MONADNOCK REGION, N.H. (MyKeeneNow) As fall settles into the Monadnock Region, the weekend calendar is packed with festivals, concerts and community gatherings. From Winchester’s beloved Pickle Fest and Brattleboro’s classic car show to live music, clean energy exhibits and international celebrations, there’s something for everyone to enjoy.
Friday, Sept. 26
Pre-Pickle Party
6 p.m., ELMM, 21 Durkee St., Winchester, NH
Celebrate the eve of Pickle Fest with live music, a bonfire and an Atlas fireworks show. Food will be available for purchase at the snack shack. Admission is free.
More information: elmm.org
“A Small Notion” Album Release Tour
7 p.m., Nova Arts, 48 Emerald St., Keene, NH
Massachusetts folk-punk duo High Tea brings its harmony-driven songs and storytelling to Nova Arts.
More information: novaarts.org
Zoë Keating
8 p.m., The Stone Church, 210 Main St., Brattleboro, VT
The avant-garde cellist performs layered, atmospheric works that blur classical and contemporary sounds.
More information: stonechurchvt.com
Saturday, Sept. 27
Brattleboro on Wheels Car Show and Cruise-in
9 a.m.–1 p.m., Brattleboro Common, Brattleboro, VT
Classic cars, trucks and motorcycles take over the common. Music by DJ Tim Johnson, food available. Free admission.
More information: brattlebororotaryclub.org
Winchester Pickle Fest
10 a.m.–4 p.m., downtown Winchester, NH
Celebrate Winchester’s Polish heritage with a parade, food trucks, vendors, live entertainment and, of course, free pickles. Rain or shine.
More information: winchesternhpicklefestival.org
Monadnock Clean Energy Fair
10 a.m.–2 p.m., Peterborough Elementary School, 17 High St., Peterborough, NH
A family-friendly event with energy workshops, electric vehicle test drives, food trucks and live music.
More information: monadnocksustainabilityhub.org
Keene International Festival
11 a.m.–3 p.m., Keene Parks and Recreation Center, 312 Washington St., Keene, NH
This multicultural celebration highlights food, music and traditions from around the globe. Free admission.
More information: keeneinternationalfestival.org
Oktoberfest 2025
Noon–9 p.m., Walpole Grocery, 47 Main St., Walpole, NH
A full day of German food, beer, live music and family fun in downtown Walpole.
More information: walpolegrocery.com
Dueling Pianos
7:30 p.m., Showroom, 20 Commercial St., Keene, NH
An all-request singalong featuring two grand pianos and a team of lively performers. Tickets $30.
More information: thecolonial.org
The Rear Defrosters
8 p.m., Harlow’s Pub, 3 School St., Peterborough, NH
This Vermont-based honky-tonk Americana band brings its danceable mix of country classics and originals. $10 cover.
More information: harlowspub.com
Sunday, Sept. 28
Ken Burns’ “Horatio’s Drive” 4K Restoration
4 p.m., The Park Theatre, 19 Main St., Jaffrey, NH
A fundraiser screening of the restored Ken Burns documentary, with a VIP reception featuring writer Dayton Duncan. Tickets $25–$40.
More information: theparktheatre.org
Sweet Honey in the Rock
7 p.m., Colonial Theatre, 95 Main St., Keene, NH
The Grammy-nominated vocal ensemble celebrates 50 years with a powerful performance blending harmony and activism. Tickets $40–$60.
More information: thecolonial.org