Events in Monticello, NY

The 6th Catskill International Film Festival offers an immersive, thoughtfully designed experience spanning a full three day weekend at the Hurleyville Performing Arts Centre in Hurleyville, New York. Informed by attendee feedback and the priorities of filmmakers, this edition focuses on meaningful networking, engaging workshops, lively celebrations, and a slate of timely films that push the boundaries of cinema. Across the weekend, expect premieres on the red carpet, curated screening lineups, filmmaker question and answer sessions, panel conversations, workshops, and networking events for industry professionals. Official selections are chosen through a competitive review overseen by the programming team, with the selected works presented to engaged audiences alongside members of the film community. At its heart, the festival provides a platform for both emerging and established filmmakers to share their work in a setting that emphasizes artistic excellence, audience connection, and professional opportunity. Ticket details will be announced soon.

The AHA Heartsaver First Aid and CPR program is free for individuals who live or work in Orange County. This training focuses on recognizing cardiac arrest and starting CPR to help circulate oxygen to the brain and other vital organs during the critical minutes before EMS arrives. The skills taught can influence survival and the long-term outcome after an emergency. Registration is available to reserve a spot.

Celebrate Milford with complimentary bites and drinks from local shops, eateries, and more. More details will be shared soon.

First responders can encounter difficult events that leave them feeling overwhelmed or alone. This group offers a confidential, supportive setting to connect with peers who understand and to discuss practical approaches to healing and moving forward. It is open to those in fire, EMS, law enforcement, dispatch, corrections, emergency communications, and ER or other healthcare first responder roles. Participation is limited to peers, no documentation is required, and there is no cost.

The Lutheran World Relief Quilting Group gathers to create quilts that support refugees and people affected by natural disasters. Instruction is available for anyone who wants to build skills, and there are straightforward ways to contribute, including cutting fabric with scissors and tying knots. The atmosphere emphasizes learning and teamwork while working toward a compassionate cause.

Andrea McArdle, Broadway’s original Annie, brings her new show, Broadway Jukebox, back to The Bradstan Cabaret Series. This fully unscripted, audience-guided evening unfolds on The Bradstan stage at The Eldred Preserve, where attendees help choose songs and story prompts in real time for a one-of-a-kind experience. Cabaret ticket holders receive 15% off food ordered before showtime in The Homestead dining room or The Bradstan Cabaret Room, excluding beverages. Dining room reservations are strongly recommended.

Step away from constant noise and spend four days in quiet meditation and personal reflection. Set amid the Hudson Valley’s vibrant peak autumn colors, this experience nurtures a calm, present focus through the restorative power of silence.

The event features Dr. Temple Grandin, Ph.D., widely known as one of the most accomplished adults with autism. Her life story was portrayed in the HBO film Temple Grandin starring Claire Danes. She has been inducted into the American Academy of Arts and Sciences and featured on NPR. She delivered the TED talk The World Needs All Kinds of Minds and has appeared on the BBC special The Woman Who Thinks Like a Cow, ABC's Primetime Live, and The Today Show. Grandin turned her talents into a successful career designing livestock handling equipment, a field with very few specialists worldwide, and she speaks about both autism and cattle handling. Her bestselling book on autism, Visual Thinking: The Hidden Gifts of People Who Think in Pictures, Patterns, and Abstractions, highlights the value of visual thinkers.

A newly formed book club offers in-person literary conversation in the conference room of the Milford United Methodist Church Education Wing. Warm drinks and small bites are provided. Participants are encouraged to read the selected book in advance and bring a passage, theme, or question to discuss. An upcoming pick is "Gilead" by Marilynne Robinson, a Pulitzer Prize winner. Future selections are announced the month prior. For questions, text Linnea at 570-977-5006 or Jodi at 845-699-1682.

Iron Cobra makes a return to Horse & Sulky Bloomingburg, ready to deliver a rock-filled experience.

This cash-only event offers $5 admission that includes one sheet of tier 1 tickets. Look for mystery bags, an In It to Win It paddle, a money hat, a lotto board, and a 50:50. The Knights of Columbus will be serving food.

Celebrate a full day of art as local businesses host local artists who will be creating on site. Watch the process unfold up close. A raffle will offer a chance to win a prize from a favorite local artist. More details will be announced soon.

Carole Montgomery, Kerri Louise, and Tammy Pescatelli appear in WOACA, the comedy project Montgomery created after more than forty years in stand up to work with friends and spotlight seasoned women comics. What began as a small collaboration has grown into a comedy brand with a rotating roster of veteran performers, playing to sold out crowds and earning three Showtime specials that set ratings records. These trailblazers opened doors for many of the female comedians performing today, and this show puts their voices and experience front and center.

John Stanley performs live at the Dimmick Inn in Milford, PA.

An in-person Caregiver Café provides a welcoming space for caregivers to connect and find support. Sessions are planned for the second Monday of each month from July through December, with an adjusted date in October. Participants can talk through challenges, trade ideas for managing stress, and learn more about dementia and Alzheimer’s disease. Resources offered through the Caregiver Resource Center and the Alzheimer’s Association are featured, and guest speakers may be scheduled to share their expertise. A complimentary breakfast is included. The Caregiver Resource Center is a collaboration of Cornell Cooperative Extension and the Sullivan County Office for the Aging, supported through grants from the NYS Office for the Aging’s Caregiver Program and the Alzheimer’s Association. Cornell Cooperative Extension Sullivan County provides equal opportunity in education, services, and employment.

Comedians of any style are welcome at this open mic at Tapped, with performers expected to stick to the allotted limit. There is no cover charge, a two item minimum applies, sign ups are available for stage time, and the kitchen is open.

A restorative multi-day retreat focused on a comprehensive toolkit for self-care. Each day features practices such as invigorating vinyasa yoga, guided loving-kindness meditation, breathwork, meridian-focused energy work, sound baths, somatic movement, and targeted strength and mobility sessions. Participants can expect to leave with a sense of clarity, calm, and renewed energy.

With new treatments on the horizon for Alzheimer’s and other dementias, hope is growing. The Alzheimer’s Association Walk to End Alzheimer’s brings communities together to sustain that progress. As the largest fundraising walk dedicated to ending the disease, it helps power the fight against Alzheimer’s and all other dementia.

Celebrate the season by crafting a custom autumn wreath in a guided, hands-on workshop. Using natural dried flowers, leaves, and other fall accents, participants will design and assemble one wreath to take home. The fee is $35 per person and covers all materials. Space is limited to 20 participants. Registrations are nonrefundable. If you are unable to attend, another person may participate in your place.

An upcoming community event is in the works, with additional information to be announced. Updates will be shared as plans are finalized.

J.P. performs live at the Dimmick Inn.

Celebrate everyday heroes at the 9th annual We Can Be Heroes 5K Run/Walk and Kids Fun Run at Orange County Airport. Participants can stride right on the runway while helping raise awareness and funds for Fearless! Hudson Valley. All ages are welcome to take part, whether running or walking, and children can enjoy a free quarter mile fun run. Proceeds support Fearless! and its education, prevention, and advocacy work, along with comprehensive services such as shelter for victims and survivors of interpersonal violence, human trafficking, sexual violence, and other crime victimization. Registration options are available for individuals and groups, with discounted rates for pairs and for groups of three or more.

Reconnect with nature and a sense of community through daily yoga, nourishing seasonal cuisine, and the tranquil atmosphere of a mountain sanctuary. Each day brings yoga, seasonal meals designed to nourish, and quiet moments in a serene setting.

Admission is free for everyone. Organizers ask anyone planning to attend to reach out in advance so they can get an accurate headcount, and contact details are provided on the event flyer.

Skyline’s next AKC Fast CAT weekend returns with a focus on racing, titles, and a welcoming community atmosphere. Building on the strong turnout and feedback from the inaugural event, this edition aims to welcome familiar faces as well as dogs trying Fast CAT for the first time. Event secretary services are provided by DRMarketing LLC, lure operation is led by Eileen Flanagan of New Jersey, and event photography is by Michelle Osborne of The Spotted Tongue Photography. Additional details and premium information will be shared as the event approaches.

Nakita, a lightworker and intuitive energy healer, leads a mindful, meditative crystal journey designed to bring harmony to mind, body, and spirit. Drawing on the unique frequencies of Mother Earth’s crystals, sessions are tailored to help clear dis-ease and to invite love, build confidence, and ease anxiety, depression, and chronic pain. Moon oracle readings are also available, offering a way to connect with spirit guides and the universe for clarity and answers to personal questions. Nakita is a Registered Nurse, with specialties in Healing Hands and raising your vibrations. To book, call 845-888-2547.

A truck meet with a Halloween theme marks the close of the season at Orange County Fair Speedway, with costume festivities and spooky spirit.

Learn the craft of coloring yarn with plants in a hands-on workshop led by local artisan Kirsten Gabrielsen. Kirsten grows and forages plants like cosmos, goldenrod, phragmites, coreopsis, amaranth, chamomile, and indigo, and turns their blossoms and leaves into vivid dyes used on natural fibers. The workshop explores how to make plant-based dyebaths, guides you through each step of the dyeing process, and highlights the palette achievable with species that thrive in Orange County. After an introductory lesson, the group will move into a practical project. Participants will prepare dye from plants and dye yarn, then take home two sample skeins colored during the session. Hand-dyed yarn will be available to purchase after the workshop. Registration is limited to the first 12 people. The fee is $30 per person and includes all materials needed to dye two sample skeins. There are no refunds. If you cannot attend, you may send someone in your place.

The Spinners take the spotlight for a performance grounded in more than six decades of R&B heritage. Recognized for smooth harmonies, memorable hooks, and a refined stage presence, the group built a catalog that anchors classic soul. Their national breakthrough came during their Motown era with the single Its a Shame, produced and co written by Stevie Wonder, which rose to number 14 on the Billboard Hot 100 and made a strong impact in R&B. Their greatest commercial streak followed in the 1970s when Henry Fambrough, Billy Henderson, Pervis Jackson, Bobbie Smith, and Philippé Wynne collaborated with producer Thom Bell, shaping the Philadelphia soul sound and turning out a remarkable run of hits.

Unwind in a supportive circle of sister-friends. Replenish your spirit with yoga, guided meditation, deep rest, delicious food, meaningful conversations, quiet moments, time among the trees, and plenty of laughter.

An instructor led Basic Life Support course recognized as a benchmark for healthcare providers. It offers instruction in both one rescuer and team approaches to basic life support that can be applied in hospitals and in the prehospital environment. The curriculum aligns with the science in the 2025 American Heart Association Guidelines for CPR and Emergency Cardiovascular Care, emphasizing CPR and other essential basic cardiovascular life support techniques. It is designed for physicians, nurses, paramedics, EMTs, respiratory therapists, physical therapists, and other healthcare personnel who need to perform these lifesaving skills.

Ken from Nailedshutt gives a solo performance at Bashakill Vineyards featuring wooden music.

Arriving at the cusp of the holiday season, this weekend of communal silence creates a supportive setting for inner transformation. It offers space to be fully present with yourself while mindfully noticing thoughts and emotions as they arise, with a focus on gently letting them go. The shared quiet provides a calm container for reflection and release.

Learn to craft a fresh floral centerpiece nestled in a ceramic pumpkin, a festive accent for Thanksgiving. Instructors guide you through selecting flowers, conditioning them properly, and assembling your arrangement. Each attendee creates a finished centerpiece to take home, and all materials are included with registration. Enrollment is limited to the first 20 people. The fee is $30 per person and includes all supplies. Registrations are nonrefundable, and if you cannot attend you may send someone in your place.

At Paramount Theatre of Middletown, Pat Farrell and the Cold Spring Harbor Band present The Billy Joel Tribute Experience, an immersive concert style theater show that follows Billy Joel’s path from early days to becoming one of the best selling artists of the 1970s and 1980s. The story unfolds through the music and milestones that shaped his career, closing with an audience participation rendition of his signature song. Framed by a legacy that includes more than 140 million albums sold since 1971, 23 Grammy nominations with 6 wins, and induction into the Rock and Roll Hall of Fame in 1999, this production celebrates the lyrics and melodies that resonated across generations.

Step away from everyday demands and settle into the tranquil setting of the Center for a personal retreat during the season of gratitude. Spend five nights devoted to yourself and your practice, with plenty of peaceful solitude and satisfying vegetarian cuisine. The emphasis is on rest, contemplation, and allowing yourself to simply be.

This free community holiday celebration features movies with popcorn and hot chocolate, creative arts and crafts, and the chance to take a photo with Santa.

Celebrate the season by crafting a classic kissing ball with fresh evergreens in a guided, hands-on workshop. It starts with an overview of the different types of greens and a step-by-step demonstration, then moves into small group creating with support from Master Gardener Volunteers so everyone can make a festive piece to take home. This is a welcoming project for families and all experience levels. Participants are encouraged to bring gloves and a pair of clippers. Registration is limited to 20 people for the morning session and 9 for the evening session. The fee is $50 per person and includes all materials needed to make one kissing ball. Payments are nonrefundable, but if you cannot attend you may send someone in your place.

Create a fresh tabletop tree at a hands-on workshop that starts with an introduction to a variety of greens followed by a demonstration. Participants then work in small groups alongside Master Gardener Volunteers to craft a tree to take home. Attendees are encouraged to bring gloves and clippers. Registration is limited to 20 people per session. The fee is $50 per person and includes all materials to make one tabletop tree. Registrations are nonrefundable, and if someone cannot attend they may send another person in their place. This activity is presented as a family project.

Craft a holiday wreath from fresh greens in this hands-on workshop. The experience begins with an introduction to the different greens and a demonstration. Participants then work in small groups with guidance from Master Gardener Volunteers to create a personalized wreath. This activity is well suited for families to do together. Attendees are encouraged to bring gloves and clippers. Space is limited to 20 people per session. The cost is $50 per person and includes all materials for one wreath. All sales are final. If you cannot attend, you may send someone in your place.

Marking its tenth year as a cherished holiday tradition, this warm, family-friendly celebration captures the spirit of Christmas. The large-scale multimedia production brings together Jessica and her family band with energetic dancers, spirited marching bands, soaring choral performances, striking visual effects, and beloved seasonal songs that generations know by heart. Designed to bring people of all ages together, it offers a festive experience filled with lasting memories. As a national corporate sponsor of Toys for Tots, the tour provided more than $100,000 in toys to children in need in 2025. Attendees can support that mission by bringing a new, unwrapped toy for collection in the lobby by Toys for Tots.