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Poughkeepsie

Welcome to Poughkeepsie, the lively city that's both a hipster haven and a historical gem! Explore the Walkway Over the Hudson, the longest elevated pedestrian bridge in the world, or hop on the Poughkeepsie Trolley to discover Vassar College's stunning campus. Don't miss the charming downtown area, overflowing with trendy boutiques, cozy cafes, and mouthwatering farm-to-table restaurants. Fun awaits in Poughkeepsie!

Recommendations

Outdoor4.8/5

Walkway Over the Hudson State Historic Park

Take a majestic stroll at Walkway Over the Hudson in Poughkeepsie, NY! This scenic bridge offers breathtaking views of the Hudson River from an impressive height. Enjoy a leisurely walk or bike ride, snap Insta-worthy photos, and even catch a sunset. Conveniently located at 61 Parker Ave, it's the perfect spot for nature-loving explorers seeking adventure and stunning vistas.

Culture4.7/5

Locust Grove Historic Site

Step into the whimsical world of Locust Grove Estate, nestled in the enchanting town of Poughkeepsie, NY. This hidden gem is a captivating blend of history and beauty, boasting a stunning mansion, lush gardens, and scenic trails. Wander through time, marvel at stunning Hudson River views, and let your inner explorer run wild. Prepare to be spellbound by this charming slice of heaven!

Landmark4.6/5

Vassar College

Welcome to Vassar College, where nerdy dreams meet rustic charm! Nestled in picturesque Poughkeepsie, this liberal arts haven boasts stunning architecture, lush gardens, and a rich history dating back to 1861. Engage in stimulating discussions, explore the vibrant arts scene, and soak up the quaint college-town vibe. Come for the education, stay for the quirky adventures at 124 Raymond Ave!

Culture4.8/5

Franklin D. Roosevelt Presidential Library and Museum

Step into history at the Franklin D. Roosevelt Presidential Library and Museum in Hyde Park! Explore the life and times of the 32nd President through interactive exhibits, unique artifacts, and even a replica Oval Office. Located at 4079 Albany Post Rd, this captivating destination is sure to transport you back in time. Don't miss out on this entertaining and educational experience!

Eat$$$4.5/5

Mill House Brewing Company

Step into the charming Mill House Brewing Company for a taste of Poughkeepsie's craft beer scene. Located on Mill St, this lively spot offers a rotating selection of delicious brews, tasty pub fare, and a cozy atmosphere. Don't miss out on their seasonal specialties and weekly events! Cheers to good times at Mill House Brewing Company.

Eat$$$4.5/5

Brasserie 292

Located on Main St in Poughkeepsie, Brasserie 292 is a must-visit for foodies looking for a taste of France in New York. Indulge in delectable French cuisine like steak frites and escargot in a chic yet cozy setting. Don't forget to pair your meal with a glass of wine from their extensive list. Bon appétit!

Eat$$4.5/5

Cosimo's

Cosimo's in Poughkeepsie, NY is a lively spot for delicious Italian cuisine. With cozy ambiance and friendly staff, it's the perfect place to enjoy a slice of pizza or a hearty pasta dish. Don't forget to try their famous garlic knots! Located at 120 Delafield St, it's a must-visit for any foodie traveler.

Eat4.6/5

Duces Grill

Welcome to Duces Grill, a cozy eatery in Poughkeepsie, NY! Indulge in their delicious burgers and fries while soaking up the vibrant atmosphere. Situated at 10 Crannell St, it's the perfect pit stop for hungry travelers. Don't miss out on this hidden gem!

Drink4.2/5

Monkey Maghees

Embark on a wild adventure at Monkey Maghees in Poughkeepsie! This quirky store on Vassar Rd is a treasure trove of unique gifts, funky decor, and must-have souvenirs. From playful trinkets to one-of-a-kind finds, Monkey Maghees is a must-visit for any traveler looking to bring a touch of whimsy home.

Eat$$4.1/5

The Derby Poughkeepsie

Experience the perfect blend of historic charm and modern convenience at The Derby Poughkeepsie! Located on Main Street in Poughkeepsie, NY, this boutique hotel offers cozy rooms, trendy decor, and a prime location near restaurants and shops. Don't miss out on their Instagram-worthy rooftop bar for stunning views of the Hudson Valley.

Eat$$4.5/5

Crew Restaurant & Bar

Tucked away in Poughkeepsie, Crew Restaurant & Bar is a lively spot serving up delicious food and drinks. With a cozy ambiance and friendly staff, it's the perfect place to unwind after a day of exploring. Don't miss their tasty cocktails and mouthwatering entrees!

Eat$4.8/5

North River Roasters

Calling all coffee lovers! Tucked away in Poughkeepsie, North River Roasters Roastery is a cozy haven for caffeine enthusiasts. Watch in awe as beans are roasted to perfection before being brewed into your favorite cup of joe. Don't be shy - strike up a conversation with the friendly baristas and discover your new favorite blend.

Cafe$4.5/5

The Crafted Kup

Tucked away in Poughkeepsie, The Crafted Kup is a cozy oasis for caffeine enthusiasts. With a charming atmosphere and friendly baristas, this spot is the perfect place to fuel up on artisanal coffee and tasty treats. Located on Raymond Ave, it's a must-visit for any traveler in need of a pick-me-up.

Stays

Stay4.35/5

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie is a traveler's oasis located on South Road in Poughkeepsie, NY. With cozy rooms, free breakfast, and a convenient location near attractions like the Walkway Over the Hudson and Vassar College, it's the perfect home base for your Hudson Valley adventures. So pack your bags and get ready for a comfortable stay!

Stay4.15/5

Holiday Inn Express Poughkeepsie by IHG

Welcome to the Holiday Inn Express Poughkeepsie! Located in the heart of Poughkeepsie, this IHG hotel offers comfortable rooms, free breakfast, and a convenient location near popular attractions like the Walkway Over the Hudson and the Culinary Institute of America. Get ready to relax, recharge, and explore all that the Hudson Valley has to offer!

Stay4.15/5

Courtyard by Marriott Poughkeepsie

Welcome to the vibrant Courtyard by Marriott Poughkeepsie! Located on South Road, we offer modern rooms, free Wi-Fi, and a tasty bistro for your convenience. Enjoy the indoor pool, fitness center, and our cozy outdoor courtyard. Just a short drive from Vassar College and the Walkway Over the Hudson. Happy travels!

Stay4/5

DoubleTree by Hilton Poughkeepsie

Welcome to DoubleTree by Hilton Poughkeepsie! Located in the heart of Poughkeepsie, NY, our hotel offers cozy rooms, a delicious on-site restaurant, and a warm chocolate chip cookie upon check-in. With easy access to the Hudson River, historic sites, and shopping, our hotel is the perfect home base for your adventures in the Hudson Valley.

Stay3.75/5

Residence Inn by Marriott Poughkeepsie

Calling all travelers! The Residence Inn by Marriott in Poughkeepsie is your cozy home away from home. Conveniently located on South Rd, this hotel offers spacious suites with fully-equipped kitchens, free breakfast, and a fitness center. Explore the scenic Hudson Valley or relax at the nearby Vassar College. Pack your bags and come stay with us!

Stay3.75/5

Best Western Plus The Inn & Suites at the Falls

Experience cozy comfort at Best Western Plus The Inn & Suites At the Falls in Poughkeepsie, NY. Conveniently located near attractions like Vassar College and the Culinary Institute of America, this hotel offers a relaxing stay with free breakfast and an indoor pool. Perfect for exploring the Hudson Valley or just kicking back and enjoying the falls!

Stay2.7/5

Red Roof PLUS+ Poughkeepsie

Ready to explore the Hudson Valley? Red Roof PLUS+ Poughkeepsie is the perfect starting point! Just off the highway, this pet-friendly hotel offers comfy rooms, free Wi-Fi, and a 24/7 snack bar. Take a dip in the pool or hit up the nearby attractions. Your adventure awaits at Red Roof PLUS+!

Things To Do
Provided by

5/5

7 h

NYC: Train Trip with Sleepy Hollow and Walkway Over Hudson

Our tour begins in the center of Midtown. From Grand Central we will take Metro North up to Tarrytown and Sleepy Hollow. There we will explore this historic area and you will learn about its most famous resident: Washington Irving. Trace the path of Ichabod Crane and the Headless Horseman. We will visit the Old Dutch Burial Ground and Church. After a brief coffee and pastry break, we will take a majestic train ride up to Poughkeepsie where you will be able to experience the new jewel of the river, the Walkway Over the Hudson. We will take a brief elevator ride to the top where you will get incredible views. From there, we will take the train back to the Hudson Highlands where we will visit the charming village of Cold Spring. You will experience views of West Point and the sheer cliffs of Storm King. The tour ends here, but your day need not end- spend the day here or go onto another town!

$135.00

5/5

48 h

Private Hike/Wineries/Walkway Over the Hudson/1 night Hotel

The Walkway Over the Hudson is the longest and highest elevated pedestrian bridge in the world! Benmarl Winery is America's oldest Vineyard! When you accompany two of those facts with a cozy historic town to explore with a plentiful amount of restaurants, bars and eateries, you can't go wrong! Don't feel guilty indulging one bit, because you got some exercise in! Enjoy the famous Walkway Over the Hudson, a moderate to difficult level hike (easier options are available as well), gorgeous hotel accommodations for one night and 2 great local wineries! •the itinerary order is subject to change due to weather and the transportation mode used to arrive in the area. The itinerary change is always in the best interest of our guests. It may be needed (due to availability reasons) to visit different wineries than listed and/or stay at a different hotel.

$1,220.00

5/5

Walkway Over the Hudson & Wineries- Private Transport

The Walkway Over the Hudson is the longest and highest elevated pedestrian bridge in the world! Benmarl Winery is America's oldest Vineyard! When you accompany two of those facts with a company that will bring you to and from your locations with professionalism, reliability and friendliness, you can't go wrong! Don't feel guilty indulging one bit at your wineries because you got some exercise in during your amazing time at the Walkway Over the Hudson! Optional bike rentals are available upon request for the Walkway Over the Hudson. Please let us know ahead of time. *Hotel accommodations are available upon request. Simply send us an email and we will be happy to assist you. *Depending on winery availability at the time of your booking, it may be necessary to visit different comparable local wineries than listed. *the Walkway Over the Hudson is a flat paved walkway that is 1.30 miles long. You will get picked up on the other side.

$235.00

5/5

1 h

Guided Lilymoore Alpaca Farm Tour

Have fun at the farm and meet over 200 animals including ones from Dreaming Of A Chance bird sanctuary. You’ll head out with one of our guides who knows the animals personally. Along the way, you’ll hand feed alpacas and llamas, stop for photos, and meet a whole cast of characters who are very used to being the center of attention. An alpaca and a llama will come right over to say hello (and pose like pros), and at some point a goat will wander in and try to steal the show. It happens every time. You’ll meet over 200 animals, including Bella the alpaca, who enjoys admiring herself, and Lady Valentina Von Sparkles, who is quite sure she’s famous. And don’t miss Gizmo, our miniature pig, who has a way of becoming everyone’s favorite by the end. It’s relaxed, it’s hands-on, and it’s the kind of visit where you’re laughing more than you expected and taking way more photos than you planned. Private Farm Tours, birthday parties and bachelorette treks available other days.

$19.95

4.8/5

1 h 30 mins

Llama/Alpaca Hike and Farm Tour

Your visit begins with a tour of our charming farm, meeting pygora goats, donkeys, sheep, and our famously friendly barn cats, while learning about our historic 1850 homestead on 45 beautiful acres in the Hudson Valley. Next, dive into Llama/Alpaca 101 to discover why these fluffy creatures are the "new unicorns." We’ll cover fun facts, safety tips, and answer questions before starting your trek. Your guided journey takes you through peaceful pastures, paddocks, and by a serene bass pond, with plenty of chances for Llama/Alpaca selfies! This is more than a walk—it's a chance to reconnect with nature, enjoy heartwarming animal encounters, and explore a working fiber farm. Come for the tranquility, stay for the magic!

$70.61

4.8/5

1 h

Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm

What's So Great About a Farm Tour? Our farm tours focus on education, representation and how to best interact with our animals We take time to teach people about the significance and history of our animals, how to safety and responsibly interact and how we can co-exist with them. Farm tours can help children and adults learn the importance of several farm animals and present them in a new, unique way. After all, how many kids can say they've seen an alpaca or llama? How about meeting mini donkeys and our unique and friendly Pygora Goats ? The Animals On Our Farm Tours When you type "farm tours near me," most tours try to surprise you with ordinary, everyday domestic animals with which you've likely already had an interaction. At Clover Brooke Farm, we provide several unique and vibrant animals that love attention. We want to share with you the journey many of our animals have taken. Each furry (or fuzzy) companion no doubt has a tale to tell.So many very friendly animals to visit.

$21.50

4.6/5

1 h

Alpaca and Llama Trek in Pleasant Valley

You'll laugh, you'll bond, and you might even get a few selfies that'll make your Instagram followers green with envy. Plus, our alpacas and llamas are natural comedians—they’ll keep you entertained with their quirky antics and adorable faces. It's like a live-action comedy show, but with more fluff and less stand-up. So, grab your walking shoes and get ready for a trek that's part nature hike, part comedy tour, and all-around alpaca-awesome! Our farm animals are used to people and love to pose for photos. If you have ever seen our Instagram you know they love to show off. So bring your camera and take some great pictures during it.

$49.00

3/5

The Road to Revolution: A Self-Guided Audio Tour in Philadelphia

Are you looking for a way to discover Philadelphia’s Old City without joining a tour group? Explore at your own pace with this self-guided walking tour. • Find out about the individuals who shaped the city from its beginnings to American Independence like Benjamin Franklin and Alexander Hamilton • Hear from producer Reid Addis, a local architect and tour guide • Do it all in 120 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the Voice Map app and enter your code. The app displays directions to the starting point, and when you’re in the right place, pop in your headphones, and just tap start. Voice Map has automatic GPS playback, with turn-by-turn directions. It also works offline.

$14.99

9 h

Wine Tasting Tour To Hudson Valley from New York City

Escape to the scenic vineyards of the Hudson Valley on an exclusive wine tour led by a certified sommelier. This curated experience blends the region's rich winemaking heritage with expert guidance, offering a deeper appreciation of each glass you sip. Highlights: Private Transportation: Relax in comfort as you’re chauffeured from New York City or a local pickup point through the picturesque countryside to renowned Hudson Valley wineries. Expert-Led Tastings: Visit 3 handpicked wineries, where your sommelier will guide tastings, highlighting tasting notes, food pairings, and the winemaking techniques unique to the region. Behind-the-Scenes Access: Enjoy private tours of vineyards and cellars, learning directly from winemakers about their craft, sustainability practices, and the story behind each label. Perfect for wine lovers, weekend explorers, and special celebrations, this sommelier-led journey is a toast to the beauty and flavor of New York's wine country.

$2,895.00

7 h

Fullday London Private tour with Car driver &option:Guide

It is a private customized tour . Client can make itinerary with our guide and visit places in London. It is for minium 1 person & up Private Driver fee & car fee, fuel oil cost are included . 7-8 Hours . can hire also guide in option. Lunch and museum entrances own expense.

$320.00

2 h

Playful Poughkeepsie Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

$27.00

2 h

Nutty New Paltz, NY Scavenger Hunt

$23.20

Hudson Valley Wineries- Private Transport- OR brewery/distillery

Benmarl Winery is America's oldest Vineyard! When you accompany that fact with a company that will bring you to and from your locations with professionalism, reliability and friendliness, you can't go wrong! We can't wait to book your reservations, make your itinerary, provide you with transportation (by us or one of our partnered transportation companies). You'll love all 3 of your winery stops for the day! Visit our website for more detailed information. Hotel accommodations are available upon request. Send us an email and we'll be happy to book you in a hotel or a private vacation rental (VRBO or Airbnb). Depending on availability, it may be necessary to visit different comparable local wineries than listed. Whichever winery we choose will also be enjoyable of course! We have lots of wineries in our area. We also can conduct your winery tour in other areas than what's listed such as Dutchess County, Ulster County, Columbia County and or Orange County. Email us for questions.

$235.00

1 h 30 mins

A Spectacular Scavenger Hunt in Marist College

Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!

$14.99

Private Hudson Valley and Estate Tour from NYC with Transfer

Escape the city and uncork the Hudson Valley on a private wine tasting day trip from New York City. Roll through vineyard-draped hillsides and river-carved landscapes that define one of the Northeast's most beloved wine regions. At hand-picked Hudson Valley wineries, enjoy VIP tastings of small-batch, locally crafted wines while learning about the valley's thriving wine culture. Pass by grand historic estates that tell the story of the region's gilded past before pausing at a sweeping Hudson River viewpoint and soaking in scenery that stops you mid-sentence. Travel in comfort from start to finish with a knowledgeable guide bringing the story of New York wine country to life. -VIP tastings at select Hudson Valley wineries with locally sourced food pairings -Scenic Hudson River viewpoint stop - perfect for photos and a breath of fresh air -Small group setting for a more personal and immersive experience -Ideal for couples, friends, and wine lovers looking for a refined day out