# Romantic Things to Do in Portland, ME \| WonderKit

Romantic things to do in Portland, ME — hidden gems, romantic restaurants, date-night ideas, and weekend escapes for couples. Updated daily.

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Romantic things to do in Portland, ME include hidden gems and locals-know-this picks — the restaurant you won't see on a top-10 list, the late-night spot, and quick escapes worth a weekend.

## Date night ideas in Portland, ME

Looking for date night ideas in Portland, ME? These are pairings from what's actually on this week — the picks below are refreshed daily, so it's a live shortlist rather than an evergreen top-10 list. Take one as the anchor and keep the rest of the evening loose.

- **Dinner first** — Standard Baking Co. is on this week's list, and the easiest date night here is one good table with nowhere to be after it. See the "Eat & Drink" section.
- **Make an evening of it** — Anchor the night on something that's actually scheduled, like Ray LaMontagne: Trouble 20th Anniversary Tour, and put dinner on either side of it. See the "Happening Today" section.
- **A first date that isn't dinner** — A show, an exhibition or a gallery hour is lower-pressure than a two-hour table when you barely know each other; start here and keep it short. See the "New & Notable" section.
- **Turn it into a weekend** — When one night isn't enough, the quick escapes on this page, Classic Coastal Escape to Kennebunkport among them, stretch a date night into a weekend. See the "Quick Escape" section.

## Happening Today

Events and things to do tonight in Portland

### Ray LaMontagne: Trouble 20th Anniversary Tour
Celebrating two decades of his landmark debut album with an intimate acoustic-leaning set right in the heart of downtown.
- Venue: State Theatre
- Location: Arts District, Portland, ME
- Date: 2026-09-28 20:00
- Cost: $$$
- Best for: Music lovers
- Link: https://www.ticketmaster.com/ray-lamontagne-trouble-20th-anniversary-tour-portland-maine-09-28-2026/event/010062640940594F

### Open Jazz Jam at Portland Conservatory of Music
Bring your instrument or settle into a cozy seat to listen as local jazz musicians trade standards and improvise through a crisp autumn evening.
- Venue: Portland Conservatory of Music
- Location: West End, Portland, ME
- Date: 2026-09-28 6:30 PM
- Cost: $
- Best for: Jazz enthusiasts
- Link: https://www.google.com/search?q=Open%20Jazz%20Jam%20at%20Portland%20Conservatory%20of%20Music%20West%20End%2C%20Portland%2C%20ME

## This Weekend in Portland, ME

Concerts, films, and coastal autumn excursions

### Ringo Starr and His All Starr Band
Catch rock royalty live as Ringo and his legendary lineup bring classic anthems and feel-good vibes to the arena stage.
- Venue: Cross Insurance Arena
- Location: Downtown, Portland, ME
- Date: 2026-10-03 19:30
- Cost: $$$$
- Best for: Rock fans
- Link: https://www.ticketmaster.com/ringo-starr-and-his-all-starr-portland-maine-10-03-2026/event/010064E1A9E6CC5A

### The New Pornographers: The Former Site Of Tour
The indie-pop powerhouse returns to the historic State Theatre for an energetic Saturday night performance featuring intricate vocal harmonies.
- Venue: State Theatre
- Location: Arts District, Portland, ME
- Date: 2026-10-03 20:00
- Cost: $$
- Best for: Indie music fans
- Link: https://www.ticketmaster.com/the-new-pornographers-the-former-site-portland-maine-10-03-2026/event/01006471CBEA4422

### Makers at the Movies: Mean Girls \(2004\)
PMA Films presents a special screening paired with creative crafting activities inspired by the early 2000s classic.
- Venue: Portland Museum of Art
- Location: Congress Square, Portland, ME
- Date: 2026-10-03 3:00 PM
- Cost: $$
- Best for: Film buffs
- Link: https://www.google.com/search?q=Makers%20at%20the%20Movies%3A%20Mean%20Girls%20(2004)%20Congress%20Square%2C%20Portland%2C%20ME

## Eat & Drink

Fresh catches, cozy neighborhood spots, and seasonal plates

### Standard Baking Co.
Grab a morning brioche, pain au chocolat, or artisanal sourdough loaf right by the waterfront while the crisp autumn air sets in.
- Location: Commercial Street, Portland, ME
- Cost: $
- Best for: Pastry lovers
- Link: https://www.google.com/search?q=Standard%20Baking%20Co.%20Commercial%20Street%2C%20Portland%2C%20ME

## New & Notable

Fresh exhibits, seasonal craft showcases, and local happenings

### Casco Bay Lines Autumn Peak Cruise
Watch the changing coastal foliage roll over the islands of Casco Bay on a crisp midday ferry ride past historic lighthouses.
- Location: Casco Bay Lines, Portland, ME
- Cost: $$
- Best for: Nature lovers
- Link: https://www.google.com/search?q=Casco%20Bay%20Lines%20Autumn%20Peak%20Cruise%20Casco%20Bay%20Lines%2C%20Portland%2C%20ME

### PMA Films Fall Indie & International Showcase
Explore award-winning global cinema, filmmaker talkbacks, and curated retrospectives inside the museum's comfortable Bernard Osher Foundation Auditorium.
- Location: Congress Square, Portland, ME
- Cost: $$
- Best for: Moviegoers
- Link: https://www.google.com/search?q=PMA%20Films%20Fall%20Indie%20%26%20International%20Showcase%20Congress%20Square%2C%20Portland%2C%20ME

## Quick Escape

Charming weekend getaways within a short drive of Portland

### Classic Coastal Escape to Kennebunkport
Drive 40 minutes south to stroll Dock Square, browse boutique shops, and walk along rugged granite shores before the peak autumn crowds descend.
- Location: Kennebunkport, ME \(40 min drive from Portland\)
- Cost: $$$
- Best for: Couples and explorers
- Link: https://www.google.com/search?q=Classic%20Coastal%20Escape%20to%20Kennebunkport%20Kennebunkport%2C%20ME%20(40%20min%20drive%20from%20Portland)

### Freeport Shopping & Wolfe's Neck Woods Hike
Head 20 minutes north for a day combining flagship outlet browsing with quiet forest trails overlooking the saltwater estuary of Casco Bay.
- Location: Freeport, ME \(20 min drive from Portland\)
- Cost: $$
- Best for: Outdoor adventurers
- Link: https://www.google.com/search?q=Freeport%20Shopping%20%26%20Wolfe%27s%20Neck%20Woods%20Hike%20Freeport%2C%20ME%20(20%20min%20drive%20from%20Portland)

## Ready-made Portland, ME itineraries

- [A Maine Fall Foliage Road Trip: Portland to Acadia](https://wonderkit.app/itineraries/portland-me/fall-foliage-road-trip)
- [All Portland, ME itineraries](https://wonderkit.app/itineraries/portland-me)

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