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The And North Autumn Guide to Upstate New York

By Natalie Goel

Visions of sprawling pumpkin patches, apple picking on the farm and bonfires under a fiery orange canopy of leaves all come to life in upstate New York. It’s an autumnal wonderland, if you just know where to go to find it. So as soon as the season hit, we immediately thought to tap the insiders at upstate travel guide And North to uncover all the most quaint, cozy and picturesque places to hit this fall.

Here, And North Founder and Creative Director Emma Tuccillo reveals all the hidden autumn gems the area has to offer. From a comforting farm-to-table eatery in a provincial town to a stone lighthouse picnic spot surrounded by willow trees to an orchard that’s long been one of our favorite escapes in the area, below Emma let us in on five upstate spots to hit to soak up all the season has to offer.

The And North Guide to Upstate New York | EyeSwoon | Brunette c. Katie Lobel
1. BRUNETTE WINE BAR

“Whenever we travel to Kingston, we make sure to visit Brunette Wine Bar. This former barber shop turned wine bar is where you’ll find longtime upstaters, Jamie and Tracy Kennard, pouring natural wine and unique bar snacks from behind their elegant marble bartop. The perfect respite between apple picking and fire-side hangs.

Originally the capital of New York State, Kingston has a rich history as well as a strong community of creatives and new businesses. The Rondout District, where Brunette is located, has some of our favorite shops in all of upstate. Stop into Hops Petunia for wild floral arrangements, Clove and Creek, for local goods, and Kingston Wine Co. for a fantastic selection of wine for your weekend away.”

Photo by Katie Lobel

The And North Guide to Upstate New York | EyeSwoon | Hasbrouck House c. Emma Tuccillo
2. HASBROUCK HOUSE

“For a bit of luxury and history, we recommend a stay at the newly restored Hasbrouck House, a boutique inn set in an 18th-century Dutch colonial stone mansion in Stone Ridge, NY. Each of the 17 suites at Hasbrouck House are uniquely designed and furnished with a mix of vintage and modern touches, Frette linens, goose down bedding, and Kiehl’s bath products. Centrally located near a scattering of Hudson Valley towns such as Kingston, Woodstock, and Phoenicia, the hotel truly has everything you could want in an autumnal escape, from sprawling grounds and walking access to Stone Ridge Orchard, to plush accommodations, nightly bonfires, and Butterfield, their farm-to-fork restaurant run by Executive chef Shawn Burnette, featuring a swoon-worthy seasonal menu of American fare.”

Photo by Emma Tuccillo

The And North Guide to Upstate New York | EyeSwoon | Westwind Orchard by Chloe Crespi
3. WESTWIND ORCHARD

“Apple orchards are enough of a draw for any fall enthusiast, but add authentic Italian wood-fired pizza and you’ve created every epicurean’s dream. In addition to selling apples, pumpkins, and gourds, Westwind Orchard also features a well-sourced local market with artisanal pottery, seasonal produce, and the orchard’s very own raw honey and raspberry jam.”

Photo by Chloe Crespi

The And North Guide to Upstate New York | EyeSwoon | Saugerties Lighthouse c. Emma Tuccillo
4. SAUGERTIES LIGHTHOUSE

“The historic 1869 Saugerties Lighthouse is by far one of our favorite places in all of Upstate New York. The stunning stone structure is now a bed and breakfast, preserved by the Saugerties Lighthouse Conservancy, with common areas that are accessible to the public. Walk along the half mile trail surrounded by willow trees, tidal pools, and patches of autumn-clad trees until the path opens up to present the river and the incredible lighthouse. We recommend enjoying a picnic on the lighthouse deck to gaze at the fall foliage reflected in the Hudson River.”

Photo by Emma Tuccillo

The And North Guide to Upstate New York | EyeSwoon | Brushland Eating House c. Katie Lobel
5. BRUSHLAND EATING HOUSE

“A hidden gem in Bovina, NY, Brushland Eating House is a community-focused farm-to-table restaurant with a menu of comforting classics like roasted carrots with almond dressing and a half roasted chicken with green bean ragout and smashed potatoes. Located in the provincial town of Bovina, the restaurant is a destination unto itself. Head there for the weekend and stay in one of their beautiful Airbnb apartments above the restaurant. The drive alone will present some of the best fall foliage in the state.”

Photo by Katie Lobel

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This post was contributed by Emma Tuccillo of And North. And North is a curated guide to upstate New York, featuring the best of travel and lifestyle north of New York City.

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