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31 Aug 2025

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Hudson Valley Weekend Trip Itinerary

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
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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.
2
Greig Farm
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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
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Offers challenging hiking trails near Beacon for experienced hikers seeking strenuous climbs. It provides a rewarding outdoor experience with scenic views.
4
Breakneck Ridge
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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
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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.
6
Assembly
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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.
7
Art Omi
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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
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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
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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)
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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
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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
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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.
13
Jamestown
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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
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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.
15
Dia Beacon
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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
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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
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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.
18
Dia Beacon
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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
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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
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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
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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

Mel the Bakery
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4.7
Mel the Bakery
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
Left Bank Ciders
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4.8
Left Bank Ciders
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
Eliza
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4.7
Eliza
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
Top Taste
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4.8
$$$$
Top Taste
A no-frills Jamaican restaurant in Kingston's Midtown Arts District, recognized as a two-time James Beard Award nominee. It serves generous portions of meltingly tender jerk chicken, rice and peas, steamed cabbage, and fried plantains.
4.8
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West Kill Supply
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4.9
West Kill Supply
A two-year-old taproom in Midtown Kingston from a celebrated Catskills brewery, featuring hunting-lodge-chic décor and a dozen West Kill Brewing beers on draft. It offers a cozy atmosphere for enjoying craft beers.
4.9
Village Coffee and Goods
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4.5
$$$$
Village Coffee and Goods
A pocket-size coffee shop in Midtown Kingston, known for its frothy flat whites made with beans from Partners Coffee Roasters of Brooklyn. It's a great spot to start the day.
4.5
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Fantzye Bagels
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4.6
Fantzye Bagels
Opened in November, this spot serves hand-rolled sourdough bagels in a cute, sunny space where families linger. Try the rosemary-salt bagel with lemon-caper schmear or the outstanding Remix sandwich.
4.6
Camp Kingston
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4.8
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Camp Kingston
A popular community hangout that opened in 2023 in Uptown Kingston, offering a warm potato-and-cheddar breakfast burrito and a campfire latte made with graham-cracker milk and toasted marshmallow. It provides a cozy gathering spot.
4.8
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Culture Cream
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4
$$$$
Culture Cream
This shop on Warren Street in Hudson serves imaginative ice cream flavors, such as miso-and-roasted-strawberry, amidst tropical vibes. It offers a unique and delightful dessert experience.
4
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Rose Hill Farm
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4.8
Rose Hill Farm
Located outside Red Hook, this farm features a taproom in a soaring wood-paneled barn beside its orchards. Visitors can enjoy the farm's sparkling pétillant-naturel-style ciders and co-ferments made with apples, plums, and blueberries.
4.8
Kitty's
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4.4
$$$$
Kitty's
Opposite the Amtrak station in Hudson, Kitty's started as a market cafe in 2020 and expanded into a full-service restaurant with fun upscale-diner décor. It offers dishes like fried chicken, breakfast sandwiches, Caesar salad, and dumplings.
4.4
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The Hereafter
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4.5
The Hereafter
A stylish cocktail bar opened last year on the upper end of Columbia Street in Hudson, featuring pressed-tin ceilings, warm lighting, and a long wooden bar. It attracts a lively late-night crowd eager to flirt over inventive cocktails.
4.5
Morningbird
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$$$$
Morningbird
A serene cafe located within the Kinderhook Knitting Mill, displaying beautiful ceramics from a local Korean American artist. It offers a menu of Southeast Asian-inspired specialties, including a breakfast sandwich with lemongrass-pork sausage and mochi doughnuts.
$$$$
Nansense
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4.9
Nansense
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
Hudson Valley Brewery
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4.7
Hudson Valley Brewery
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
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4.3
The Maker Hotel
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.
4.3
Hasbrouck House
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4.2
Hasbrouck House
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.
4.2
Hotel Kinsley
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4.1
Hotel Kinsley
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.
4.1
The Amelia
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4.8
The Amelia
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.
4.8
The Roundhouse
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4.1
$$$$
The Roundhouse
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.
4.1
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Local Events & Happenings

MET Live in HD: El Ultimo Sueno De Frida Y Diego
MET Live in HD: El Ultimo Sueno De Frida Y Diego
American composer Gabriela Lena Frank makes her Met debut with her first opera, a magical-realist portrait of Mexicos painterly power couple Frida Kahlo and Diego Rivera with libretto by Pulitzer Prize winning playwright Nilo Cruz. Fashioned as a rev...
Ulster Performing Arts Center in Kingston (9.44 mi)
1 Jan 2025
Visit Website
A Life in Song: A Tribute to the Life & Legacy of Bill Vanaver
A Life in Song: A Tribute to the Life & Legacy of Bill Vanaver
Join us for a joyful and moving tribute to William Bill Vanaver, visionary musician, folklorist, beloved teacher, and co-founder of The Vanaver Caravan. This once-in-a-lifetime concert gathers an extraordinary lineup of friends, collaborators, and ar...
Ulster Performing Arts Center in Kingston (9.44 mi)
14 Sep 2025
Visit Website

Napoleon Dynamite Live!
Napoleon Dynamite Live!
The event will take place at Ulster Performing Arts Center in Kingston.
Ulster Performing Arts Center in Kingston (9.44 mi)
21 Sep 2025
Visit Website
The Vampire Circus
The Vampire Circus
The Vampire Circus has been called a mix of circus cabaret and theater and is the result of a fusion of Tim Burton and Cirque Du Soleil. Enjoy a phenomenal night of live entertainment, based on the multidisciplinary skills of international performers...
Ulster Performing Arts Center in Kingston (9.44 mi)
5 Oct 2025
Visit Website
Modest Mouse
Modest Mouse
The event will take place at Ulster Performing Arts Center in Kingston.
Ulster Performing Arts Center in Kingston (9.44 mi)
18 Oct 2025
Visit Website
Il Divo By Candlelight
Il Divo By Candlelight
Simply Three is support band.
Ulster Performing Arts Center in Kingston (9.44 mi)
22 Oct 2025
Visit Website
Swan Lake by International Ballet Stars
Swan Lake by International Ballet Stars
Experience the world?s most in-demand ballet, Swan Lake, presented by Classical Arts Entertainment and performed by International Ballet Stars. This full-scale production features Tchaikovsky?s legendary score and brings the masterpiece choreography ...
Ulster Performing Arts Center in Kingston (9.44 mi)
24 Oct 2025
Visit Website

Travel Gems from Reddit

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...
Destinations - 4 nights in the Hudson Valley
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...
/r/hudsonvalley
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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...
Where to Visit?
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...
/r/hudsonvalley
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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
Looking for weekend getaway in the Hudson Valley (2-3 hrs from NYC)
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
/r/hudsonvalley
View on Reddit
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...
Traveling to the Hudson valley this weekend for 1 night. What should we do?
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...
/r/hudsonvalley
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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'...
Weekend Getaway Suggestions
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'...
/r/hudsonvalley
View on Reddit

Music for Your Journey

JAY-Z - Empire State Of Mind
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JAY-Z - Empire State Of Mind
A tribute to New York, this anthem captures the excitement and energy of exploring the Hudson Valley.
Edward Sharpe & The Magnetic Zeros - Home
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Edward Sharpe & The Magnetic Zeros - Home
This feel-good track adds a sense of comfort and journey, perfect for scenic country drives.
Bishop Briggs - River
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Bishop Briggs - River
Evokes the flow and beauty of the Hudson River, enhancing riverside moments.

Joni Mitchell - Big Yellow Taxi - Live
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Joni Mitchell - Big Yellow Taxi - Live
A folksy, environmental classic that pairs well with the region's farms and parks.
Redbone - Come and Get Your Love - Single Version
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Redbone - Come and Get Your Love - Single Version
Upbeat and joyful, this song sets the ideal vibe for a fun, exploratory road trip.
Neil Young - Harvest Moon
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Neil Young - Harvest Moon
Neil Young’s gentle ballad complements sunsets over farms and rolling hills.
Talking Heads - This Must Be the Place (Naive Melody) - 2005 Remaster
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Talking Heads - This Must Be the Place (Naive Melody) - 2005 Remaster
Captures the feeling of finding new, welcoming spots along your travels.
The Lumineers - Ophelia
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The Lumineers - Ophelia
Its lively, folksy energy is great for winding drives between art galleries and towns.
Jack Johnson - Banana Pancakes
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Jack Johnson - Banana Pancakes
Laid-back vibes perfect for relaxing mornings before a busy day of exploring.
Empire of the Sun - Walking On A Dream
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Empire of the Sun - Walking On A Dream
Dreamy and optimistic, this track pairs beautifully with the Hudson Valley’s scenic landscapes.

Your Trips Will Appear Here

Hudson Valley Weekend Trip Itinerary

Recommended Activities

Sojourner Truth State Park

Greig Farm

Fishkill Ridge

Breakneck Ridge

Midtown Arts District

Assembly

Art Omi

Kinderhook Farm

Churchtown Dairy

Warren Street, Hudson (Shopping & Antiques)

The Social Type

Spotty Dog Books & Ale

Jamestown

Kinderhook Knitting Mill

Dia Beacon

Beacon Farmers' Market

Storm King Art Center

Dia Beacon

Walkway Over the Hudson

Mohonk Mountain House

Main Street, Hudson NY

Restaurants

Mel the Bakery

Mel the Bakery

Left Bank Ciders

Left Bank Ciders

Eliza

Eliza

Top Taste

Top Taste

West Kill Supply

West Kill Supply

Village Coffee and Goods

Village Coffee and Goods

Fantzye Bagels

Fantzye Bagels

Camp Kingston

Camp Kingston

Culture Cream

Culture Cream

Rose Hill Farm

Rose Hill Farm

Kitty's

Kitty's

The Hereafter

The Hereafter

Morningbird

Morningbird

Nansense

Nansense

Hudson Valley Brewery

Hudson Valley Brewery

Hotels

The Maker Hotel

The Maker Hotel

Hasbrouck House

Hasbrouck House

Hotel Kinsley

Hotel Kinsley

The Amelia

The Amelia

The Roundhouse

The Roundhouse

Local Events & Happenings

MET Live in HD: El Ultimo Sueno De Frida Y Diego

MET Live in HD: El Ultimo Sueno De Frida Y Diego

A Life in Song: A Tribute to the Life & Legacy of Bill Vanaver

A Life in Song: A Tribute to the Life & Legacy of Bill Vanaver

Napoleon Dynamite Live!

Napoleon Dynamite Live!

The Vampire Circus

The Vampire Circus

Modest Mouse

Modest Mouse

Il Divo By Candlelight

Il Divo By Candlelight

Swan Lake by International Ballet Stars