12 Fun Activities To Enjoy In Dutchess County This Weekend

Are you looking for some exciting activities to spice up your weekend in Dutchess County? Well, we've got you covered! Whether you're traveling solo, with friends or family, or looking for a great romantic outing, Dutchess County has plenty of activities to suit everyone's tastes. In this article, we'll share 12 fun activities to enjoy, from wine tours to outdoor adventures, that will make your weekend in Dutchess County unforgettable. So grab your weekend bag and let's explore!

Hiking at the Walkway Over the Hudson

Characteristic	Description
Name	Walkway Over the Hudson
Type	Cantilever bridge in Poughkeepsie, New York
Website	Go to website
Rating / Review count	4.8 / 5,672
Address	61 Parker Ave, Poughkeepsie, NY 12601
Phone	(845) 454-9649
Profiles

Looking for an invigorating outdoor activity to do in Dutchess County this weekend? Look no further than the Walkway Over the Hudson, the longest elevated pedestrian bridge in the world!

Located in Poughkeepsie, the Walkway Over the Hudson spans 1.28 miles and offers stunning views of the Hudson River and surrounding valley. And the best part is, it’s free to visit!

While the views alone are worth the trip, the Walkway Over the Hudson also features several hiking trails that connect to the bridge. The Hudson Valley Rail Trail on the west side of the bridge is a great option for a leisurely stroll, while the Highland side has more challenging trails for experienced hikers.

If you’re feeling adventurous, you can also try crossing the bridge at night when it is illuminated with LED lights. The bridge is open from 7 am to sunset, but the parking lots and entrances close promptly at sunset, so plan accordingly.

In addition to hiking, the Walkway Over the Hudson hosts a variety of events throughout the year, including outdoor yoga classes and live music concerts. Check out their website for a calendar of upcoming events.

So why not spend a beautiful day outdoors and take in the breathtaking views of the Hudson Valley by hiking at the Walkway Over the Hudson this weekend? It’s the perfect combination of exercise and relaxation!

Picnicking at the Millbrook Vineyards & Winery

Dutchess County is always a great place to visit any time of the year, but if you’re looking for something special to do this weekend, consider taking a trip to the Millbrook Vineyards & Winery for an amazing picnic experience.

Located in the beautiful Hudson Valley, the Millbrook Vineyards & Winery offers an idyllic setting for a perfect summer picnic. The winery offers a wide selection of delicious wines which can be enjoyed under the shade of the trees in the scenic vineyard. The tasting room is open from 12 PM to 5 PM on weekdays and until 6 PM on weekends, but there’s no need to rush because the vineyard is open until 7 PM on weekends.

Pack your own picnic basket full of your favorite snacks or enjoy a pre-made one provided by the winery. Don't forget to bring your blanket and chairs; however, the winery also provides tables and chairs for convenience.

After your picnic, take a stroll through the vineyard, sample the wines and participate in a tour of the winery. The knowledgeable staff can answer all your questions and provide insight to making great wine.

For those who want to have a memorable experience, the Millbrook Vineyards & Winery also offers private events, like weddings and corporate events. You may also purchase wine bottles to take home at the end of your visit.

So why not spend your weekend picnicking at the Millbrook Vineyards & Winery in Dutchess County? Relax, taste, experience and fall in love with the beautiful Hudson Valley.

Visiting the National Historic Site of FDR & Eleanor Roosevelt

Characteristic	Description
Name	Home of Franklin D. Roosevelt National Historic Site
Type	Museum in Dutchess County, New York
Website	Go to website
Rating / Review count	4.8 / 1,968
Address	4097 Albany Post Rd, Hyde Park, NY 12538
Phone	(845) 229-5320
Hours
Profiles

If you're looking for a fun and educational activity to do in Dutchess County this weekend, we highly recommend visiting the National Historic Site of Franklin D. Roosevelt and Eleanor Roosevelt. Located in Hyde Park, this landmark offers a fascinating glimpse into the lives and legacies of these two iconic figures of American history.

Started in 1945, this site is a must-visit attraction for anyone with an interest in presidential history, the New Deal, or the women's rights movements. You will be able to explore the grounds and see the estate's beautiful gardens and breathtaking views of the Hudson River. Inside the estate, you will find the museum, which includes exhibitions on Franklin D. Roosevelt's presidency, the Great Depression and World War II, Eleanor Roosevelt's humanitarian work, and even the president's impressive automobile collection.

During your visit, you can also see the original furnishings and décor that the Roosevelt family used during their stay at the estate. In addition, visitors should take the guided tour of the mansion to gain insights into the family's history, as well as an opportunity to view the private spaces of the president and his wife.

The Franklin D. Roosevelt Presidential Library and Museum is also on site, where you can learn more about the president's personal history, his accomplishments, and his legacy. The museum features interactive exhibits, as well as an extensive collection of photographs, documents, and other memorabilia from Franklin D. Roosevelt's life and presidency.

If you're interested in learning more about Roosevelt's policies and his influence on the New Deal, you can attend a short film on the New Deal followed by a Q&A session. The park's exhibit on the Civilian Conservation Corps is also considered one of the best in the nation and highlights FDR's fight against the Great Depression.

All in all, the National Historic Site of Franklin D. Roosevelt and Eleanor Roosevelt offers an enriching and enjoyable experience for visitors of all ages. We highly recommend taking a trip and seeing the legacy of the Roosevelt family for yourself.

Shopping at the Rhinebeck Farmers' Market

Characteristic	Description
Name	Rhinebeck Farmers' Market
Type	Farmers' market in Rhinebeck, New York
Website	Go to website
Rating / Review count	4.7 / 220
Address	61 E Market St, Rhinebeck, NY 12572
Hours	Thursday - Closed Friday - Closed Saturday - Closed Sunday - Closed Monday - Closed Tuesday - Closed Wednesday - Closed
Profiles

Dutchess County is known for its charming towns and beautiful countryside, offering a variety of things to do and see for visitors and locals alike. If you're looking for something to do this weekend, why not check out the Rhinebeck Farmers Market?

Located in the heart of Rhinebeck, the market is a popular destination for fresh produce, artisanal goods, and handmade crafts. With over 30 vendors, there's something for everyone at this bustling market.

What sets the Rhinebeck Farmers Market apart is the emphasis on local, sustainable agriculture. Most of the vendors come from within a 50-mile radius, ensuring that the produce and goods are fresh and in season. You can find everything from organic vegetables to grass-fed beef to artisanal breads and cheeses.

One of the highlights of the market is the wide selection of baked goods. From traditional sourdough bread to gluten-free desserts, there's no shortage of treats to try. And if you're looking for a quick snack, there are always food trucks and vendors selling fresh juices, coffee, and other goodies.

In addition to food, the market also features a variety of arts and crafts vendors. You can browse handmade jewelry, pottery, textiles, and more. Many of the vendors are happy to chat with visitors and explain their craft, making for a unique shopping experience.

The Rhinebeck Farmers Market is open every Sunday from 10am to 2pm, rain or shine. There's plenty of parking available, and the market is easily accessible from the surrounding area. Whether you're a foodie, a crafter, or just looking for a fun weekend activity, this market is definitely worth a visit.

Biking at the Harlem Valley Rail Trail

Looking for an exciting weekend activity in Dutchess County? Why not grab your bike and head to the Harlem Valley Rail Trail? This beautiful 15-mile trail stretches through stunning natural scenery, offering cyclists a fantastic opportunity to explore the beauty of Dutchess County.

The Harlem Valley Rail Trail is a converted rail line, which once transported people and goods throughout the region. Today, the trail is a popular destination for bikers, walkers, and joggers. The trail cuts through charming towns, public parks, and gorgeous landscapes, offering several great spots to stop and take in the awe-inspiring views.

Starting at Wassaic Station, the Harlem Valley Rail Trail offers easy access to the Wassaic Farmer's Market, which is home to fresh local produce, artisanal food, and handmade crafts. Here you can stock up on snacks and drinks before your ride or take a rest and peruse the offerings of local vendors.

Once you start your journey, you'll ride through some of the county's most beautiful countryside. You'll come across streams, wildflowers, and picturesque farmland that relaxes your mind and rejuvenates your soul. For nature lovers or people who enjoy spending time outdoors, this trail is an excellent choice.

The trail also offers several picturesque bridges and wildlife, and you might spot a variety of animals such as deer, turkey, and various species of birds. Riding the trail's gentle inclines, you will quickly understand why the Harlem Valley Rail Trail is considered one of the best cycling destinations in the region.

Whether you're looking to enjoy some beautiful scenery, explore charming towns, or get some invigorating exercise, biking at the Harlem Valley Rail Trail in Dutchess County is a brilliant way to spend your weekend. So, come and experience everything that this beautiful trail has to offer, and make your weekend an unforgettable one!

Exploring the Dia:Beacon museum

If you are looking to spend some quality time in Dutchess County this weekend, then exploring the Dia:Beacon museum can be a great option. This museum is situated in Beacon, just an hour and a half away from New York City, and is a perfect getaway for art lovers.

Dia:Beacon is home to contemporary art, and its collection includes works from some of the world's most renowned artists. The museum has a broad range of art from the 1960s to the present day, and it displays large-scale artworks in spacious galleries that are designed specifically to showcase contemporary artworks.

Once you arrive at the museum, you will notice that the museum building is located on the banks of the Hudson River, and the large, light-filled galleries provide an incredible experience. You can see works such as Richard Serra's massive steel sculptures, and other works of art such as Dan Flavin’s fluorescent light installations.

Aside from the art, the museum is a beautiful space to spend time in, and with its industrial-style space, it has a vibe that is relaxed and calming. Furthermore, the open spaces allow for natural light to penetrate the museum, which makes for beautiful photo opportunities.

Additionally, you should note that the museum has a large parking lot available for visitors, and it is wheelchair accessible. You can also easily walk to the museum from the city center, in case you are looking to take a leisurely stroll.

In conclusion, if you are looking for something to do in Dutchess County this weekend, then exploring the Dia:Beacon museum is a must-visit activity. The museum provides an incredible showcase of contemporary art and its location adds to its overall charm. You won't regret checking it out.

Golfing at the Dutchess Golf Club

Characteristic	Description
Name	Southern Dutchess Country Club
Type	Country club
Website	Go to website
Rating / Review count	4.7 / 14
Address	1209 North Ave, Beacon, NY 12508
Phone	(845) 831-1774
Hours	Thursday - opens at 11 AM and closes at 6 PM Friday - opens at 11 AM and closes at 8 PM Saturday - opens at 11 AM and closes at 8 PM Sunday - opens at 11 AM and closes at 8 PM Monday - opens at 11 AM and closes at 6 PM Tuesday - opens at 11 AM and closes at 6 PM Wednesday - opens at 11 AM and closes at 6 PM
Profiles

Looking for a great way to spend your weekend in Dutchess County? Look no further than the Dutchess Golf Club, a beautiful, well-manicured course that is the perfect destination for any golf enthusiast.

Located in the heart of Dutchess County, the Dutchess Golf Club boasts a stunning 18-hole course that is perfect for golfers of all skill levels. With its beautiful scenery, challenging holes and friendly staff, the Dutchess Golf Club is a wonderful destination for anyone looking for a fun and relaxing weekend in Dutchess County.

With tee times available all weekend long, there is no better time to hit the course and perfect your swing. Whether you are a seasoned pro or just getting started, you are sure to find plenty of challenges and opportunities to improve your game on this beautiful course.

In addition to the great golfing, the Dutchess Golf Club also boasts a fantastic clubhouse, complete with a pro shop and restaurant. So whether you are looking for a quick bite to eat or shopping for some new golf gear, the Dutchess Golf Club has you covered.

So why wait? Make plans to spend your next weekend in Dutchess County golfing at the beautiful Dutchess Golf Club. With so much to see and do, you are sure to have a great time and create new memories that will last a lifetime.

Canoeing at the Wappinger Creek

Explore the outdoors this weekend in Dutchess County by embarking on a canoeing adventure at the Wappinger Creek. The Wappinger Creek is the perfect choice for nature lovers, offering stunning sights of the surrounding landscape while you paddle along the peaceful waters.

Located in eastern Dutchess County, the Wappinger Creek offers a variety of canoeing options with different course lengths to accommodate all skill levels. For those looking for a shorter trip, a 2-mile course starting at the Furnace Dock Road is an excellent choice. However, adventurers seeking a more extended trip can begin their journey in Pleasant Valley and travel a 7-mile course that ends at the Furnace Dock Road.

Throughout the trip, you'll be awe-struck by the natural beauty of the Hudson Valley that surrounds you. Get a close-up view of the stunning wildlife that inhabits the area, from otters and muskrats to beautiful blue herons. The Wappinger Creek also boasts a wide variety of fish species, so it's an excellent opportunity for fishing enthusiasts to try their luck.

If you don't own a canoe, no worries! Local outfitters offer canoe rentals and even guided tours of the creek, making it an accessible activity for everyone. Moreover, canoeing is a great activity for bonding with friends and family. Take the time to reconnect with loved ones and create unforgettable memories in the midst of the beautiful Dutchess County.

In conclusion, enjoy your weekend by discovering the scenic waterways of Dutchess Country with a canoeing trip in the Wappinger Creek. Experience the serene waters while immersed in the tranquility of the surrounding nature, and share a unique and unforgettable bonding experience with your peers.

Watching a movie at the Four Brothers Drive-In Theater

Characteristic	Description
Name	Four Brothers Drive-in
Type	Drive-in movie theater in Amenia, New York
Website	Go to website
Rating / Review count	4.6 / 433
Address	4957 NY-22, Amenia, NY 12501
Phone	(845) 373-8178
Profiles

If you're looking for something to do in Dutchess County this weekend, why not check out the Four Brothers Drive-In Theater? Located in Amenia on Route 22, this classic drive-in is a great spot for some old-school entertainment.

As the name suggests, the Four Brothers Drive-In has four screens, each showing a different movie. You can check out the schedule on their website to see what's playing this weekend. They offer a mix of recent releases and classic films, so there's something for everyone.

Watching a movie at the drive-in is a fun experience - you get to enjoy the movie from the comfort of your own car, which can be a great way to stay socially distanced while still enjoying a night out. The theater also has a concession stand where you can grab some traditional movie snacks, like popcorn and candy.

Of course, there are a few things to keep in mind when you're heading to the drive-in. Make sure you arrive early to get a good spot, especially on busy weekends. Don't forget to bring blankets or chairs if you want to sit outside your car. And be sure to turn off your headlights during the movie so you don't disturb other viewers.

Overall, the Four Brothers Drive-In Theater is a great destination if you're looking for something to do in Dutchess County this weekend. It's a classic spot that's been entertaining moviegoers for decades, and it's worth checking out if you haven't been before. So grab some friends or family, pile into the car, and enjoy a night of movies under the stars.

Visiting the Hudson Valley Shakespeare Festival at Boscobel House and Gardens

If you're looking for something fun to do this weekend in Dutchess County, look no further than the Hudson Valley Shakespeare Festival at Boscobel House and Gardens. This annual event is a unique opportunity to enjoy world-class theater performances in a stunning natural setting.

The Hudson Valley Shakespeare Festival is held at Boscobel House and Gardens, which is a beautiful historic site located in Garrison, NY. The festival has been running for over 30 years and is known for its high-quality productions of classic plays, including works by Shakespeare and other renowned playwrights.

This weekend, the festival is presenting a special double feature of two of Shakespeare's most famous plays: "Romeo and Juliet" and "As You Like It". Both shows are performed in repertory, meaning that you can see them on separate nights, or on the same day if you're up for a marathon viewing experience!

The performances take place in an outdoor theater that overlooks the Hudson River and the beautiful Hudson Highlands. The audience is seated on a grassy hillside, which provides a natural amphitheater-style setting that is both comfortable and acoustically impressive.

In addition to the plays themselves, the festival also offers a number of other activities and events, including pre-show talks with the actors, behind-the-scenes tours of the set and costumes, and special events for families with children.

If you're interested in attending the Hudson Valley Shakespeare Festival this weekend, be sure to check the festival's website for details on showtimes, ticket prices, and other information. And while you're there, take some time to explore the beautiful Boscobel House and Gardens, which is a fantastic destination in its own right!

Fishing at the Taconic State Park

Dutchess County is one of the best counties in New York for a weekend getaway. Not only does it offer picturesque landscapes, but it is also a hub for outdoor adventures. Fishing enthusiasts will find the Taconic State Park, situated in the heart of the county, as an ideal spot to cast their lines.

The Taconic State Park is a magnificent park that stretches 16 miles through the Taconic Mountains. The park's centerpiece is the 170-acre Rudd Pond, which is ideal for fishing. The pond is stocked with an array of fish species, including largemouth bass, brown trout, chain pickerel, and more, to cater to every angler's preference.

Permits are required for fishing at the Taconic State Park, and they can easily be purchased online before your visit. Fishing equipment, like rods, bait, and lures, can be rented at the park's office. The park also has a small bait and tackle shop that offers fishing gear, outdoor gear, and food and drinks for a day out at the pond.

Anglers who wish to fish off a boat can rent a boat at the park. Non-motorized boats, like canoes and kayaks, can be rented for a fee of $10 per hour. Fishing boats with trolling motors are also available for rent, but you would need to have an electric motor of your own.

In conclusion, if you are looking for a fun and relaxing weekend activity, head to Dutchess County and visit the Taconic State Park. The park's Rudd Pond is a serene location for a day of peaceful fishing, and it's excellent for beginners and avid anglers alike. Don't forget your fishing gear and permit, and have a great weekend!

Enjoying the views at the Innisfree Garden

Characteristic	Description
Name	Innisfree Garden
Type	Botanical garden in Dutchess County, New York
Website	Go to website
Rating / Review count	4.6 / 372
Address	362 Tyrrel Rd, Millbrook, NY 12545
Phone	(845) 677-8000
Profiles

Located in Millbrook, New York, Innisfree Garden is a perfect weekend getaway for nature-lovers and garden enthusiasts. This picturesque garden spans over 185 acres and boasts 10 ponds, several waterfalls, stunning rock formations, a variety of plant species, and multiple walking trails.

If you're in Duchess County this weekend, Innisfree Garden is definitely the place to be. You can immerse yourself in nature and enjoy the peaceful sounds of the garden's water features, all while taking in the breathtaking views. The garden is open from Thursday to Monday and requires advanced reservations, so make sure you book your tickets in advance.

While exploring the garden, visitors can learn about the garden's founder Walter Beck and his vision for creating a peaceful haven that blends Eastern and Western gardening philosophies. The garden features several zones each with unique themes, and visiting each zone feels like stepping into a different world.

One of the highlights of the garden is the famous "Mirror Lake" that sprawls across several acres. Visitors can walk around the lake and admire the stunning reflections of the surrounding trees and flowers in the still water. This spot is perfect for taking photos, having a picnic or just soaking up the serenity of the outdoors.

Another noteworthy feature of Innisfree Garden is the unique plant collection that attracts visitors from all over the world. You can find a wide array of trees, shrubs, vines, and perennials here, especially those that have been collected from all over Asia.

With so much to see and explore, Innisfree Garden is an ideal weekend retreat for anyone seeking a peaceful escape in the lap of nature. It's a place to relax, recharge and reconnect with nature and oneself, all while surrounded by the beauty of the great outdoors. So, pack a picnic and head over to Innisfree Garden this weekend; we guarantee it won't disappoint.

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