Festivals near Watertown, CT.

New Haven Chalk Art Festival

• Oct. 3 - Oct 3, 2026
• The Shops at Yale - New Haven, CT USA

• Other / General

Join us Saturday, October 3, 2026 (rain date October 4) from 12–4 p.m., as more than 60 professional and amateur artists from across Connecticut and t ....

Second Fridays at Eastdale Village

• Oct. 9 - Oct 9, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by Heavy Gauge, food from The Grille Wagon and special offerings from Eastdale's shops, restaurants and businesses. Seating is avail ....

Korea Festival 2026

• Sep. 19 - Sep 19, 2026
• Twin Star Orchards - New Paltz, NY USA

• Food / Wine / Beer

• $1 - $10
• $25 - $50
• $50 - $100

Join us for our inaugural Korea Festival 2026, where you can explore a lively Tasting Market filled with local producers of Korean foods, beverages, i ....

Corn Maze & Cider Donut Harvest Music Festival

• Sep. 12 - Sep 13, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

We will be bringing you back-to-back bands of live music from Connecticut's best local artists from 12 PM - 4 PM! Stay Tuned for This Year's Corn Maze ....

Second Fridays at Eastdale Village

• Sep. 11 - Sep 11, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by 5 Day Knights, food from The Grille Wagon and special offerings from Eastdale's shops, restaurants and businesses. Seating is ava ....

OKTOBERFEST 2026!!

• Sep. 11 - Sep 13, 2026
• 51 Old Degarmo Rd - Poughkeepsie, NY USA

• Other / General

• FREE!!
• $1 - $10

A fun, festive and authentic Oktoberfest! will be held at Germania Festival Grounds, 51 Old DeGarmo Road, Poughkeepsie, NY! - Friday September 11, 5- ....

Tano Jones Revelry Performs At Daryl's House In Pawling New York

• Sep. 6 - Sep 6, 2026
• Daryl's House Restaurant \u0026 Live Music Club - Pawling, NY USA

• Music

• $10 - $25

Rhythm. Life. Melodies. Tales. Harmony. Love. These are the elements that define Tano Jones Revelry, the Detroit-born collective led by singer, songwr ....

Bedford Music Festival

• Sep. 6 - Sep 6, 2026
• Caramoor Center for Music and the Arts - Katonah, NY USA

• Music

• $50 - $100

Grab food and drinks from local vendors while your kids stay busy with activities designed just for them. Pack your lawn chairs and gather with your n ....

Corn Maze & Cider Donut Festival

• Sep. 5 - Sep 6, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Head over for the Ribbon Cutting Ceremony at the Corn Maze at 10 AM on September 5th. Saturday, September 5th Activities (Subject to change, stay tune ....

Odyssey '26: A Greek Festival - Labor Day Weekend, Sep 4-7, St Barbara Church, Orange, CT

• Sep. 4 - Sep 7, 2026
• St. Barbara Greek Orthodox Church - Orange, CT USA

• Community (Fundraiser)
• Food / Wine / Beer
• Music
• Organization / Group
• Religion / Spirituality

• FREE!!

Saint Barbara Greek Orthodox Church will present “Odyssey '26: A Greek Festival” — its annual Labor Day weekend celebration of Greek ....

Honey Harvest Festival

• Aug. 30 - Aug 30, 2026
• Bartlett Arboretum & Gardens - Stamford, CT USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Music
• Seasonal (Fall)

• FREE!!

The Honey Harvest Festival serves as an essential educational platform to raise awareness about the significance of honeybees and pollinators in our e ....

Armenian Festival

• Aug. 23 - Aug 23, 2026
• Armenian Church of the Holy Resurrection - New Britain, CT USA

• Food / Wine / Beer

The Armenian Church of the Holy Resurrection will hold their yearly festival on the church grounds of 1910 Stanley Street in New Britain, CT. Live Mu ....

15th Putnam County Wine & Music Fest

• Aug. 22 - Aug 23, 2026
• Putnam County Veterans Memorial Park - Carmel Hamlet, NY USA

• Music

• $10 - $25

Join us for the 15th Annual Putnam County Wine & Music Fest at Putnam County Veterans Memorial Park (Upper), 201 Gipsy Trail Road, Carmel, NY. The eve ....

Eastdale Village Pickle Festival presented by Lilly’s Natural Pet Store

• Aug. 22 - Aug 22, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music, local vendors, craft food and beverages, family-friendly activities and plenty of pickle-inspired creations throughout Eastdale Vill ....

Second Fridays at Eastdale Village

• Aug. 14 - Aug 14, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by Probable Cause Band, food from Frites of NY and special offerings from Eastdale's shops, restaurants and businesses. Seating is a ....

Peach Festival

• Aug. 8 - Aug 8, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Activities (Subject to change, stay tuned as we add more!): 8 AM - 4:30 PM: Pick Your Own Peaches, Apples & Pears available, located on South Street ....

La Guelaguetza of Poughkeepsie 2026

• Aug. 2 - Aug 2, 2026
• Waryas Park Promenade - Poughkeepsie, NY USA

• Other / General

The Grupo Folclórico de Poughkeepsie and the La Guelaguetza Organizing Committee invite you to attend La Guelaguetza de Poughkeepsie 2026. La Guelague ....

Connecticut Country Music Festival

• Aug. 1 - Aug 1, 2026
• North Haven Fairgrounds - North Haven, CT USA

• Music

• $50 - $100

The Connecticut Country Music Festival is a one-day outdoor event featuring national and rising country artists, curated food and drink experiences, a ....

Sunflower Maze Opening Day Celebration

• Aug. 1 - Aug 1, 2026
• Lyman Orchards Sunflower Maze - Middlefield, CT USA

• Other / General

• $10 - $25

The Sunflower Maze at Lyman Orchards will be opening Saturday, August 1st at 9 AM! Celebrate with some fun for the whole family at the Apple Barrel Fa ....

North Shore Original Music Showcase

• Jul. 25 - Jul 25, 2026
• C.P. LaManno's Restaurant - Miller Place, NY USA

• Music

This is a free event, 6 original music acts will perform July 25th, 4 - 8 P.M. at C.P. LaManno's in Miller Place outside patio. Performers: Mike Mills ....

Bear With Us Music Festival

• Jul. 18 - Jul 18, 2026
• Greenwood Features - Bethel, CT USA

• Music

• $25 - $50

Event Date: Saturday, July 18, 2026 Time: Doors 3:30PM / Music 4-11PM Location: Greenwood Features, 269 Greenwood Ave, Bethel, CT Join us for Bear Wi ....

Community Read: Renegade Revolutionary (Gen. Charles Lee) & Author Talk with Dr. Phillip Papa

• Jul. 18 - Jul 18, 2026
• Lee Library - Lee, MA USA

Community Read: Renegade Revolutionary - The Life of General Charles Lee & Author Talk with Dr. Phillip Papas Date & Time: Reading Series: May 28 – J ....

Blueberry Festival

• Jul. 18 - Jul 18, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

SAVE THE DATE! Lyman Orchards Blueberry Festival will be at the Apple Barrel Farm Market on Saturday, July 18th, 10 AM - 4 PM! Activities (Subject to ....

Summerfest Kids Water Day!

• Jul. 17 - Jul 17, 2026
• Litchfield Community Center - Litchfield, CT USA

• FREE!!

All kids welcome What to expect: We’re turning the lawn into a water zone. Think sprinklers, water blasters, splash games, and tons of ways to cool o ....