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The subSNACK · Apr 4, 2026

48 Hours in Upstate New York

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Sistersnacking · The subSNACK

Hello our friends and fellow snackers…Madison here! We took our little 5 month old, James, on his first getaway. We didn’t go that far but headed upstate to the Catskills. While everything gets a bit more complicated with a small baby AND a crazy 6 year old vizsla, we had a lovely time. Honestly, whether you have kids or don’t, I think you’ll love this little weekend plan.

Rossi & Sons is an iconic spot that has been open since 1979. It is family run and it feels that way. Go to the original location but they also have a new market downtown or a shop at Marist University.

What to get: eggplant parm or any parm, the #4 on homemade focaccia, any special, Italian rainbow cookie

The Henson is only a few years old but it’s a stunning inn in the quaint town of Hensonville near Windham Mountain. Now that ski mountain is private so it’s less of a ski town and more of an escape. When I tell you they spared no expense with this spot. It’s a renovated old inn but the decor and design feels elevated and chic. The rooms are a little small but they pull out all the stops. They had a mini crib, monitor, dog bed, mini fridge for breastmilk and everything we could ever need/want.

I wish we took advantage of the sauna and wellness room but they have a pretty outdoor garden with fireplaces.

The thing about The Henson is that the chefs that own Wildair and Bar Contra in NYC handle their menu so it’s elevated with fabulous desserts from their pastry chef Fabian.

What to get: seasonal special, buvette steak, brick chicken, hazelnut tart for dessert and pair with any natural wine

Hudson is a 25-35 minute ride away and worth the visit. I can’t believe I never explored this downtown but it’s truly incredible. It’s way larger than you’d expect with endless cafes, home stores, antique shops, and curated stores.

If you wanted to you could probably spend a full day bopping here.

Mel the Bakery used to be on the LES in NYC (in the Elbow Bread space). It was so sad when they closed their bakery but thankfully they picked it up and plopped it upstate with the same amazing quality bread and beverage program. This one has full curated grocery shelves, incredible matcha, tons of bread to buy, and of course PASTRIES!!!

What to get: weekend smoked salmon focaccia special, any croissant but we loved the jalapeño cheddar, oatmeal creme pie, cinnamon roll (made with croissant dough), if they have it try the brown sugar matcha latte

We ended up working up an appetite and snagged a spot at the ever popular Cafe Mutton. This has been on every top list, specifically one of the top restaurants in America by Bon Appetit. Mainly because of the stunning crispy, crunchy, sweet housemade crepes with maple syrup and oozing butter. You could say we liked them…

What to get: Crepes, breakfast plate, radicchio salad, house made bologna sandwich, any special….

ALSO! They let our dog, Totti, sit inside which was huge.

We ended up stopping in the town of Catskills on the ride home. It has a cute downtown but we only stopped to visit a quaint pottery shop called Fisheye Ceramics. The pots in the window caught our eye and the owner herself was in there making mugs. It’s a great small business to support.

Transparently, we had dinner at Matilda again due to our small baby needed to rest early. However, here are some other options…

Deer Mountain Inn - A nearby inn in Tannersvile with a quaint cottage like dining room.

Stissing House - DYING to go here!! It’s a renovated house dating back to 1782 and it is supposed to be cozy with delicious simple food.

Casa Susana - Elevated Mexican food

Wake up and spend time enjoying The Henson’s amenities like the sauna, gardens, breakfast spread, etc. or you can head to a nearby hiking path.

The hotel also owns Paracasa down the road and you can try their award winning cinnamon rolls and an olive oil cake we loved

15 minute drive….get more breakfast and cinnamon rolls at Fellow Mountain Cafe OR….

Kingston is a 45 minute drive and breaks up the trip a bit more. They also serve amazing baked goods, a theme for us ;). But don’t skip a breakfast or lunch sandwich on their homemade breads or bagels.

  • Kingston Bread - pretty well known and great for breakfast, lunch, or a treat

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