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What to Eat and Where to Go for a Perfect Day in Red Hook


This Dutchess County town has charming shops, scenic landscapes, and the best alternative restaurants in the Hudson Valley.

Drive into Red Hook on a Saturday morning and you’ll have a hard time not falling in love with the town. Unlike Rhinebeck, its sister city, Red Hook exudes a pleasantly sleepy small town aura. It’s somewhat surprising, considering that Bard College, an internationally recognized liberal arts college, is right next door in Annandale-On-Hudson. Yet Bard students seem to love Red Hook for its quaint charms just as much as locals and visitors do, and for good reason. When it comes to upstate living, Red Hook has it all.

Grilled cheesies + milkshakes with @ehopek ðŸ˜

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9 a.m. — Chow down at Historic Village Diner

No day trip is complete without a trip to a diner. Fortunately, Red Hook has a roadside eatery that fulfills all your breakfast dreams. Walk through the door of the metallic railroad car edifice and you’ll feel like you journeyed back to the 1950s. Order any of the classics or ask about the daily pastry specials. The gourmet cakes taste even better than they look.

7550 N Broadway

Open daily 6 a.m. — 9 p.m.

11 a.m. — Stroll along the Poet’s Walk

After a hearty breakfast, get your legs moving on the picturesque Poet’s Walk. The sprawling two miles of trails weave through woods and grassy hills. The destination is ideal for anyone who enjoys reading from the likes of Wordsworth or Coleridge, since the hillsides look just like a scene from a Romantic poem. Who knows? As you meander along the path, you may be inspired to jot down a stanza or two yourself.

776 River Road
Open daily 8:30 a.m. to sunset

A pumpkin spice latte and avocado toast.

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1 p.m. — Feed your soul (and your stomach) at The Enchanted Café

Skip the standard lunch fare and make a pit stop at The Enchanted Café instead. This alternative coffee shop and eatery puts a healthy spin on classic eats. Try the Chicken Curry Salad Sandwich, served on toasted sourdough, or the Enchanted Salad, with grilled apples and New York cheddar cheese, for a light lunch that will give you the fuel you need for the afternoon activities.

7484 S Broadway

Mon – Sat 10 a.m. – 6 p.m., Sun 10 a.m. – 5 p.m.

Holy cow 😠#icecreamseason

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2:30 p.m. — Experience ice cream magic at Holy Cow

You’ll thank yourself for sticking to a light lunch when it comes time to make the drive to Holy Cow. The unofficial ice cream capital of the Hudson Valley is beloved by all for its low prices and oh so creamy cones. As the days get warmer, don’t be surprised if a line extends out the door and into the parking lot. The wait is worth the banana split or chocolate dipped cone or hot fudge sundae or, well, you get the picture.

7270 S Broadway Ste 1

Sun – Thurs 11 a.m. – 9:30 p.m., Fri – Sat 11 a.m. – 10 p.m.

3:45 p.m. — Stock the pantry at Greig Farm

Red Hook is fortunate enough to house one of the Hudson Valley’s premier foodie farms. Bring the kids to the fields for pick-your-own fruits and veggies to bring home. If you are pressed for time, direct your attention to the farm market instead. The marketplace serves both breakfast and lunch daily and doles out dinner to go. While you’re there, you might even catch an impromptu string concert from some of the valley’s talented performers.

223 Pitcher Lane

Open daily 9 a.m. – 5 p.m.


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6 p.m. — Have a pizza party at Lucoli

Anyone who has lived in the Hudson Valley long enough knows that choosing the “best pizza” in the region is an understandably divisive topic. That’s why it’s a big deal to say that Lucoli is a serious contender.  The brick oven process, organic ingredients, and in-house mozzarella and sauce preparation help the pies to shine. Try an out-of-the box-option like “Melanzana,” with eggplant and ricotta, or “Pizza Fagioli,” with beans and pickled jalapenos.

7476 S Broadway

Mon – Thurs 3 – 9 p.m., Fri – Sun 12 – 9 p.m.

7:45 p.m. — Catch a local show at Taste Budd’s Café

With scrumptious chocolates, hot java, and plentiful seating, Taste Budd’s is a community staple at all hours. In the evenings, the café is a treat to visit. Regional musicians stop in throughout the week to perform everything from folksy tunes to ukulele melodies. Call ahead or visit the shop’s Facebook page to find out which performances are on the upcoming calendar of events.

40 West Market St

Mon – Wed, Fri – Sat 7 a.m.  – 9 p.m.; Thurs 7 a.m. – 10 p.m.; Sun 8 a.m. – 9 p.m.

I’ll be sleeping here tonight.

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9 p.m. — Stay the night at Red Hook Country Inn

Whether you live out of state or around the corner, treat yourself to a night at the charming Red Hook Country Inn. This quaint little B&B is an 1841 Federal Colonial home that has cozy rooms for families and couples. Anyone who loves personalized treatment and Downton Abbey will be over the moon to spend a night here.

7460 S Broadway

Open daily

Did we miss somewhere? Let us know your top Red Hook haunts in the comments or by email at edit@hvmag.com!

Related: The Best Way to Spend a Day in Poughkeepsie