sidecar by sylvie

sidecar by sylvie

Upstate, updated

100+ recommendations for your next Upstate weekend

Sylvie Florman
Jun 26, 2026
∙ Paid

Last year, I put together an adorably fun decision flowchart to help you find your perfect Upstate hotel, and then shared over 100 recommendations for places to visit during your Upstate adventure.

Here’s an update to that massive recommendation list with new spots that opened this year and replacements for favorites that closed.

You might ask: What makes me an expert? Well, I’ve spent my whole life going up to the area, then lived in Hudson full-time and spent a lot of time in my car reporting pieces about restaurants and folks up here for Vogue, T Mag, Times Union, and more. Now, I am obsessive about staying up to date on the happenings. Plus, I like to think I have pretty good taste. So, while I’m not the expert to end all experts, I definitely know a little more than someone who just got back from their first weekend up the Amtrak line.

Note: Some of the best things are behind the paywall — including the list of all my Hudson favorites. There are some real insider goodies in there, if I do say so myself.


CATSKILL

Photo

Stay/

  • Camptown - motorside inn turned stylish boutique hotel with pool

Eat & Drink/

  • Phos - Greek food with Hudson Valley ingredients

  • Hemlock - named one of the best bars in the country for good reason

  • Casa Susanna - elevated Mexican at Camptown with homemade masa

  • Julia’s Local - seasonal dishes in a homey environment with ingredients grown down the road. call to reserve!

  • Willa’s - now in Glen Fall’s house with the same in-house pastries and more

  • Cafe 27 - vibey, cafe with a listening room in the back, great matcha

  • Subversive Malting & Brewing - big burgers and brews with plenty of outdoor seating

  • Gracie’s Diner - classic diner featuring homemade donuts

See & Do/

  • Foreland - collection of galleries and shops like the new Grains of Paradise

  • Cole House - Hudson River School artists’ house

  • Hoe Bowl - down and dirty bowling alley

  • Hi Way Drive In - drive-in theater with ultimate nostalgia factor

Shop/

  • Toko - Japanese provisions in a tiny market

  • Kaaterskill Market - the spot for woven baskets

  • The Little Art Shop - just as it sounds, small but mighty

  • Catskill Collectibles - for Rip Van Wink-o-philes like myself

  • Catskill Chocolate - women-owned chocolate shop that’s just… outstanding

  • Hartland Shop - roadside shop for stationary and coffee

  • A. Therien - vintage design books and high-end ceramics


Windham/Hunter & Tannersville

Stay/

  • The Henson - sweet little hotel that feels like staying in a friend’s stylish house

  • Scribner’s (specifically in The Rounds) - cottages with Japanese soaking tubs, enough said

  • Hotel Lilien - 1890s estate turned boutique hotel in a very not-haunted way

Eat/

  • Deer Mountain Inn - classic Americana menu in mountain lodge setting

  • Lucky Catskills - Chinese-inspired dishes like dumplings and amazing mapo tofu

  • Tanners Boathouse - bar on the lake with bbq

  • Fred’s Coffee & Donuts - drive-through apple cider donuts

  • Matilda - jaw-droppingly good dinner inside The Henson

  • Fellow - a coffee and cinnamon bun stop (if you get there early enough)

See & Do/

  • Rip Van Winkle Hike - hike up to the rock that Rip “fell asleep” at

  • Fly fishing - take a fly fishing lesson if the season permits

Shop/

  • Paracasa - shoppy-shop / cafe owned by The Henson guys

  • Idler Books - petit bookstore

  • PIDGIN & N O R M A N — H A S S E L R I I S - detour for two impeccable design stores


Accord, Rosendale and High Falls:

Stay/

  • Inness - Scandi-vibes in the Catskills

  • Six Bells Inn - almost creepy storybook-vibes in the Catskills

Eat/

  • Darlings - fun, fish-forward, has a disco ball

  • Westwind - cidery in a barn setting with good food

  • Ollies - top-notch pizza with family-friendly vibes

  • The Big Cheese - classic hippy town cafe with great smelling lentil patties and, yes, coffee

  • Restaurant at Inness - farm-to-table in gorgeous modern-farm-Inness setting

  • Bkyn Sour - new sourdough bakery with interiors by Amalia Graziani of Callisto Farms

See & Do/

  • Skate Time - skate rink owned by BjornQorn

  • Woodstock Farm Sanctuary - touch some cows, goats, and pigs

  • Saunderkill Farms - U-pick, the most satisfying scam of them all

Shop/

  • Good.good.shop - curated vintage and womens clothing

  • Postmark Books - well-curated bookstore

  • Clubhouse Vintage - excellent selection of vintage (jeans, jeans, jeans)

Hudson & its close surroundings

User's avatar

Continue reading this post for free, courtesy of Sylvie Florman.

Or purchase a paid subscription.
© 2026 Sylvie Florman · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture