 28 to Jun 29
$66 total
Jun 28 - Jun 29
Total with 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 ...
"The location could not have been better. There is a saying which goes "location location". The apartment was very roomy and the owners informed us about upcoming work being done around the outside. Everything you would want in your own home was available. It was very apparent that the owners wanted ..."

Reviewed on Jun 1, 2026

Opens in a new windowRamada by Wyndham Sparta/At Speedway
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
$79 nightly
The price is $91 total per night from Jun 2 to Jun 3
$91 total
Jun 2 - Jun 3
Total with 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 room was acceptable for an economy stay. The room was clean, however it was very out of date. The bed was simply not comfy, we did not sleep well. The workers were friendly and helpful. The breakfast was acceptable, nothing to write home about."

Reviewed on May 29, 2026

Opens in a new windowBest 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 $66. 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 167 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