Bennington Holidays

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    Save up to €900 when you book a flight and hotel together*

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Top hotels in Bennington

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive Florence IN
Fully refundableReserve now, pay when you stay
The price is €122 per night from 2 Dec to 3 Dec
€122
2 Dec - 3 Dec
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Very clean and comfortab"

Reviewed on 3 Nov 2026

Belterra 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
The price is €60 per night from 6 Dec to 7 Dec
€60
6 Dec - 7 Dec
includes taxes & fees
8/10 Very good! (1,004 reviews)
"Very clean and orderly amazing staff"

Reviewed on 4 Nov 2026

Ramada by Wyndham Sparta/At Speedway
Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
The price is €91 per night from 6 Dec to 7 Dec
€91
6 Dec - 7 Dec
includes taxes & fees
Hillside Inn
See all 171 properties in Bennington
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

How much does a Bennington holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Bennington costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Bennington?
January, February and November are the best times to look for cheap Bennington holiday packages. Choosing to travel in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Bennington?
Usually, a handful of days is enough to see the main attractions during your Bennington holiday. However, if you'd like to have some time to relax or take day tours, think about extending your trip.
How to find the best Bennington package deals?
Begin your search for a Bennington package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Bennington package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Bennington escape off to a flying start.
Is it cheaper to book a Bennington holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Bennington getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Bennington?
If you're planning a spontaneous Bennington getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Bennington?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the activities on offer will also help you decide when to escape to Bennington.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Bennington.
  3. Decide how many days away: Start by making a list of all the attractions and activities you'd like to get to in Bennington. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Bennington holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.