Title: 10 TOP Things to Do in Poughkeepsie September 2025 | Expedia.ca [Poughkeepsie Travel Guide](https://expedia.ca/Poughkeepsie.dx6056317)[Hotels in Poughkeepsie](https://expedia.ca/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)[Flights to Poughkeepsie](https://expedia.ca/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights)[Poughkeepsie Car Rentals](https://expedia.ca/Car-Rentals-In-Poughkeepsie.d6056317.Car-Rental-Guide)[Poughkeepsie Vacation Packages](https://expedia.ca/Poughkeepsie.d6056317.Destination-Travel-Guides) # What to do in Poughkeepsie, NY ## Activities, attractions and tours ## Visit Poughkeepsie Types of activities Where to stay [Poughkeepsie travel guide](https://expedia.ca/Poughkeepsie.dx6056317) ![Photo provided by www.DutchessTourism.com](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59985-Poughkeepsie.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by www.DutchessTourism.com](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59985-Poughkeepsie.jpg) ![Photo provided by © City of Chicago](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59979-Poughkeepsie.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by © City of Chicago](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59979-Poughkeepsie.jpg) ![Photo provided by www.DutchessTourism.com](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59977-Poughkeepsie.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by www.DutchessTourism.com](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59977-Poughkeepsie.jpg) ![Photo provided by www.DutchessTourism.com](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59984-Poughkeepsie.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by www.DutchessTourism.com](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59984-Poughkeepsie.jpg) ![Photo provided by Tim Lee Photography](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59980-Poughkeepsie.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo provided by Tim Lee Photography](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59980-Poughkeepsie.jpg) ## Poughkeepsie Attractions Let Expedia help you experience the best that Poughkeepsie 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 Poughkeepsie 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 Poughkeepsie 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. #### Poughkeepsie 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 Poughkeepsie. 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 Poughkeepsie 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 Poughkeepsie | Number of things to do | 7 | | --- | --- | | Cheapest thing to do on Expedia | [Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm](https://expedia.ca/things-to-do/farm-tour-at-clover-brooke-llama-alpaca-goat-farm.a47032567.activity-details): CA $28 | | Top 5 things to do | - [Walkway Over the Hudson & Winery Tour w/ Private Transport](https://expedia.ca/things-to-do/full-day-walkway-over-the-hudson-and-winery-tour.a3856572.activity-details) - [Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) - [Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm](https://expedia.ca/things-to-do/farm-tour-at-clover-brooke-llama-alpaca-goat-farm.a47032567.activity-details) - [Alpaca and Llama Trek in Pleasant Valley](https://expedia.ca/things-to-do/alpaca-and-llama-trek-in-pleasant-valley.a48941825.activity-details) - [Llama/Alpaca Hike and Farm Tour](https://expedia.ca/things-to-do/llama-alpaca-hike-and-farm-tour.a3516519.activity-details) | | Half-day tours | - [Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm](https://expedia.ca/things-to-do/farm-tour-at-clover-brooke-llama-alpaca-goat-farm.a47032567.activity-details) - [Alpaca and Llama Trek in Pleasant Valley](https://expedia.ca/things-to-do/alpaca-and-llama-trek-in-pleasant-valley.a48941825.activity-details) - [Llama/Alpaca Hike and Farm Tour](https://expedia.ca/things-to-do/llama-alpaca-hike-and-farm-tour.a3516519.activity-details) - [Taste the Hudson Valley with Gourmet Beacon Food Tour](https://expedia.ca/things-to-do/taste-the-hudson-valley-with-gourmet-beacon-food-tour.a47114856.activity-details) - [Beacon: Gourmet Beacon Food Tour](https://expedia.ca/things-to-do/beacon-gourmet-beacon-food-tour.a47933744.activity-details) | | With kids | - [Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) - [Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm](https://expedia.ca/things-to-do/farm-tour-at-clover-brooke-llama-alpaca-goat-farm.a47032567.activity-details) - [Taste the Hudson Valley with Gourmet Beacon Food Tour](https://expedia.ca/things-to-do/taste-the-hudson-valley-with-gourmet-beacon-food-tour.a47114856.activity-details) | ## What to do in Poughkeepsie * * * ### Discover the most popular places to visit in Poughkeepsie ![Mid-Hudson Bridge which includes a river or creek, a bay or harbour and a bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92771-Mid-Hudson-Bridge.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mid-Hudson Bridge Cycle or walk across this high bridge for panoramic views and see it at night to appreciate its intricate lighting system. [](https://expedia.ca/Mid-Hudson-Bridge-Poughkeepsie.d6093747.Vacation-Attraction) ![Poughkeepsie Bridge](https://mediaim.expedia.com/destination/2/908fec913aa87e27946064c55b28da38.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Poughkeepsie Bridge You can learn about the history of Poughkeepsie Waterfront with a trip to Poughkeepsie Bridge. While you're in the area, stroll along the riverfront. [](https://expedia.ca/Poughkeepsie-Bridge-Poughkeepsie.d6093751.Vacation-Attraction) ![Chance Theater](https://mediaim.expedia.com/destination/2/200e9ff7a1dc81f939299d0b2d14fdda.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chance Theater Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event. [](https://expedia.ca/Chance-Theater-Poughkeepsie.d6258665.Vacation-Attraction) #### Vassar College 3.5/5(2 reviews) Take a campus tour or just explore the area of Vassar College, during your travels in Poughkeepsie. Amble around the area's riverfront or attend a sporting event. [](https://expedia.ca/Vassar-College-Poughkeepsie.d6085394.Vacation-Attraction) #### Marist College 3/5(1 review) Take a campus tour or just explore the area of Marist College, during your travels in Poughkeepsie. While you're in the area, stroll along the riverfront. [](https://expedia.ca/Marist-College-Poughkeepsie.d6158002.Vacation-Attraction) #### Mid-Hudson Civic Center Mid-Hudson Civic Center is just one of the places to see in Poughkeepsie, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or attend a sporting event in the area. [](https://expedia.ca/Mid-Hudson-Civic-Center-Poughkeepsie.d6258643.Vacation-Attraction) #### Bardavon 1869 Opera House Enjoy a performance at Bardavon 1869 Opera House, a theater with a story to tell in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area. [](https://expedia.ca/Bardavon-1869-Opera-House-Poughkeepsie.d6093749.Vacation-Attraction) #### Eleanor Roosevelt National Historic Site You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront. [](https://expedia.ca/Eleanor-Roosevelt-National-Historic-Site-Poughkeepsie.d6156532.Vacation-Attraction) #### Vassar Brothers Medical Center Though Vassar Brothers Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Poughkeepsie while you are here. [](https://expedia.ca/Vassar-Brothers-Medical-Center-Poughkeepsie.d553248626761242223.Vacation-Attraction) ### Explore areas of Poughkeepsie ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Arlington You'll enjoy the coffeehouses and art galleries in Arlington. You might want to make time for a stop at Overlook Drive-In Theater or Frances Lehman Loeb Art Center. [](https://expedia.ca/Arlington.dx553248634999048383) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Crown Heights Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop. [](https://expedia.ca/Poughkeepsie-Crown-Heights.dx553248634999249867) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59977-Poughkeepsie.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Poughkeepsie If you're spending some time in Downtown Poughkeepsie, Bardavon 1869 Opera House and Mid-Hudson Civic Center are top sights worth seeing. [](https://expedia.ca/Poughkeepsie-Downtown-Poughkeepsie.dx944697092109320192) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Red Oaks Mill The river views, waterfalls, and breweries are just a few things travelers enjoy about Red Oaks Mill. If you want to experience more of the area, check out Locust Grove or Poughkeepsie Galleria. [](https://expedia.ca/Poughkeepsie-Red-Oaks-Mill.dx553248634998900489) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Union Street Historic District When in Union Street Historic District, you can plan a visit to Mid-Hudson Civic Center and Bardavon 1869 Opera House, some noteworthy sights in the nearby area. [](https://expedia.ca/Poughkeepsie-Union-Street-Historic-District.dx907719581714612224) * * * 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 Poughkeepsie ![Photo by Shoba Krishnamurthy](https://mediaim.expedia.com/destination/2/879f34ac537db655c93e5ad66f9c38c9.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hopewell Junction [](https://expedia.ca/Hopewell-Junction.dx55760) ![Franklin D. Roosevelt Presidential Library and Museum showing heritage architecture and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92764-Franklin-D-Roosevelt-Presidential-Library-And-Museum.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hyde Park [](https://expedia.ca/Hyde-Park.dx117834) ![Photo by Wendy Joyce](https://mediaim.expedia.com/destination/2/2ded6101021289163152989a97d91985.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Marlboro [](https://expedia.ca/Marlboro.dx6173889) ## Frequently asked questions ### Is Poughkeepsie worth visiting? > Whether you're here to experience the cultural highlights and local charm or try regional foods and explore the outdoors, there's no shortage of things to do in Poughkeepsie. ### How do I spend a day in Poughkeepsie? > Once you've visited key attractions like Vanderbilt Mansion National Historic Site and Hyde Park Railroad Station, spend some time enjoying the food and retail options in Poughkeepsie. ### What is the top tourist attraction in Poughkeepsie? > The top tourist attraction in Poughkeepsie is Vanderbilt Mansion National Historic Site, so be sure to include it on your sightseeing list. ### Is three days enough to stay in Poughkeepsie? > Three days in Poughkeepsie is enough to enjoy the city's major attractions. Many guests book for two days on average. Hyde Park Historical Society Museum, Franny Reese State Park and Berean Park Beach are highly rated sights. Like to see more? Stick around a while longer to explore nearby hotspots like Hudson River Valley. ### Is Poughkeepsie a walkable city? > Some leading attractions in Poughkeepsie, including Berean Park Beach and Poughkeepsie Bridge, are within walking distance. You can also enjoy several of the city's neighbourhoods on foot. Only 3 kilometres from the city centre of Poughkeepsie is Arlington and Fairview is 3 kilometres away. ### What are some activities to do in Poughkeepsie with kids? > Whether you're vacationing with tiny adventurers or thrill-loving teens, a fun-filled itinerary makes a big difference. Browse our recommendations for what to do in Poughkeepsie with kids. > > > > - [Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) > - [Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm](https://expedia.ca/things-to-do/farm-tour-at-clover-brooke-llama-alpaca-goat-farm.a47032567.activity-details) > - [Taste the Hudson Valley with Gourmet Beacon Food Tour](https://expedia.ca/things-to-do/taste-the-hudson-valley-with-gourmet-beacon-food-tour.a47114856.activity-details) ### What to do in Poughkeepsie for adults? > Whether you're a food lover, culture enthusiast or outdoor adventurer, there's no shortage of things to do in Poughkeepsie for adults including Benmarl Vineyards and Winery and Quartz Rock Vineyard. ### Are there free things to do in Poughkeepsie? > One of the simplest ways to find free things to do in Poughkeepsie is to chat to a local tour guide. You'll get insider tips on hip neighbourhoods, parks and other highlights you can visit without reaching for your wallet. 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