Sunday, October 25th, 2026
Happy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgFall Foliage Excursions
| Local Events | Ma & Pa Railroad Heritage Valley | AirvilleBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleU-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamAn Evening of Alton Brown
| Arts and Entertainment | Appell Center for the Performing Arts | YorkCapturing Fall at Nissley Vineyards 2026
| Local Events | Nissley Vineyards | BainbridgeFarmers Flea Market
| Shopping | Williams Grove Historical Steam Engine Association | MechanicsburgThe Sixties Show
| Arts and Entertainment | Eichelberger Performing Arts Center | HanoverSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | CarlislePennsylvania Renaissance Faire
| Shows, Festivals, and Fairs | ManheimSempre Dolce Fall Concert: Silver Screen & Small Screen
| Arts and Entertainment | West Shore Theater | New CumberlandSunday Tea at The Willows
| Local Events | The Willows at Ashcombe | MechanicsburgSpellbound: A Downtown Carlisle Halloween Event
| Community and Civic Groups, Clubs | Participating Downtown Carlisle Businesses | CarlisleBark Brunch on the Sidewalk Cafe
| 10:00 am | Community and Civic Groups, Clubs | The Handsome Cab | YorkSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | Carlisle7th Annual WGHSEA Fall Fest
| 6:30 pm | Community and Civic Groups, Clubs | Steam Engine Hill | MechanicsburgThe United States Army Field Band and Soldiers' Chorus
| 7:00 pm | Arts and Entertainment | Luhrs Center | Shippensburg
Monday, October 26th, 2026
Senior Mondays on the Pride
| Community and Civic Groups, Clubs | Pride of the Susquehanna | HarrisburgSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleHallo-Week Film Series @ Carlisle Theatre
| Shows, Festivals, and Fairs | Carlisle Theatre | CarlisleBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgU-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | Carlisle2026 Camp Hill Halloween Parade & Activity Night
| Celebration | Camp Hill Borough | Camp HillSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | CarlisleTrivia Night at Shermans Creek Inn
| 5:30 pm | Arts and Entertainment | Shermans Creek Inn | Shermans DaleArt Anywhere Potluck and Art Sessions
| 6:00 pm | Community and Civic Groups, Clubs | Consciousness Coffee | LemoyneLivingWell Institute and Allenberry present LiveWell. A 7-step program to a whole-person life.
| 6:00 pm | Community and Civic Groups, Clubs | Allenberry Resort | Boiling SpringsRent, the 30th Anniversary Concert (Live Streaming Event)
| 8:00 pm | Arts and Entertainment | DreamWrights Center for Community Art | York
Tuesday, October 27th, 2026
Sam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleU-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | Carlisle2026 Market on Market
| Local Events | Trinity Lutheran Church Parking Lot | Camp HillHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleHallo-Week Film Series @ Carlisle Theatre
| Shows, Festivals, and Fairs | Carlisle Theatre | CarlisleSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | CarlisleTrunk-or-Treat at The Willows
| 5:30 pm | Charity, Fundraiser | The Willows at Ashcombe Mansion | MechanicsburgWednesday, October 28th, 2026
America250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | CarlisleHallo-Week Film Series @ Carlisle Theatre
| Shows, Festivals, and Fairs | Carlisle Theatre | CarlisleGlenn Miller Orchestra
| Arts and Entertainment | Whitaker Center | HarrisburgSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgU-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | CarlisleHowl-O-Ween Parade & Wheel Food Wednesday
| 4:00 pm | Community and Civic Groups, Clubs | Adams-Ricci Community Park | EnolaThursday, October 29th, 2026
U-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgDo Your Children Matter? Human Trafficking and Its Impact on Your Community and Your Family
| Community and Civic Groups, Clubs | Martin Library | YorkSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | CarlisleSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | CarlisleFriday, October 30th, 2026
Hallo-Week Film Series @ Carlisle Theatre
| Shows, Festivals, and Fairs | Carlisle Theatre | CarlisleHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | CarlisleSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleSpooky Walking Tour
| Local Events | York County History Center | YorkU-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamWitchhunt: A History of Witches According to an Herbalist
| Arts and Entertainment | Horn Farm Center | YorkRuth's Tea House Pop-Up Experience: Strange Brews
| Celebration | Grazery | CarlisleSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | CarlislePoetry & Open Mic Night
| 6:00 pm | Arts and Entertainment | Consciousness Coffee | LemoyneJohn Anderson
| 7:30 pm | Shows, Festivals, and Fairs | H.Ric Luhrs Performing Arts Center | ShippensburgSaturday, October 31st, 2026
Walking Food Tour
| Special Interest | YorkAll About Joel – Tribute to Billy Joel
| Arts and Entertainment | Eichelberger Performing Arts Center | HanoverU-Pick Pumpkins at Flinchbaugh's Orchard
| Local Events | Flinchbaugh's Orchard | HellamBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | CarlisleKids' Trick or Treat Costume Contest
| Kids | Ashcombe Farm & Greenhouses | MechanicsburgSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleFall Foliage Excursions
| Local Events | Ma & Pa Railroad Heritage Valley | AirvilleCapturing Fall at Nissley Vineyards 2026
| Local Events | Nissley Vineyards | BainbridgeColonial Halloween
| Celebration | Shippensburg History Center | ShippensburgHallo-Week Film Series @ Carlisle Theatre
| Shows, Festivals, and Fairs | Carlisle Theatre | CarlisleHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgAll Hallows Eve Market of Magick
| Shopping | Carlisle Expo Center | CarlisleSpellbound: Halloween
| 10:00 am | Local Events | Historic Downtown Carlisle | CarlisleCommunity Trunk or Treat
| 3:00 pm | Community and Civic Groups, Clubs | Carlisle United Methodist Church | CarlisleTrick or treat night
| 6:00 pm | Local Events | Hope Station | CarlisleSunday, November 1st, 2026
Farmers Flea Market
| Shopping | Williams Grove Historical Steam Engine Association | MechanicsburgAll Hallows Eve Market of Magick
| Shopping | Carlisle Expo Center | CarlisleHappy Birthday! American Milestones from Lafayette to Today
| Arts and Entertainment | Fashion Archives and Museum of Shippensburg University | ShippensburgBranch: Trees in American Art
| Arts and Entertainment | The Trout Gallery, Dickinson College | CarlisleSam Fink US Constitution Art Exhibit
| Arts and Entertainment | Cumberland County Historical Society | CarlisleFall Foliage Excursions
| Local Events | Ma & Pa Railroad Heritage Valley | AirvilleHallo-Week Film Series @ Carlisle Theatre
| Shows, Festivals, and Fairs | Carlisle Theatre | CarlisleAmerica250PA Exhibits @ CCHS
| Arts and Entertainment | Cumberland County Historical Society | CarlisleSunday Tea at The Willows
| Local Events | The Willows at Ashcombe | MechanicsburgMonday, November 2nd, 2026