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Fearless- The Taylor Swift Experience

Sunday, October 4, 2026

Fearless – The Taylor Swift Experience returns to Paramount Hudson Valley on Sunday, Oct. 4 at 3 p.m. for a fun, family-friendly matinee celebration of Taylor Swift’s biggest hits. More about: Fearless- The Taylor Swift Experience

Annual Support-A-Walk for Breast and Ovarian Cancer

Sunday, October 4, 2026

The 2026 Support-A-Walk for Breast and Ovarian Cancer, presented by Support Connection, Inc. will take place on Sunday, Oct. 4. More about: Annual Support-A-Walk for Breast and Ovarian Cancer

Celebrating Taylor, Simon & King: Three American Troubadours

Friday, October 2, 2026

Three American Troubadours: Celebrating Taylor, Simon & King comes to Paramount Hudson Valley on Oct. 2 for an unforgettable tribute to three of the most iconic singer-songwriters of all time. More about: Celebrating Taylor, Simon & King: Three American Troubadours

Friday, October 2

Autumn Splendor Flower Show

2:00 PM

2610 Amalwalk Road Route 35
Katonah, NY

The 9th District of Federated Garden Clubs of NY State is thrilled to announce its upcoming flower show.

Celebrating Taylor, Simon & King: Three American Troubadours

8:00 PM

1008 Brown St.
Peekskill, NY

Three American Troubadours: Celebrating Taylor, Simon & King comes to Paramount Hudson Valley on Oct. 2 for an unforgettable tribute to three of the most iconic singer-songwriters of all time.

Saturday, October 3

Demystifying Medicare & Healthcare Coverage for Seniors

10:00 AM

15 Main St.
South Salem, NY

Demystifying Medicare is perfect for anyone trying to navigate our complicated healthcare system for older adults. The workshop is for people who already have Medicare, as well as those soon to be 65, planning their retirement, or assisting relatives and friends with their medical decisions.

South Salem Fire Department Open House

11:00 AM

1190 Route 35
South Salem, NY

Lots to see and do for the entire family!

Autumn Splendor Flower Show

2:00 PM

2610 Amalwalk Road Route 35
Katonah, NY

The 9th District of Federated Garden Clubs of NY State is thrilled to announce its upcoming flower show.

Haunted Opera Psychic Fair

5:00 PM

67 Main Street
Brewster, New Y

Join us for this free event hosted by Madame Datura Enjoy the spooky atmosphere of historic Old Town Hall Theater while you get your tarot read with a signature cocktail in hand Costumes encouraged To become a vendor, …

Vista Volunteer Fire Department Pizza Night 

5:00 PM

377 Smith Ridge Road
South Salem, NY

To be held from 5 to 8 p.m. on Saturday, Oct. 3. $20 per meal, includes 1 pizza (cheese or pepperoni), salad bar, and 2 soft drinks.  

Sunday, October 4

Annual Support-A-Walk for Breast and Ovarian Cancer

9:00 AM

Crompond Road
Yorktown Heights, NY

The 2026 Support-A-Walk for Breast and Ovarian Cancer, presented by Support Connection, Inc. will take place on Sunday, Oct. 4.

Autumn Splendor Flower Show

2:00 PM

2610 Amalwalk Road Route 35
Katonah, NY

The 9th District of Federated Garden Clubs of NY State is thrilled to announce its upcoming flower show.

Fearless- The Taylor Swift Experience

3:00 PM

1008 Brown St
Peekskill, NY

Fearless – The Taylor Swift Experience returns to Paramount Hudson Valley on Sunday, Oct. 4 at 3 p.m. for a fun, family-friendly matinee celebration of Taylor Swift’s biggest hits.

Tuesday, October 6

Prospect Research: Identifying & Engaging Individual Donors

9:00 AM

N/A
Kingston, NY

Finding the right individual donors doesn’t require a dedicated research department—it requires the right frame of mind and approach.

Open Jam at Tuesdays at Mt. Kisco's Red Line Music Stage

7:00 PM

333 N. Bedford Rd.
Mt. Kisco, NY

Red Line Music Stage, located at K1 Speed in Mount Kisco, hosts an open jam with free admission for players and listeners alike every Tuesday evening. Musicians and singers can sign up to …

Thursday, October 8

Outlander in Concert: Echoes Through The Highlands

8:00 PM

1008 Brown St
Peekskill, NY

Outlander in Concert: Echoes Through The Highlands comes to Paramount Hudson Valley on Oct. 8 for the official “Outlander” concert experience.

Friday, October 9

Guardian Revival's Salute to Service Golf Scramble

8:30 AM

1230 NY-218
West Point, NY

Join Guardian Revival for its Salute to Service Scramble at the West Point Golf Course.

The Buena Vista Orchestra

8:00 PM

1008 Brown St.
Peekskill, NY

The Buena Vista Orchestra brings the vibrant spirit and timeless rhythms of Cuban music to the stage at Paramount Hudson Valley on October 9.

Saturday, October 10

Demystifying Medicare & Healthcare Coverage for Seniors

10:00 AM

26 Bedford Road
Katonah, NY

Demystifying Medicare is perfect for anyone trying to navigate our complicated healthcare system for older adults.

Katonah Fire Department Open House 

10:00 AM

65 Bedford Rd.
Katonah, NY

Featuring truck rides, a bounce house, live demonstrations, fire education, and a vehicle extrication demo at noon. 

Sunday, October 11

Bedford Hills Fire Department Open House

1:00 PM

332 Bedford Road
Bedford Hills, NY

Fun for all ages!

Monday, October 12

Garibaldi Society of Lewisboro Columbus Day Event

2:00 PM

94 Spring St.
South Salem, NY

The Garibaldi Society of Lewisboro will hold their annual Columbus Day event at The Horse and Hound in South Salem.

Tuesday, October 13

Finding Clean Energy Talent in the Hudson Valley

8:30 AM

75 Grasslands Road
Valhalla, NY

The Westchester-Putnam Workforce Development Board (WPWDB) will hold its 2026 annual meeting, “Building the Clean Energy Talent Machine: Aligning Training with Opportunity.” The event will bring together businesses, workforce professionals, community organizations, educational leaders and job seekers to explore opportunities in the region’s growing clean energy economy.
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