The 10 best things to do in Outer Cape this weekend

September 4–6, 2026 · handpicked from everything on across Outer Cape.

Labor Day weekend closes out big on the Outer Cape, with waterfront music and circus fireworks in Wellfleet, a run of cabaret and drag headliners in Provincetown, and small-town charm holding its own in Truro and Brewster.

Lisa Farnsworth, Robert Morgan & Kevin Cyr at Alden Gallery — Sep 5, 11:00 AMSaturday · 11:00 AM · Alden Gallery · ProvincetownGet a jump on the weekend with this Friday morning opening at Alden Gallery, featuring work from Lisa Farnsworth, Robert Morgan, and Kevin Cyr — a quiet, art-forward way to start things off before the holiday crowds arrive.Outer Cape Music FestivalSunday · 4:00 PM · Wellfleet Town Pier · WellfleetThe 4th Annual Outer Cape Music Festival wraps up its second day at Wellfleet Town Pier with headliners Electric Six and the Baha Men, plus waterfront views and a lineup that benefits local causes.Cirque By The Sea: Summer In The CitySunday · 4:00 PM · Big Top at WHAT · WellfleetPayomet's Cirque by the Sea returns to the Big Top at WHAT with 'Summer In The City,' an original circus theater production billed as the circus that never sleeps — a great pick if you want spectacle over the standard bar-and-band weekend.Luann’s Labor Day CabaretSunday · 7:30 PM · ProvincetownReal Housewives of New York City star Luann de Lesseps brings her cabaret act to Crown & Anchor for one night — a genuine only-in-Ptown Labor Day booking.Miss Richfield 1981Sunday · 5:00 PM · Post Office Cafe & Cabaret · ProvincetownMiss Richfield 1981 debuts her new show 'You Can't Have Ice Cream When You're Dead!' at Post Office Cafe & Cabaret, delivering her signature blend of comedy and life-affirming absurdity.Tammie Brown is BONKERZ!Sunday · 9:00 PM · Red Room · ProvincetownTammie Brown's shows are known for veering unpredictably from belting to philosophizing to full-on cartoon physical comedy — this Red Room set promises the same untethered energy.Jackie & Jan's Y2JSunday · 7:00 PM · Red Room · ProvincetownRuPaul's Drag Race alums Jackie Cox and Jan Sport bring their Y2K-themed act to the Red Room, a high-energy late-night follow-up if you're already out for Tammie Brown.3rd Annual Pie Tasting Contest and Silent AuctionSunday · 8:00 AM · Truro Historical Society / Highland House Museum · TruroCap off the holiday weekend the Truro way at the Highland House Museum's third annual pie baking and tasting contest, complete with a silent auction — a sweet, low-key community tradition.SILVER MOON SWINGSunday · 8:00 PM · Pilgrim House · ProvincetownPilgrim House hosts Silver Moon Swing for jazz standards by the sea — a mellower live-music option if you want to wind down the night without the drag-show crowds.Annual Labor Day Weekend Festival of the ArtsSunday · 10:00 AM · Drummer Boy Park · BrewsterNow in its 24th year, By the Bay's fine art and craft show fills Drummer Boy Park in Brewster with local makers — a solid daytime outing if you're heading up-Cape before the holiday ends.

Looking for the current weekend? See what’s on in Outer Cape this weekend →