Bennington Vacation Packages
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Top Bennington Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Richardson Hotel
Elmwood Bidwell
CA $1,643
per person
Jan 11 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Buffalo (BUF)
9/10 Wonderful! (1,000 reviews)
There is an even-numbered wing and an odd-numbered wing in the hotel with two different sets of elevators- it would be nice to be told that when you check in! I couldn’t find my room at first - thought I was going crazy! I’m walking down the corridor room 107, 109, 111 where the hell is room 110? - wrong wing.
Also a huge part of customer service is understanding your customer- I drove 7 hours from Boston, arrived at 3:30pm exhausted - only to be told check in time is 4pm! - and was strictly enforced- it’s just not a great welcome for the first time visitor - apparently all the cleaning staff finish cleaning all the rooms at precisely 4pm - not a minute earlier! But the bedroom was beautiful 15 ft ?
If you pull into the (free) Ceilings clean, quiet, the coffee is great you can feel the history in the building and they’ve done an amazing job of remodeling and renovation it truly is beautiful. Now I understand the layout and the “ boutique hotel” mindset better, I might stay there again.
Reviewed on Oct 25, 2026
Ready to book your vacation to Bennington?
Bennington Hotel Deals
Buffalo Airport Hotel
4600 Genesee St Buffalo NY
Fully refundableReserve now, pay when you stay
CA $128
CA $149 total
Oct 27 - Oct 28
includes taxes & fees
Garden Place Hotel
6615 Transit Road Buffalo NY
Fully refundableReserve now, pay when you stay
CA $128
CA $146 total
Oct 27 - Oct 28
includes taxes & fees
7.4/10 Good! (2,707 reviews)
"Terrible service , called front desk at 11:00 pm asked for a blanket It was 12:30 am at night before she finally called and said she don’t have extra blankets, cushion on the sofa was completely ripped , taps in the bathroom were leaking very badly. Overall, got a bad impression"
Reviewed on Oct 25, 2026
Sleep Inn & Suites Buffalo Airport
100 Holtz Dr Buffalo NY
Fully refundableReserve now, pay when you stay
CA $85
CA $97 total
Nov 23 - Nov 24
includes taxes & fees
7.8/10 Good! (2,468 reviews)
"Clean rooms, friendly staff, good breakfast and free parking"
Reviewed on Oct 25, 2026
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 vacation package cost?
You'll find cheap prices from CA $1,250 on Expedia for your Bennington getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Bennington costs.
What are the cheapest months to go to Bennington?
You can typically find reduced prices and greater availability in January, February and March. Browse our cheap Bennington vacation packages and you could land some great off-season discounts.
How many days is enough for Bennington?
The ideal duration of your Bennington vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to visit all the top sights and discover some hidden treasures along the way.
How to find the best Bennington package deals?
Bagging a cheap Bennington package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Bennington package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Bennington vacation as a package?
You can enjoy significant savings on your next Bennington escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Bennington?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Bennington break.
How to plan a trip to Bennington?
- Pick your dates: What you plan to do in Bennington and your preferred season will help you decide when to go.
- Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to Bennington.
- Decide how long to go away for: Now that you're more familiar with Bennington, you can figure out the right length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to do.
- Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the ideal Bennington vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
