Innsider: September 2025

september innsider

 

September Mornings in the Hudson Valley are magical. The light and fresh air pull you out of your bed and inspire you to start your days early! And thank goodness, as there are so many things to do this time of year: whether you want to pick apples or pick through antique fairs, Hudson Valley offers something for everyone in September.

September is the perfect time to visit us at The Millbrook Inn and as a special treat for our Innsiders, guests that are 21+ are able to enjoy a complimentary glass of wine by our new bocce court during their stay this month.

 

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SEPTEMBER ACTIVITIES IN MILLBROOK, NY


 

HUDSON VALLEY RAMBLE

september ramble

DATES THROUGHOUT SEPTEMBER

 

The ramble is an annual month-long event that celebrates the foliage, history, and culture of the Hudson Valley. It features hikes, bike or canoe rides, house tours, master nature walks, bird walks, and loads more throughout the valley. Each week offers something different throughout the month of september. Click here to see a calendar of offerings.

 

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HUDSON VALLEY WINE & FOOD FESTIVAL

wine and food festival

SEPETEMBER 6th – SEPTEMBER 7th

 

For lovers of wine and gourmet food, the Hudson Valley Wine & Food Festival is a must-attend event, featuring the best of the valley’s wineries, breweries, distilleries, food trucks, and entertainment.

Click here for tickets.

 

TACONICS ANTIQUE FAIR

taconics festival

SEPTEMBER 20th – SEPTEMBER 21st

 

Dozens of top antique and vintage dealers gather in chatham for an upstate antiques market not to be missed. Featuring everything from mcm design to country furniture, fine art to folk art, vintage clothing and curious objects, the fair is one of the Hudson Valley destinations of the year!

Click here to learn more.

 

 

 

A PEEK INN-SIDE SEPTEMBER: Fireside Fun

firepit gathering

 

When you have returned from a long day of apple-picking or antiquing, end your fall day by our fire pit with a lovely glass of wine and a game on our newly installed bocce ball court! Set against our meadows with the sun setting behind the woods just beyond, its a beautiful way to end a September afternoon. When you have returned from a long day of apple-picking or antiquing, end your fall day by our fire pit with a lovely glass of wine and a game on our newly installed bocce ball court!

Set against our meadows with the sun setting behind the woods just beyond, its a beautiful way to end a September afternoon.