Hudson Valley Weekend Trip Itinerary

13 Jun 2026Updated last time
Experience the best of the Hudson Valley with this curated weekend itinerary. Embark on scenic hikes at Sojourner Truth State Park, Fishkill Ridge, and Breakneck Ridge; explore vibrant arts destinations like the Midtown Arts District, Dia Beacon, and Art Omi; and savor local culture and cuisine at Greig Farm, Churchtown Dairy, Kinderhook Farm, and Beacon Farmers' Market. Stroll historic Warren Street in Hudson for unique shops, antiques, and cozy stops like Spotty Dog Books & Ale and The Social Type. Unwind at Assembly, Kingston’s live-music hotspot, and discover creative spaces like the Kinderhook Knitting Mill. This trip blends outdoor adventure, artistic discovery, and farm-fresh tastes in one unforgettable Hudson Valley escape.

Recommended Activities

  • 1

    Sojourner Truth State Park

    A 500-acre Kingston park on the west bank of the Hudson River, featuring traces of the city's brickmaking past and trails like the Steep Rocks Trail and Hudson River Brickyard Trail. It opened in 2022 and offers accessible paths and a waterfront pavilion with views.
  • A family-run operation in Red Hook offering a market, cafe, taproom, and bulk-refill store. Visitors can also enjoy pick-your-own opportunities and feed goats.
  • 3

    Fishkill Ridge

    Offers challenging hiking trails near Beacon for experienced hikers seeking strenuous climbs. It provides a rewarding outdoor experience with scenic views.
  • 4

    Breakneck Ridge

    Known for its challenging and popular hiking trails, offering strenuous scrambles and panoramic views. It is a favorite among experienced hikers in the Beacon area.
  • 5

    Midtown Arts District

    A revitalized neighborhood in central Kingston, now thriving with art studios, galleries, colorful street murals, eclectic shops, and diverse dining options. It offers a vibrant cultural experience for visitors.
  • Kingston's newest live-music spot, opened in December on the top floor of a former schoolhouse in the historic Uptown district. It is already drawing international touring artists like Brett Dennen, Fantastic Cat, and Femi Kuti.
  • A nonprofit arts center and sculpture park in Omi, featuring over 60 works of art and architecture spread across 120 acres. It's a great place to bring kids and dogs for a walk through grassy meadows to see various installations.
  • 8

    Kinderhook Farm

    Near Art Omi, this farm has been providing grass-fed beef, lamb, and pasture-raised pork for over two decades. Visit the farm store to stock up on choice cuts or picnic supplies like salsiccia stagionata.
  • 9

    Churchtown Dairy

    A biodynamic farm where cows munch hay in a beautiful domed barn, producing buttery, semi-firm tomme cheese. It offers a glimpse into sustainable farming practices.
  • 10

    Warren Street, Hudson (Shopping & Antiques)

    Hudson's main drag is lined with home-design shops and antique furniture stores, known for being astonishingly expensive but great fun to browse. It offers a unique shopping experience.
  • 11

    The Social Type

    This shop on Warren Street in Hudson offers unique stationery items. It's a great spot to find special cards, gifts, and paper goods.
  • 12

    Spotty Dog Books & Ale

    Located on Warren Street, this establishment sells local authors' works, including poetry by Shanekia McIntosh and novels by Adelle Waldman. It offers a cozy atmosphere to browse books and enjoy a drink.
  • A hip clothing store on Warren Street in Hudson, known for its unique fashion selections and friendly shop dog. It provides a relaxed and inviting shopping environment.
  • 14

    Kinderhook Knitting Mill

    An 1870s textile factory in Kinderhook that has been repurposed as a hub for creative businesses. It houses various tenants, including the serene cafe Morningbird.
  • Dia Beacon houses one of the country’s most significant collections of contemporary art, set in a striking, light-filled former factory on the Hudson River.
  • 16

    Beacon Farmers' Market

    Held on Sundays year-round on Main Street, this market offers products from vendors across the Hudson Valley. Visitors can chat with local producers and sample items like stout-washed goat cheese and mushroom tarts.
  • 17

    Storm King Art Center

    Storm King Art Center is a world-renowned outdoor sculpture park featuring large-scale works set amid beautiful rolling hills, offering both art immersion and stunning natural vistas.
  • Dia Beacon houses one of the country’s most significant collections of contemporary art, set in a striking, light-filled former factory on the Hudson River.
  • 19

    Walkway Over the Hudson

    Walkway Over the Hudson is a scenic pedestrian bridge that offers breathtaking panoramic views of the Hudson River Valley, perfect for walking, cycling, and photography.
  • 20

    Mohonk Mountain House

    Mohonk Mountain House is a historic resort nestled beside a crystal-clear lake and surrounded by scenic mountains, offering hiking, spa treatments, and classic Victorian charm.
  • 21

    Main Street, Hudson NY

    Main Street in Hudson, NY is a vibrant destination with boutique shops, gourmet restaurants, art galleries, and beautifully preserved architecture, providing a unique small-town experience with a cosmopolitan feel.

Restaurants

  • Picture for Mel the Bakery

    Mel the Bakery

    324 Warren St, Hudson, NY 12534, USA
    This bakery moved to Hudson in 2023 and is a local favorite for its laminated croissants, iced cinnamon rolls, and flaky kouign-amann pastries. It's known for the devoted following of baker Nora Allen.
    4.7
  • Picture for Left Bank Ciders

    Left Bank Ciders

    150 Water St, Catskill, NY 12414, USA
    A small-batch cidery with a taproom in Catskill, serving single varietals made from heirloom apples. They also offer unique ciders aged in whiskey and cognac barrels.
    4.8
  • Picture for Eliza
    582 Broadway, Kingston, NY 12401, USA
    A bustling bistro that opened in late 2023 in Kingston's Midtown Arts District, known for its smoky eggplant dip, charred octopus, and charcuterie. It attracts a local crowd eager for its vibrant atmosphere and diverse menu.
    4.7
  • Picture for Top Taste
    446 Hasbrouck Ave, Kingston, NY 12401, USA
    A no-frills Jamaican restaurant in Kingston's Midtown Arts District, recognized as a two-time James Beard Award nominee. It serves generous portions of meltingly tender jerk chicken, rice and peas, steamed cabbage, and fried plantains.
    4.8
    $$$$
  • Picture for West Kill Supply

    West Kill Supply

    602 Broadway Unit 2, Kingston, NY 12401, USA
    A two-year-old taproom in Midtown Kingston from a celebrated Catskills brewery, featuring hunting-lodge-chic décor and a dozen West Kill Brewing beers on draft. It offers a cozy atmosphere for enjoying craft beers.
    4.9
  • Picture for Village Coffee and Goods

    Village Coffee and Goods

    17 Railroad Ave #102, Kingston, NY 12401, USA
    A pocket-size coffee shop in Midtown Kingston, known for its frothy flat whites made with beans from Partners Coffee Roasters of Brooklyn. It's a great spot to start the day.
    4.5
  • Picture for Fantzye Bagels

    Fantzye Bagels

    392 Hasbrouck Ave, Kingston, NY 12401, USA
    Opened in November, this spot serves hand-rolled sourdough bagels in a cute, sunny space where families linger. Try the rosemary-salt bagel with lemon-caper schmear or the outstanding Remix sandwich.
    4.6
  • Picture for Camp Kingston

    Camp Kingston

    36 St James St, Kingston, NY 12401, USA
    A popular community hangout that opened in 2023 in Uptown Kingston, offering a warm potato-and-cheddar breakfast burrito and a campfire latte made with graham-cracker milk and toasted marshmallow. It provides a cozy gathering spot.
    4.8
    $$$$
  • Picture for Culture Cream

    Culture Cream

    318 Warren St, Hudson, NY 12534, USA
    This shop on Warren Street in Hudson serves imaginative ice cream flavors, such as miso-and-roasted-strawberry, amidst tropical vibes. It offers a unique and delightful dessert experience.
    4.4
  • Picture for Rose Hill Farm

    Rose Hill Farm

    19 Rose Hill, Red Hook, NY 12571, USA
    Located outside Red Hook, this farm features a taproom in a soaring wood-paneled barn beside its orchards. Visitors can enjoy the farm's sparkling pétillant-naturel-style ciders and co-ferments made with apples, plums, and blueberries.
    4.8
  • Picture for Kitty's
    60 S Front St Suite #3, Hudson, NY 12534, USA
    Opposite the Amtrak station in Hudson, Kitty's started as a market cafe in 2020 and expanded into a full-service restaurant with fun upscale-diner décor. It offers dishes like fried chicken, breakfast sandwiches, Caesar salad, and dumplings.
    4.4
    $$$$
  • Picture for The Hereafter

    The Hereafter

    721 Columbia St, Hudson, NY 12534, USA
    A stylish cocktail bar opened last year on the upper end of Columbia Street in Hudson, featuring pressed-tin ceilings, warm lighting, and a long wooden bar. It attracts a lively late-night crowd eager to flirt over inventive cocktails.
    4.5
  • Picture for Morningbird
    4 Hudson St, Kinderhook, NY 12106, USA
    A serene cafe located within the Kinderhook Knitting Mill, displaying beautiful ceramics from a local Korean American artist. It offers a menu of Southeast Asian-inspired specialties, including a breakfast sandwich with lemongrass-pork sausage and mochi doughnuts.
    4.6
  • Picture for Nansense
    2 Eliza St, Beacon, NY 12508, USA
    An Afghan restaurant, originally a Brooklyn food truck, that opened its first brick-and-mortar location on Main Street in Beacon. It serves delicious chapli kabab burgers, masala-spiced fries, and cardamom rice pudding.
    4.9
  • Picture for Hudson Valley Brewery

    Hudson Valley Brewery

    7 E Main St, Beacon, NY 12508, USA
    One of the region's top breweries, featuring a sleek new tasting room where visitors can sip tart farmhouse lagers and sour I.P.A.s, like the brunch-style Peach Silhouette. It's a popular spot for craft beer enthusiasts.
    4.7

Hotels

  • The Maker Hotel

    302 Warren St, Hudson, NY 12534, United States

    A stylish boutique hotel in the heart of Hudson, known for its lush, vintage-inspired decor, in-room fireplaces, and an on-site cafe and wellness studio. Each room is unique, making every stay feel special.
  • Hasbrouck House

    3805 Main St, Stone Ridge, NY 12484, United States

    A 18th-century Dutch Colonial stone mansion set on 50 acres, featuring contemporary design, a farm-to-table restaurant, bonfire pits, and a spring-fed pool. It offers a blend of history and modern luxury.
  • Hotel Kinsley

    301 Wall St, Kingston, NY 12401, USA

    Located in a collection of historic buildings in Kingston, this boutique hotel features eclectic, art-filled interiors and an acclaimed New American restaurant. It’s perfect for exploring Midtown Arts District.
  • The Amelia

    339 Allen St, Hudson, NY 12534, USA

    A sophisticated guesthouse in Hudson offering just eight rooms in a beautifully restored Victorian mansion, with serene private gardens and a relaxing atmosphere ideal for a quiet retreat.
  • The Roundhouse

    2 E Main St, Beacon, NY 12508, United States

    A former textile factory transformed into a sleek hotel, perched beside a waterfall in Beacon. Enjoy industrial-chic rooms, a popular restaurant, and sweeping river views from the patio.

Local Events & Happenings

  • Picture for bala.fruta./bullet.fruit | Stage & Film Summer Season at Marist

    bala.fruta./bullet.fruit | Stage & Film Summer Season at Marist

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)11 Jul 2026
    Venue and Parking: All Play Readings will be held in Symphonic Hall at Marist University. This venue is on the second floor of the Marist Student Center and is easily accessible via stairs or elevator. We encourage all guests to park in the Donnelly ...
  • Picture for LAGNIAPPE | Stage & Film Summer Season at Marist University

    LAGNIAPPE | Stage & Film Summer Season at Marist University

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)12 Jul 2026
    Written by C.A. Johnson Directed by Eric Tig Once home to sharecroppers, the Bunche Village subdivision outside of New Orleans is now made up of their suburban descendants who find community at the local corner store. Both harrowing and hilarious Lag...
  • Picture for UNMOORED | Stage & Film Summer Season at Marist University

    UNMOORED | Stage & Film Summer Season at Marist University

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)12 Jul 2026
    Written by Betty Shamieh Directed by Ian Belknap, S&F Artistic Director Venue and Parking: All Play Readings will be held in Symphonic Hall at Marist University. This venue is on the second floor of the Marist Student Center and is easily accessible ...
  • Picture for DAYLIGHT | Stage & Film Summer Season at Marist University

    DAYLIGHT | Stage & Film Summer Season at Marist University

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)24 Jul 2026
    Written by Kate Cortesi Daylight is a new play based on the real life story of Joe Garcia a man who served 21 years in prison for murder. Framed by the pop music that sustained him during that dark time and developed in collaboration with Garcia over...
  • Picture for MENAFEE | Stage & Film Summer Season at Marist University

    MENAFEE | Stage & Film Summer Season at Marist University

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)25 Jul 2026
    Written and Directed by Quiara Alegria Hudes Based on Life of Corey Menafee During an impromptu conversation on reunion weekend a dining hall employee learns about the contested artifact he has been unknowingly working beneath. Suddenly the students ...
  • Picture for TRIP AROUND THE SUN | Stage & Film Summer Season at Marist University

    TRIP AROUND THE SUN | Stage & Film Summer Season at Marist University

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)26 Jul 2026
    Written by Jake Brasch Directed by Shelley Butler Life is good for Phil and Suze in their Florida retirement community. They fill their days with virgin margaritas and Jimmy Buffet karaoke. But the night before Suzes big birthday cruise Phil decides ...
  • Picture for THE DEATH CHRONICLES (portraits)|S&F Summer Season at Marist

    THE DEATH CHRONICLES (portraits)|S&F Summer Season at Marist

    Marist University Symphonic Hall in Poughkeepsie (4.81 mi)1 Aug 2026
    Venue and Parking: All Play Readings will be held in Symphonic Hall at Marist University. This venue is on the second floor of the Marist Student Center and is easily accessible via stairs or elevator. We encourage all guests to park in the Donnelly ...

Travel Gems from Reddit

  • Destinations - 4 nights in the Hudson Valley

    /r/hudsonvalley

    I think the Hudson Valley is a beautiful place to live! | Photo Taken in Poughkeepsie, NY ... Friendly questions and answers about Los Angeles, California. City/regional quest...

  • Where to Visit?

    /r/hudsonvalley

    My husband, 7 month old, and I are looking to visit the Hudson valley a weekend soon, but arent sure what area is best. Wed like to do some hiking, walk along a Main Street, b...

  • Looking for weekend getaway in the Hudson Valley (2-3 hrs from NYC)

    /r/hudsonvalley

    Me and my friends are planning to stay at an airbnb in the hudson valley one weekend in June. We've narrowed it down to a couple cities but are

  • Traveling to the Hudson valley this weekend for 1 night. What should we do?

    /r/hudsonvalley

    Parking has been an issue even ... Hudson Valley are full by 9-10 am on nice weekends, just FYI. One of the benefits of just hanging in Beacon is that pretty much everything i...

  • Weekend Getaway Suggestions

    /r/hudsonvalley

    It's been a while since we've had ... with a weekend getaway. A friend suggested going to Hudson Valley, specifically Beacon, and staying at the Round House. I'...