MUSHROOMHEAD / FEAR FACTORY with guests NINE TREASURES
You must be 18 or over and have a valid ID to attend Doors will open an hour before event time
musicrock
Updated dailyThings to do in Portland, ME this weekend (Oct 16–18)
This weekend in Portland, ME: Fri, Oct 16 – Sun, Oct 18, 2026
Find current events, restaurants, family activities, and quick getaway ideas in Portland, ME. WonderKit curates these picks daily so the page stays useful for both local search and trip planning.
10 hand-picked things to do in Portland, ME right now · 4 with confirmed dates
Photo: Carl Newton / Unsplash
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A perfect 3 days in Portland, ME
A sample plan built from this week's Portland, ME picks — the same day-by-day itinerary WonderKit drafts for your group in about a minute.
Day 1
MorningWalk Among the Shadows at Eastern Cemetery
Guided evening walk through historic gravestones where costumed specters share true tales of early Portland history.
AfternoonDuckfat
Belgian-style fries fried in duck fat, house-made sodas, and panini served in a cozy downtown nook—ideal for a crisp October day.
EveningHarvest on the Harbor at Maine Studio Works
Maine's premier annual food and drink festival showcasing local chefs, distillers, and foragers in the East Bayside neighborhood.
Day 2
MorningAutumn Exhibitions at Portland Museum of Art
Warm up inside the state's flagship art museum to explore rotating New England contemporary collections and historic works.
AfternoonEventide Oyster Co.
Renowned raw bar in the Old Port famous for brown butter lobster rolls on steamed bao buns and locally harvested oysters.
EveningJulia Keefe Indigenous Big Band at State Theatre
A powerful 20-piece jazz orchestra celebrating Native American and Indigenous jazz heritage on Congress Street.
Day 3
MorningPumpkin Patch Trolley at Seashore Trolley Museum
A short drive down the coast to ride historic electric trolleys through autumn woods and pick out a pumpkin from the patch.
AfternoonMUSHROOMHEAD / FEAR FACTORY with guests NINE TREASURES
You must be 18 or over and have a valid ID to attend Doors will open an hour before event time
EveningAcadia National Park & Bar Harbor
Head 2.5 hours north for peak foliage views along the Park Loop Road, brisk coastal hikes up Cadillac Mountain, and fireside dining in Bar Harbor.
Plan a multi-day trip to Portland, ME
Ready-made, day-by-day itineraries built from real local spots — grab one and make it yours.
🎸 Happening Today
Events and things to do tonight in Portland
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🍁 This Weekend in Portland, ME · Oct 16–18
Top picks for the upcoming autumn weekend
Harvest on the Harbor at Maine Studio Works
Maine's premier annual food and drink festival showcasing local chefs, distillers, and foragers in the East Bayside neighborhood.
food-festivalculinarylocal-flavor
Walk Among the Shadows at Eastern Cemetery
Guided evening walk through historic gravestones where costumed specters share true tales of early Portland history.
historywalking-tourautumn-nights
Julia Keefe Indigenous Big Band at State Theatre
A powerful 20-piece jazz orchestra celebrating Native American and Indigenous jazz heritage on Congress Street.
jazzlive-musicarts
🦞 Eat & Drink
Buzzy spots, seasonal menus, and local favorites
Duckfat
Belgian-style fries fried in duck fat, house-made sodas, and panini served in a cozy downtown nook—ideal for a crisp October day.
comfort-foodlocal-favoritecasual
Eventide Oyster Co.
Renowned raw bar in the Old Port famous for brown butter lobster rolls on steamed bao buns and locally harvested oysters.
seafoodraw-barbuzzy
✨ New & Notable
Fresh exhibits, seasonal highlights, and limited runs
Pumpkin Patch Trolley at Seashore Trolley Museum
A short drive down the coast to ride historic electric trolleys through autumn woods and pick out a pumpkin from the patch.
family-friendlyfall-foliageseasonal
Autumn Exhibitions at Portland Museum of Art
Warm up inside the state's flagship art museum to explore rotating New England contemporary collections and historic works.
art-museumindoorculture
🚗 Quick Escape
Weekend getaways within a 2-hour drive
Acadia National Park & Bar Harbor
Head 2.5 hours north for peak foliage views along the Park Loop Road, brisk coastal hikes up Cadillac Mountain, and fireside dining in Bar Harbor.
road-tripnational-parkfall-foliage
Historic Kennebunkport Weekend
A 40-minute drive south yields quiet boutique shopping in Dock Square, scenic walks past grand captains' houses, and fresh chowder by the river.
coastal-townweekend-getawayshopping
Frequently asked
What are the best things to do in Portland, ME?
Current local highlights in Portland, ME include MUSHROOMHEAD / FEAR FACTORY with guests NINE TREASURES, Harvest on the Harbor at Maine Studio Works, and Walk Among the Shadows at Eastern Cemetery. WonderKit refreshes this guide daily so the picks reflect real local happenings.
What's happening in Portland, ME this week?
The sections above show this week's events, weekend plans, and new-and-notable openings in Portland, ME, updated daily.
Where do locals eat in Portland, ME?
The "Eat & Drink" section above lists restaurants and food spots locals are recommending in Portland, ME right now.
Plan a trip to Portland, ME
Tell us who's going and WonderKit drafts three Portland, ME trip ideas in about a minute — free, and you see them before creating an account.
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