The 12 best things to do in Outer Cape this weekend

This weekend brings Women's Week cabaret celebrations to Provincetown alongside a standout Roots & Blues Festival in Orleans, plus circus, theater, and plenty of live music across the Cape.

HIOutermost Roots and Blues FestivalSaturday · 12:00 AM · Hog Island Beer Co. · OrleansThe Outermost Roots & Blues Festival takes over Nauset Beach on Saturday with national touring acts and regional talent celebrating roots, blues, Americana, and folk—a full day of live performances supporting The Friends of Nauset Beach.POWomen's Week: Melissa FerrickSaturday · 5:30 PM · Post Office Cafe & Cabaret · ProvincetownMelissa Ferrick returns to Post Office Cabaret for Women's Week 2026, bringing her distinctive voice and songwriting to Provincetown's celebration of queer women artists.FAFOXY: A Queer Cabaret – WOMEN’S WEEK OCT 10Saturday · 7:30 PM · ProvincetownFOXY is a rotating showcase of original artists who make Provincetown beautifully weird, hosted by Kristen Becker with hilariously sexy, thought-provoking gender-bending performances during Women's Week.RRPoppy Champlin puts the FUH in FUNNYFriday · 8:30 PM · Red Room · ProvincetownPoppy Champlin, Red Room's resident funny lady and Rhode Island Comedy Hall of Fame inductee, brings her comedy to the Red Room Friday night—she's appeared on Showtime, Oprah, and more.CJCrown Jewels – Drag Brunch 10:30 AMSaturday · 10:30 AM · ProvincetownCrown Jewels is an all-singing, all-dancing drag brunch at the Crown & Anchor, starring Delta Miles, Roxy Pops, and Qya Cristal, bringing Saturday morning fabulous to Provincetown.CBSummer in the City: The Circus that Never SleepsSaturday · 6:00 PM · Cirque by the Sea at WHAT · WellfleetCirque by the Sea's 'Summer in the City' brings a colorful, fast-paced circus theater show to the Big Top at WHAT in Wellfleet, celebrating the hustle and energy of urban life through acrobatics and spectacle.WPThe Rip it UPS!Friday · 3:00 PM · Wellfleet Pearl · WellfleetThe Rip it Ups, a Cape Cod-based Americana and roots band, play Wellfleet Pearl Friday night with a versatile mix spanning R&B, jazz, rock, blues, country, and folk.PPFree Concert: Grant King and MoonSunday · 2:00 PM · Provincetown Public Library · ProvincetownGrant King and Moon perform a free acoustic concert Sunday at 2pm at Provincetown Public Library, part of an ongoing series championing both established and emerging songwriters.BRDOG TAG TEA - IPWFriday · 4:00 PM · Boatslip Resort & Beach Club · ProvincetownDog Tag Tea at Boatslip brings a dance floor party Friday night in military-inspired attire, with souvenir tags at the door and high-energy entertainment.PPRoomful of BluesSunday · 6:00 PM · Payomet Performing Arts Center · TruroRoomful of Blues plays Payomet in Truro Sunday night, delivering accomplished blues performed by seasoned musicians.WPCheap VoovaSaturday · 3:00 PM · Wellfleet Pearl · WellfleetCheap Voova has been entertaining Cape Cod crowds for over 25 years with a talented lineup delivering crowd-pleasing music—they take the stage at Wellfleet Pearl Saturday night.FFFall Festival at Taylor-Bray FarmSaturday · 10:00 AMFall Festival at Taylor-Bray Farm offers classic family fun with hay-wagon rides, old-time games, pumpkins, hot dogs, cider donuts, and time with farm animals including miniature donkeys and goats.

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