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These Are the Best Things to Do in Westchester This Week


We round up the best activities of the week for Westchester residents, including an art fest in Ossining, an art exhibit in Tarrytown, and a concert in White Plains.

Westchester has always been home to loads of fun things to do. Whether you’re looking for an entertaining weeknight activity or something to do once your day off rolls around, we’ve got your shortlist for must-hit plans to kick off the week.

Armonk Outdoor Art Show

North Castle Community Park, Armonk
October 1 & 2, 10 a.m. – 5 p.m.

The Armonk Outdoor Art Show is celebrating 60 years of sharing fine art in Westchester. The show has consistently been ranked among the top fine art and design shows in the country. The participating artists are selected each year to give the guests a fresh array of work. This is the perfect opportunity to appreciate the notable artists, plus there will be a variety of food vendors available. Children’s activities will be offered, including art lessons and projects. Tickets start at $13, and net proceeds will benefit the Friends of the North Castle Public Library.

Jylian Gustlin Exhibit

Canfin Gallery, Tarrytown
October 1 – 23

The opening of Jylian Gustlin’s exhibit is being held on October 1 and will be displayed until October 23. Her most recent works are more complex spatially, and multi-dimensional in effect. The San Francisco-raised artist has a background in computer science and mathematics.


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Ferry Festa

Downtown Cedar and Main Street, Dobbs Ferry
October 1, 1-8 p.m.

Dobbs Ferry’s largest community event, its annual street fair, is happening this weekend. The streets will be flooded with vendors, food, music, and crafts. The Festa festival was started in 2002 as a way to express community and bring people together after 9/11. There is no entry fee. Join the thousands of visitors that the event attracts and enjoy the block party of the year!


Bethany Arts Community, Ossining
October 1, 10 a.m. – 4:30 p.m.

The third annual Artoberfest is here to give you and your family a fun-filled day centered around art. Artoberfest is B3thany’s month-long celebration of the arts. The festival will feature visual artists, live music, food, crafts, and much more.

Music on the Lawn

Woman’s Club, White Plains
October 2, 2-6 p.m.

What’s better than live music and a chili contest? The Woman’s Club of White Plains is hosting its Music on the Lawn concert this weekend. The concert will feature singer and songwriter Mike Tedesco. Beverages will be available for purchase, so all you need to bring is a chair or blanket for lounging. The tickets are $35 in advance and $40 at the door.

*Make sure to call ahead for the latest information on COVID-19 cancelations and protocols at any venue.

Looking for more things to do in Westchester? Browse through our online event calendar here.

Related: How to Spend a Perfect Saturday in Armonk


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