Title: 10 TOP Things to Do in Bennington September 2025 | Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d6057349.Travel-Guide-Hotels)[Flights to Bennington](https://expedia.ca/Cheap-Flights-To-Bennington.d6057349.Travel-Guide-Flights)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d6057349.Car-Rental-Guide)[Bennington Vacation Packages](https://expedia.ca/Bennington.d6057349.Destination-Travel-Guides) # What to do in Bennington, VT ## Activities, attractions and tours ## Visit Bennington Types of activities [Bennington travel guide](https://expedia.ca/Bennington.dx6057349) ![Bennington Battle Monument featuring landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94635-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Bennington Battle Monument showing heritage elements and a monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94638-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Bennington Battle Monument showing a small town or village and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94636-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Bennington Battle Monument which includes landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94637-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Bennington](https://mediaim.expedia.com/destination/1/9577c24a6595c27397e013bf873b8d29.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Bennington Attractions Let Expedia help you experience the best that Bennington has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Bennington is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Bennington to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Bennington Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Bennington. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Bennington attractions ensure that you’ll have a successful trip, whatever the season. * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ## Recommended things to do in Bennington | Number of things to do | 4 | | --- | --- | | Cheapest thing to do on Expedia | [Vermont RT 100: Self-Guided Driving Audio Tour](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48959194.activity-details): CA $24 | | Top 5 things to do | - [Vermont RT 100: Self-Guided Driving Audio Tour](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48959194.activity-details) - [Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway](https://expedia.ca/things-to-do/self-guided-audio-driving-tour-of-vermont-rt100-scenic-byway.a49322596.activity-details) - [Vermont RT 100 Self Guided Driving Audio Tour](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48988132.activity-details) - [Green Mountain Adventure Challenge Passes](https://expedia.ca/things-to-do/green-mountain-adventure-challenge-passes.a47514209.activity-details) | | Half-day tours | - [Vermont RT 100 Self Guided Driving Audio Tour](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48988132.activity-details) | | With kids | | ## What to do in Bennington * * * ### Discover the most popular places to visit in Bennington ![Bennington Battle Monument featuring landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94635-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bennington Battle Monument Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views. [](https://expedia.ca/Bennington-Battle-Monument-Bennington.d6115862.Vacation-Attraction) ![Old First Congregational Church](https://mediaim.expedia.com/destination/2/2443e6328ff215f2a4f822c173cae1f1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Old First Congregational Church Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views. [](https://expedia.ca/Old-First-Congregational-Church-Bennington.d6329594.Vacation-Attraction) #### Hemmings Motor News Car Lover's Convenience Store & Vehicle Display You can spend an afternoon browsing the exhibits at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses. [](https://expedia.ca/Hemmings-Motor-News-Car-Lovers-Convenience-Store-Vehicle-Display-Bennington.d553248621533116692.Vacation-Attraction) #### Prospect Mountain Cross-Country Ski Center Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views. [](https://expedia.ca/Prospect-Mountain-Cross-Country-Ski-Center-Bennington.d553248621533121047.Vacation-Attraction) #### Bennington Museum You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses. [](https://expedia.ca/Bennington-Museum-Bennington.d6115864.Vacation-Attraction) #### Bennington Potters Yard You can do some window-shopping at Bennington Potters Yard during your stay in Bennington. Discover the coffeehouses and its art scene while you're in the area. [](https://expedia.ca/Bennington-Potters-Yard-Bennington.d6330091.Vacation-Attraction) #### Bennington Center for the Arts You can spend time exploring the galleries in Bennington Center for the Arts in Bennington. Discover the area's mountain views and coffeehouses. [](https://expedia.ca/Bennington-Center-For-The-Arts-Bennington.d6329592.Vacation-Attraction) #### Prospect Mountain Nordic Ski Center Hit the slopes in Woodford with a visit to Prospect Mountain Nordic Ski Center. Discover the area's mountain views and coffeehouses. [](https://expedia.ca/Prospect-Mountain-Nordic-Ski-Center-Bennington.d553248621532649082.Vacation-Attraction) #### Woodford State Park You can take time to visit Woodford State Park during your travels to Woodford. [](https://expedia.ca/Woodford-State-Park-Bennington.d637214576238309376.Vacation-Attraction) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Bennington ![Photo by Hannie](https://mediaim.expedia.com/destination/2/4577bbfba2fdf8951750298bf716836d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Shaftsbury [](https://expedia.ca/Shaftsbury.dx184070) ## Frequently asked questions ### Is Bennington worth visiting? > Whether you want to discover the cultural highlights and local charm or try regional foods and go on outdoor adventures, there are plenty of things to do in Bennington. ### How do I spend a day in Bennington? > When you've checked off leading attractions like Bennington Centre for the Arts and Prospect Mountain Nordic Ski Centre, spend some time exploring Bennington's shopping and food scene. ### What is the top tourist attraction in Bennington? > The top tourist attraction in Bennington is Prospect Mountain Cross-Country Ski Centre, so make sure to put it on your sightseeing list. ### Is three days enough to stay in Bennington? > You can easily enjoy popular attractions like Old First Congregational Church, Bennington Centre for the Arts and Robert Frost Stone House Museum with a three-day break in Bennington. On average, most travellers plan two days here. There's plenty to explore nearby too, so stay a while longer and head to Latham. ### Is Bennington a walkable city? > With attractions like Old First Congregational Church close by, Bennington is every bit a destination to explore on foot. Like to visit some cool neighbourhoods a walkable distance from downtown? Old Bennington is just 0.16 kilometres away. ### What are some activities to do in Bennington with kids? > Planning what to do in Bennington with kids has never been simpler. Whether you're travelling with teenagers or toddlers, there's a range of family-friendly sights and activities to keep everyone busy here. ### What to do in Bennington for adults? > There are loads of things to do in Bennington, with entertainment for adults of all ages. Cap off your day with a visit to Hemmings Motor News Car Lover's Convenience Store & Vehicle Display. ### Are there free things to do in Bennington? > From relaxing in parks to wandering around vibrant neighbourhoods, it's easy to discover free things to do in Bennington. If you need new ideas, ask for tips from a local tour guide. 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