Eastwind Hotels Windham

Our family of five has stayed at Eastwind several times, visiting all of their New York locations — Windham, Oliverea Valley, and Lake Placid — and we genuinely love them all.

Eastwind is the perfect blend of thoughtful design, beautifully collected interiors, comfort, and impeccable service, all set within some of the most peaceful and breathtaking natural settings in New York State. Each property feels intentional and special, yet consistently warm and welcoming.

Whether it’s a ski trip, hiking through the mountains, swimming in the lake, wandering majestic forests, taking in the scenic views, or simply slowing down to reconnect with nature, there’s truly no better place to stay. Eastwind feels like a home away from home — only more beautiful.

If we could give 10 stars, we absolutely would.

Our first visit to Eastwind Hotel last week was absolutely amazing from the moment we checked in. We were celebrating my husband’s birthday and I ordered the birthday package for the room — they completely exceeded my expectations. The room was beautiful, cozy, and spotless, with every detail thoughtfully prepared.

The staff was incredibly friendly and welcoming, which made the entire stay feel even more special. The complimentary s’mores kit was such a fun touch — we loved sitting by the fireplace enjoying a quiet evening together. And if you stop by the bar, make sure Jamie makes your drink… he creates the BEST old fashioned I’ve ever had in my life. Truly unforgettable!

I can’t say enough wonderful things about this place. It was the perfect birthday getaway and we already can’t wait to go back. Highly recommend!

We had such an incredible experience at Eastwind hotel. The service truly exceeded all expectations. From the moment we arrived, every staff member was warm, welcoming, and attentive. One employee in particular made our stay unforgettable: Jamie!

Jamie went above and beyond in every possible way. He greeted us with genuine kindness and treated us like family. Jaime had a penchant for bringing people together and a surprise musical talent that brings the communal spirit of Eastwind full circle. It’s rare to come across someone who so clearly loves what they do, and it showed in every interaction we had with him.

Thank you for such a wonderful stay, and a special thank you to Jamie and the crew for making it one we’ll always remember!

This place is truly a delight. The hotel amenities , staff and stay was truly top notch. However the icing on the cake is the excellent service provided day in and day out by Jamie. His warmth and hospitality is unmatched. He curated a drum circle one of the evenings for the guests and that was a true unique experience that another hotel has ever captured. He also has fireside s’mores ready every night and goes above and beyond to make sure each guest is having a great time. He is a gem. For a 3 day stay this place felt more than a hotel but a home.

had such a wonderful stay at Eastwind Hotels in Windham! The property is beautiful, peaceful, and thoughtfully designed — every corner feels cozy and inviting. The staff was warm, accommodating, and genuinely made the experience feel special. Our room was spotless, comfortable, and had that perfect modern-meets-mountain vibe.

The outdoor spaces were a highlight — from the fire pits to the scenic views, everything felt relaxing and serene. It was the perfect escape and exactly what we needed.

Highly recommend Eastwind Windham for anyone looking for a charming, elevated getaway. Shoutout to Jamie and Candace for being so amazing. I can’t wait to come back!