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Tonight
Check prices in Bennington for tonight, May 29 - May 30
May 29 - May 30
Tomorrow night
Check prices in Bennington for tomorrow night, May 30 - May 31
May 30 - May 31
This weekend
Check prices in Bennington for this weekend, May 30 - Jun 1
May 30 - Jun 1
Next weekend
Check prices in Bennington for next weekend, Jun 6 - Jun 8
Jun 6 - Jun 8

Most frequently booked Bennington hotels

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive, Florence, IN
Free cancellation
Reserve now, pay when you stay
19.52 km from city centre
Get rates
Stay at this 3.5-star golf hotel in Florence. Enjoy free valet parking, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Belterra Casino Riverboat and Belterra Casino are located nearby.
Pool
Spa
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
Free cancellation
Reserve now, pay when you stay
26.34 km from city centre
The price is CA $105 per night
CA $105
CA $115 total
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Sparta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kentucky Speedway and Neeley Family Distillery are located nearby.
Pool
Breakfast included
Rising Star Casino Resort

Rising Star Casino Resort

2 out of 5
777 Rising Star Drive, Rising Sun, IN
Free cancellation
Reserve now, pay when you stay
27.41 km from city centre
The price is CA $123 per night
CA $123
CA $152 total
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this golf hotel in Rising Sun. Enjoy 5 restaurants, a golf course, and a health club. Popular attractions Casino at Grand Victoria and Rising Star Casino are located nearby.
Pool
Hot tub
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St, Madison, IN
24.18 km from city centre
The price is CA $125 per night
CA $125
CA $144 total
includes taxes & fees
May 30 - May 31
Stay at this 3-star inn in Madison. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thomas Family Winery and Dr. William Hutching's Office & Hosptal are located nearby.
Pool
Breakfast included
Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St, Madison, IN
Free cancellation
Reserve now, pay when you stay
24.08 km from city centre
The price is CA $137 per night
CA $137
CA $157 total
includes taxes & fees
Jun 4 - Jun 5
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thomas Family Winery and Dr. William Hutching's Office & Hosptal are located nearby.
Breakfast included
Parking included
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
Free cancellation
23.08 km from city centre
The price is CA $169 per night
CA $169
CA $194 total
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sunrise Falls Golf Course and Johnson Lake are located nearby.
Pool
Breakfast included
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
Free cancellation
Reserve now, pay when you stay
24.67 km from city centre
Get rates
Stay at this hotel in Aurora. Enjoy free parking, room service, and a 24-hour front desk.
Pet-friendly
Parking included
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
Free cancellation
Reserve now, pay when you stay
24.47 km from city centre
The price is CA $248 per night
CA $248
CA $285 total
includes taxes & fees
Jun 12 - Jun 13
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Thomas Family Winery and Dr. William Hutching's Office & Hosptal are located nearby.
Breakfast included
Parking included
Quality Inn

Quality Inn

2.5 out of 5
141 Inn Road, Carrollton, KY
Free cancellation
Reserve now, pay when you stay
23.19 km from city centre
The price is CA $99 per night
CA $99
CA $110 total
includes taxes & fees
Jun 6 - Jun 7
Book a stay at this business-friendly hotel in Carrollton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions General Butler State Resort Park and Butler-Turpin State Historic House are located nearby.
Breakfast included
Pet-friendly
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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.

Bennington hotels essential information

Accommodation
142 hotels
Lowest Price
CA $99
Highest Price
CA $248
Popular hotels
Belterra Casino Resort, Ramada by Wyndham Sparta/At Speedway, Rising Star Casino Resort, Riverboat Inn and Suites, Hillside Inn, Holiday Inn Express Hotel & Suites Madison by IHG, Hillcrest Motel By OYO Aurora IN Near Lawrenceburg, Fairfield Inn & Suites Madison Historic Eagle Cotton Mill, Quality Inn

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 CA $99 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 142 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

Hillside Inn

Hillside Inn

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The room was very clean, including bathroom area. Loved the shower head and bathroom amenities. The balcony was wonderful with a perfect very of surroundings. Breakfast room was clean and comfortable with a good variety of food items. Ice machine closed on middle floor of hotel. Very close to all the attractions in town. The staff was very attentive and helpful. Mattress was very firm, but that seems pretty standard these days and I guess some people like that. I would recommend and will absolutely stay here again if back in town. "
A verified traveller stayed at Hillside Inn
Hillside Inn

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