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
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 Oct 25 to Oct 26
$185 total
Oct 25 - Oct 26
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 ...
"The staff went above and beyond to help us. They made the extra effort to make our stay special. The view was spectacular and the room was comfortable and quiet. I would definitely recommend staying there."

Reviewed on Oct 10, 2026

Opens in a new windowFairfield Inn & Suites Madison Historic Eagle Cotton Mill
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 Oct 18 to Oct 19
$102 total
Oct 18 - Oct 19
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 ...
"If you are looking to stay in an older Historic hotel with a great view give this one a try. The rooms are nicely finished and have as many modern amenities as one would expect. Your own private balcony is a real plus with views of the Ohio river and down town Madison. Walking to either is easy from ..."

Reviewed on Oct 10, 2026

Opens in a new windowHillside Inn
Quality Inn Carrollton

Quality Inn Carrollton

2.5 out of 5
141 Inn Road Carrollton KY
Fully refundable
$68 nightly
The price is $75 total per night from Nov 13 to Nov 14
$75 total
Nov 13 - Nov 14
Total with 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. ...
"The hotel is very convenient to the highway. We stayed one night and it fit our need perfectly. Not a lot of room amenities but for one night it didn’t matter. It was clean, quiet and comfortable. The only thing that was a tiny bit bothersome was the wide gap at the bottom of the entry door. It let ..."

Reviewed on Oct 10, 2026

Opens in a new windowQuality Inn Carrollton
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 Oct 18 to Oct 19
$91 total
Oct 18 - Oct 19
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 dirty, there was dried dog poop on the floor when checking in the staff told us to check the pluming because they had issues in that room earlier, like that’s your job before I get there to double check the pluming not mine."

Reviewed on Oct 13, 2026

Opens in a new windowBest Way Inn Madison
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 Oct 20 to Oct 21
$173 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features a golf course, a casino, and 4 restaurants. Traveling on business? Take advantage of the business center, laundry service, and free valet ...
Opens in a new windowBelterra 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
$58 nightly
The price is $64 total per night from Oct 28 to Oct 29
$64 total
Oct 28 - Oct 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 ...
Opens in a new windowRamada by Wyndham Sparta/At Speedway
Comfort Inn Madison near Clifty Falls

Comfort Inn Madison near Clifty Falls

2.5 out of 5
3767 Clifty Dr Madison IN
Fully refundable
$93 nightly
The price is $107 total per night from Nov 8 to Nov 9
$107 total
Nov 8 - Nov 9
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 ...
Opens in a new windowComfort Inn Madison near Clifty Falls
General Butler State Resort Park

General Butler State Resort Park

3 out of 5
1608 Hwy. 227 Carrollton KY
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $129 total per night from Oct 18 to Oct 19
$129 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features 3 outdoor tennis courts and a restaurant. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a lobby ...
Opens in a new windowGeneral Butler State Resort Park
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
$107 nightly
The price is $123 total per night from Oct 18 to Oct 19
$123 total
Oct 18 - Oct 19
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. Guests will appreciate free perks like on-the-go breakfast ...
Opens in a new windowRiverboat Inn and Suites
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 $64. 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 174 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

4 out of 5
Posted 5 days ago
Travelocity Verified Review
"The staff went above and beyond to help us. They made the extra effort to make our stay special. The view was spectacular and the room was comfortable and quiet. I would definitely recommend staying there."
A verified traveler stayed at Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill