Name: Renovated Lakefront House w/ Dock: Pets Welcome!
Address: Great Barrington

If you're curious about how wine gets its flavor or what makes it sweet or dry, visit Les Trois Emme Winery. The winemakers will provide the answers to all your questions — and maybe even offer you a sample!

This wine-making establishment in New Marlborough comes recommended by fellow travelers, so leave a spot for it on your must-see list. Don't think that's all there is to do here, though. There are plenty more places waiting for you to check out after Les Trois Emme Winery. Ski Butternut, Housatonic River Walk, and Mahaiwe Performing Arts Center are nearby.

Plan a trip to see Les Trois Emme Winery

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Kingston Carriage House

Roundout

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per person

Sep 12 - Sep 17

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

9.2/10 Wonderful! (16 reviews)

Great location if you are spending a couple of days in the Kingston area. Charming house and decor. I loved that they deliver warm coffee and muffins in the morning. The room was decorated nicely and they even provided a record player with records.

Reviewed on Jul 25, 2025

The Perch Hotel

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Oct 8 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

9.8/10 Exceptional! (6 reviews)

This place is gorgeous. It’s a mid century hotel with rustic touches. Very inviting, very relaxing. Takes you back to calmer easier times. Huge great room with lots of windows, a fireplace and a bar. Large deck has rocking chairs, a fire pit and quite the view, it overlooks 5 states. The new owner was on site and he’s proud of what he has there as he should be, I’ve been all over this country and never been to such a relaxing place. He plans to open a restaurant soon within the hotel. The bedrooms have been complete renovated. Brand new everything. Bed is very comfortable and the linens are high end. If you need anything the staff has got you covered. Make sure to book a room with a view of the valley to see the beautiful sunrise, however if those are booked you will still have an amazing view from the great room. They served coffee fruit and tea bread in the great room for breakfast. It’s the little touches that really matter We will definitely be back! This place is a MUST stay!!

Reviewed on Jul 22, 2025

Hasbrouck House

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per person

Sep 12 - Sep 17

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

9.2/10 Wonderful! (43 reviews)

just OK. expensive for what it is. Hallways not redone. Sheets just ok.

Reviewed on Jul 2, 2025

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