8 Upstate NY properties worth visiting this fall / winter!

Find your perfect Upstate New York hotel!

Author

Caleb Thill
November 06, 2023

Happy Monday everyone!

I hope you everyone has had a great autum so far! While the leaves continue changing and the weather gets cooler, if you’re like me, you’re probably starting to think about an Upstate getaway. It’s challenging to know where to start so I’ve decided to make the planning a bit easier for you and share some of my favorite Upstate NY hotels that should be on your radar! Next week I’ll be sharing some of my favorite homes you can also rent out!

Deer Mountain Inn is of my favorite boutique hotels Upstate…  The hotel maintains a cozy rustic feeling while having modern amenities. It’s super romantic as well. They only have 6 rooms and each one is different! This spot is truly special!

Elevated glamping in mini A frame cabins - Eastwind is such a fun getaway! This is the perfect hotel for a friends trip!  Not into into glamping? they also have regular rooms! They’ve also opened up 2 other locations in New York!

Want a boogie upstate getaway? Wildflower is your spot! It’s part of the Auberge family. Each room is a stand alone cabin. Their spa and amenities are amazing and they have an outdoor pool! You can even pick your own eggs from their chicken farm on the property. The perfect weekend escape from NYC! Note, It’s def a splurge!

Set on 220 pastoral acres, Inness is such a dream - the vibe is minimal farmhouse chic if that’s even a thing. They have 2 pools perfect for summer! They also have a tennis court and a golf course… 

If you’re not into minimal design, Hasbrouck house is down the road from Inness and is very “cottage core”. The grounds are beautiful and each room is unique! There’s also a pool here!

An Upstate classic! Scribners is the perfect friend's trip getaway! In the summer there’s a pool and in the winter they’re right next to Hunter Mountain and have ice skating, there’s plenty of rooms and some fantastic common areas!

Another glamping property, Autocamps rooms are airstream buses scattered throughout their property. They’re incredibly cozy and have their own fire pit. The property also has a common area where you can relax and mingle with other guests. Don’t skip out on their BBQ kit you can buy and cook over your fire pit - so so fun! It’s also next to Woodstock so there’s so many great shops and restaurants nearby!

Nestled in the Catskills, Callicoon Hills is a newer boutique hotel in Upstate NY and 100% worth going to! The property is fairly large and has a great selection of rooms depending on your vibe. I’d recommend staying in one of their A-frame units.

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