This weekend in Jaffrey, NH

● Listings verified — Friday, October 2 · every listing checked against its source by our Jaffrey editors

Saturday & Sunday, Oct 3–4

17 events, 5 free. All of this week's events →

Saturday, October 3 15 events
  • 9am

    Farmer's Market

    Gilbo Avenue Keene, NH 03431, 83 Gilbo Ave, Keene · verified Sep 27
    Free

    Keene Farmer's Market features live music and a range of booths to explore. Among the offerings are fresh baked goods, fruit preserves and applesauce, pickled relishes and vegetables, goat milk soap, and crocheted pieces.

    Event website ↗
  • 9:45am

    Jumps & Drops Clinic

    Granite Gorge Mountain Park, 341 Route 9, Keene · verified Sep 27
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    Build confidence getting your wheels off the ground at a half-day clinic centered on jumps and drops. PMBIA-certified instructor Michael Owens, who coaches at Thunder Mountain Bike Park and other New England mountain resorts, leads practical instruction designed for intermediate to advanced riders. Training includes proper body position and bike control, safe techniques for takeoffs and landings, progressions that help you ride features smoothly and safely, and guidance on line choice and trail awareness. Whether you are just starting to leave the ground or refining technique, the focus is on gaining control and consistency over trail features. The cost is $150 and includes a full-day lift ticket. Spots are limited.

    Event website ↗
  • 10am

    Sharpening Clinic

    Gardner City Hall, 95 Pleasant St, Gardner · verified Sep 27
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    A monthly sharpening clinic is held at Gardner City Hall, scheduled for the month’s first Saturday and dependent on the weather, with heavy rain prompting cancellations. Pricing information is available on the organizer’s website. In addition to the clinic, an extra Gardner location is available daily for sharpening needs.

    Event website ↗
  • 10am

    Walldogs Mural Tour - October 2026

    Main Street,Keene,03431,US, 229 Main St, Keene · verified Sep 27
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    Take a leisurely walking tour through downtown Keene, NH that reveals the stories behind 16 large-scale Walldogs murals. Guides from the Historical Society of Cheshire County share true accounts that link local moments to broader state and national history as the group visits each artwork. The route is mostly flat and set at an easy pace, with a total experience of about two hours. The tour sets off from Railroad Square. Comfortable shoes and a camera are recommended for this visually rich exploration. These murals were created in June 2019 when more than 200 Walldogs artists volunteered over three days to paint historically themed scenes across the city. Sponsored by Fenton Family Dealerships and the Putnam Foundation.

    Event website ↗
  • 10am

    Draft Gratitude Visiting Day

    Draft Gratitude, Winchester · verified Sep 27
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    Spend time with the gentle draft horses who live at Draft Gratitude during a relaxed, family-friendly Visiting Day. Stroll the farm, meet senior horses, ask questions, and learn what life can look like after years of work. The pace is unhurried with no set schedule, creating space to connect, learn, and simply enjoy being around these remarkable animals. Expect time in the barn and near the paddocks, casual Q&A with the team about each horse’s care and background, and a simple activity or seasonal touch. BarnFinds, the small onsite shop, offers horse-themed items, and there is an opportunity to contribute spare change to support the horses. Open to all ages. Visitors are encouraged to bring curiosity and kindness, and to dress for the weather. Those wishing to bring feed can choose Blue Seal Active Senior grain in the red bag and Blue Seal Hay Stretcher, along with common horse treats used for training. Every visit helps provide feed, medical care, and comfort for horses who have already given so much.

    Event website ↗
  • 10am

    New Boston Farmers Market

    5 Meetinghouse Hill Rd, New Boston · verified Sep 27
    Free

    New Boston Farmers Market showcases locally sourced goods, featuring seasonal produce, fresh flowers, prepared foods, and more. For updates and highlights, find it on Facebook at NewBostonFarmersMarket and on Instagram at newbostonfarmersmarket603. Vendor booking is handled directly by New Boston Farmers Market or New Boston Recreation only, and it is not conducted through Facebook or Instagram, nor will details be requested via messenger.

    Event website ↗
  • 10am

    BostonFIG 2026

    Boston Ctr For The Arts (The Cyclorama), 541 Tremont St, Boston · verified Sep 27
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    BostonFIG 2026 is a festival taking place at the Cyclorama in Boston.

    Event website ↗
  • 10:30am

    Derek D’Acoustic

    Monument Square Historic District, Leominster · verified Sep 27
    Free

    Leominster Farmers Market at the Monument Square Historic District features Derek D’Acoustic. Show support for local farmers and artists while you explore the market.

    Event website ↗
  • 11am

    Greenway Artisan Market - Saturdays

    Rose Kennedy Greenway, Atlantic Avenue, Downtown Boston, MA, United States, Massachusetts 02110, 525 Atlantic Ave, Boston · verified Sep 27
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    Wander the Rose Kennedy Greenway and browse a lively outdoor market celebrating creativity and local talent. More than 50 artists, makers, stylists, and independent designers share one-of-a-kind goods, from art and accessories to unique finds you will not see elsewhere. Support small businesses, connect with local creators, and enjoy the fresh air and classic Boston atmosphere as you uncover your next treasure.

    Event website ↗
  • 11am

    Ready to Rock

    Merrimack Parks and Recreation, 116 Naticook Road, Merrimack · verified Sep 27
    Free

    Ready to Rock is a free introductory music program at Wasserman Park for children ages 4 to 7. Kids can try guitar, piano, and drums in a friendly band setting while making new friends. No prior musical experience is required.

    Event website ↗
  • 12pm

    Myc's 6th Annual Youth Fest

    Keene Family YMCA, 200 Summit Rd, Keene · verified Sep 27
    Free

    The Monadnock Youth Coalition presents its 6th Annual Youth Fest at the Keene Family YMCA. This free, family-focused gathering spotlights local organizations and resources that support youth and their families. Details will continue to be updated as the event approaches, and informational flyers and stickers can be found throughout the community.

    Event website ↗
  • 1pm

    Tavern Talks: Loyal Subjects Part II

    Wyman Tavern, 339 Main St, Keene · verified Sep 27
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    HSCC interpreter and volunteer Becky Barton leads a Tavern Talks program that views the American Revolutionary War through the lives of Loyalist men in Keene. The focus is on four residents who remained subjects of England and declined to sign the 1776 Association Test: Eleazer Sanger, brother of journalist Abner Sanger, Lieutenant Benjamin Hall, lawyer Elijah Williams, and Major Josiah Willard. The program explores why they aligned with King George and the risks they accepted for that choice. The conversation takes place in the Wyman Tavern taproom. Attendance is limited to 12 people per tour. Please bring your ticket, printed or on a smartphone, to show the guide. Wear comfortable shoes and dress for the weather. Free parking is available near the Bruder House in spaces marked for Museum Parking. For private or group tour inquiries, contact Michelle Walker, Director of Education, at mwalker@hsccnh.or. This program is generously sponsored by Fenton Family Dealerships.

    Event website ↗
  • 3pm

    NAAC Annual Fall Member and Friends Cookout

    Gregory Farm, 257 Bible Hill Ext, Francestown · verified Sep 27
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    NAAC’s annual fall cookout brings together Audi enthusiasts, friends, and families for a relaxed day of cars and community. Hosted by the North Atlantic chapter of Audi Club North America, it welcomes longtime members, prospective members, and car lovers from across Maine, New Hampshire, Massachusetts, and Rhode Island. The setting is The Gregory Farm in Francestown, New Hampshire, a hilltop venue with sweeping views that make a striking backdrop for everything from four-ring favorites to classics, exotics, daily drivers, and other interesting rides. The gathering centers in a spacious finished barn where conversation, stories, and plenty of car talk come naturally. Look for friendly cornhole competition on custom NAAC boards, possible tech or enthusiast presentations, raffles and prizes, and a few surprises still being planned. NAAC will serve burgers, hot dogs, sides, and non-alcoholic beverages. Guests are welcome to bring a dish or dessert to share, along with their preferred beverages, including adult refreshments. Admission is $10 for members who joined within the past 12 months, $15 for current NAAC members and family, and $20 for non-members and guests. Registration is requested to help with food planning, and the event will take place rain or shine.

    Event website ↗
  • 8pm

    Soultown

    Riley’s Place, 29 Mont Vernon St, Milford · verified Sep 27
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    Soultown brings a lively showcase of Motown favorites to Riley’s Place, delivering the era’s biggest hits with the energy of a group widely billed as New England’s premier Motown band. The set is built for dancing, so expect grooves that keep the floor moving from start to finish.

    Event website ↗
  • 9pm

    Blakkat Bone

    PARTNER'S PUB, 970 South St., Fitchburg · verified Sep 27
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    Blakkat Bone brings live music back to Partner's Pub in Fitchburg, with drinks and bar pizza available.

    Event website ↗
Sunday, October 4 2 events
  • 10am

    NSCC Annual Quabbin Cruise 8

    Staples, 60 Pearson Blvd, Gardner · verified Sep 27
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    After a year away and many requests, the Quabbin Cruise returns for its eighth running as a public drive celebrating colorful foliage and wide-open views. Previous editions have brought out more than 150 cars, and organizers are hoping for an even bigger turnout this time. All makes and models are welcome, while motorcycles and street bikes are not permitted for safety reasons. The route begins at the Staples in Gardner, then heads west on Route 2. Drivers are asked to stay together where the highway narrows after Exit 82 and to use a zipper merge so the group does not get split up. The cruise continues to an observation tower via Routes 202 and 9 using the second dam entrance, then wraps up with a lunch stop at Stone Cow Brewery in Barre, where local brews and ice cream are available. Plan for roughly 75 miles with no fuel stops, so vehicles should be fueled in advance. A walkie-talkie is recommended since cell service will be limited for much of the drive. Please follow the directions of the hosts, keep the driving respectful, and avoid reckless behavior. Participants are responsible for their own actions, including any accidents or tickets. A map of the route is available in the discussion tab, and details may be updated.

    Event website ↗
  • 3pm

    CONCORA

    Main Theatre, Redfern Arts Center, 221 Main St, Keene · verified Sep 27
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    CONCORA, Connecticut Choral Artists, presents a program that spans from the Baroque era to contemporary works. This performance offers the New Hampshire premiere of Geoffrey Hudson's "A Passion for the Planet", a climate change oratorio, with a professional orchestra, the KSC Concert Choir, and community singers. Led by Artistic Director Chris Shepard, the choir showcases its versatility and the way it forms ensembles from its roster of singers. The concert takes place in Alumni Recital Hall. Admission is $15 for the general public, $10 for senior citizens, and free for students.

    Event website ↗

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