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Weekend in Windham

Windham, NY, USA

Must go!$$$$$FamilySkiing
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Places from the trip

Accommodation

1 place

Stay

191 Mitchell Hollow Road, Windham, NY, USA

Jennifer

Great location. Not on the mountain but a 5 min drive and was comfortable for 2 families

Which trip?

191 Mitchell Hollow Road, Windham, NY, USA

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Restaurants

2 places

Dinner

dinner

Prominence restaurant and bar

Jennifer

Good Italian spot. Good for families or adults

Which trip?

Prominence restaurant and bar

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More places to eat

Food & drink

Chicken Run Family Restaurant and Steak House

Jennifer

Kids keep asking to go back here. Don’t go for the food but for the wiki sticks, ice cream bar, claw machine and bowls of popcorn on the tables

Which trip?

Chicken Run Family Restaurant and Steak House

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Activities

1 place

Explore

Windham Mountain Club

Jennifer

Easy local family ski mountain. Only 2.5 hours away and more to offer than Thunder Ridge, Mount Peter etc. Not as big as the VT mountains but closer.

Which trip?

Windham Mountain Club

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Alternatives

Other places to consider.

Alternative

dinner · lunch · breakfast

​Babblers Restaurant & Bar

Didn’t go but was recommended. Has a game room downstairs

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​Babblers Restaurant & Bar

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Alternative

Stay

Whisper Creek, Whisper Creek Drive, Windham, NY, USA

Jennifer

Stayed here a different weekend. Right at the base of the mountain. Condos. Super convenient and nice.

Saved as an alternative

Which trip?

Whisper Creek, Whisper Creek Drive, Windham, NY, USA

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Alternative

dinner

Union + Post

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Which trip?

Union + Post

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Alternative

Explore

Wylder Windham tubing

Tubing toward the pickleball court; suitable for kids.

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Which trip?

Wylder Windham tubing

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Alternative

Explore

S'mores by the river at Wylder Windham

Outdoor s'mores by the river.

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Which trip?

S'mores by the river at Wylder Windham

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Alternative

Explore

Game room at Wylder Windham

Large downstairs game room that is useful for groups with children.

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Which trip?

Game room at Wylder Windham

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Alternative

drinks · dinner

The Henson restaurant

Jennifer

Chic Michelin-starred restaurant with standout appetizers; small tables make it better suited to groups of 2–3 than larger groups.

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Which trip?

The Henson restaurant

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Alternative

dinner

Main Street gas station pizza kitchen

Pizza kitchen at the main gas station, described as having some of the best pizza in town.

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Main Street gas station pizza kitchen

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Alternative

Explore

Windham Mountain Club tubing

Major tubing destination that kids love.

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Which trip?

Windham Mountain Club tubing

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Alternative

Explore

Windham Path

Jennifer

Pretty hiking trail suited to about an hour's walk.

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Which trip?

Windham Path

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Alternative

Explore

River walk behind Wylder Windham

Scenic walk from the hotel to the river.

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Which trip?

River walk behind Wylder Windham

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Alternative

Explore

Arcade near the bridge off Main Street

Simple game spot with claw machines; good for about 30 minutes of children's entertainment.

Saved as an alternative

Which trip?

Arcade near the bridge off Main Street

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Comments (2)

Jennifer Rosenthal
Oct 21, 2026

We all skied! There is tubing at the mountain that I’ve heard is great but that’s a 1-2 hour activity, not full day.

Alli Landerer
Oct 21, 2026

Did you/your kids all ski? Were there good activities for non-skiers?

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Trip photos

Windham Mountain Club
191 Mitchell Hollow Road, Windham, NY, USA
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Windham Mountain Club

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