Day-by-day eating plans for Portland. weekend classics, family routes, vegan plans, on-a-budget editions.

Day-by-day plans

Portland Maine in one day: the lobster-and-beer classics ★ 4.7

First-time visitor, single day1 day

A working-waterfront day built around oysters at Eventide, a brewery walk on Industrial Way and a hearth dinner at Fore Street.

  1. Day 1: Old Port to Industrial Way to the wood-fired hearth

    Morning
    Open at Standard Baking Co on Commercial Street at 08:00 for a morning bun and a flat white from Bard Coffee on Middle Street. Walk Custom House Wharf to see Harbor Fish Market and the working lobster boats.
    Afternoon
    Lunch at Eventide Oyster Co on Middle Street, 12:00. Two dozen Maine oysters and a brown-butter lobster roll. Afterward drive (or Lyft) to Allagash Brewing on Industrial Way for a tour and an Allagash White; walk next door to Foundation Brewing for an Epiphany IPA.
    Evening
    Dinner at Fore Street on Fore Street, 19:00 (book ahead). Roasted Maine mussels from the wood oven, the wood-grilled fish of the day. Walk to Blyth & Burrows on Exchange Street for a craft cocktail to close.

Portland Maine weekend: deep dive across the food scene ★ 4.8

Returning visitor, weekend2 days

A two-day weekend that hits both peninsula halves: India Street's Big Tree empire and the Munjoy bakery scene Saturday; East Bayside brewery row and a Vietnamese dinner Sunday.

  1. Day 1: Saturday: India Street, Munjoy bakeries, Twelve dinner

    Morning
    Open at Tandem Coffee + Bakery on Congress Street at 08:00 for buttermilk biscuits. Walk to the Portland Farmers' Market at Deering Oaks Park; sample Maine producer stalls.
    Afternoon
    Lunch at The Honey Paw on Middle Street, hand-pulled noodles and the coconut curry mussels. Walk India Street: Standard Baking for pastry, Duckfat for the duck-fat fries window, then over to Two Fat Cats Bakery for a wild blueberry pie slice.
    Evening
    Dinner at Twelve on Thames Street, 19:30 (book six weeks ahead). The full chef's tasting. After, walk back to Portland Hunt + Alpine Club on Market Street for an aquavit Bloody Mary or Scandinavian-inspired nightcap.

  2. Day 2: Sunday: brunch, East Bayside brewery walk, Vietnamese dinner

    Morning
    Brunch at Hot Suppa on Congress Street, 09:30. Eggs and biscuits with house andouille gravy. Afterward walk to Maine & Loire on Washington Avenue for a glass of natural wine at the counter.
    Afternoon
    Brewery walk in East Bayside: start at Rising Tide Brewing on Fox Street for a Galley lunch, then Lone Pine and Goodfire share the Anderson Street block, then Bissell Brothers at Resurgam Place in Thompson's Point. Stop at Forage Market on Washington Avenue for a wood-fired bagel to carry.
    Evening
    Early dinner at Cong Tu Bot on Washington Avenue at 17:00 (no reservations, queue forms before open). Pho ga and banh xeo. Finish with a slice from OTTO Pizza on Congress Street if you still have room.

Portland Maine plus Freeport: city weekend with a Maine Beer Co day trip ★ 4.6

Returning visitor adding a day trip, 2 days2 days

A two-day pairing of city eating (Old Port lobster rolls, Eventide oysters, an India Street bakery walk) with a Freeport day-trip up I-295 to Maine Beer Company's tasting room, Harraseeket Lunch and Lobster, and the L L Bean campus food halls.

  1. Day 1: Saturday in the city: Old Port, India Street, Industrial Way breweries

    Morning
    Open at Standard Baking Co on Commercial Street at 07:30 for a cinnamon-walnut morning bun and a Bard Coffee pour-over on Middle Street. Walk Custom House Wharf to Harbor Fish Market and the working lobster boats.
    Afternoon
    Lunch at Eventide Oyster Co on Middle Street at 12:00: a dozen Maine oysters and the brown-butter lobster roll on a bao. Walk India Street to The Honey Paw next door for hand-pulled noodles, then drive (or Lyft) to Allagash Brewing on Industrial Way for the free ticketed tour and an Allagash White.
    Evening
    Dinner at Fore Street on Fore Street at 19:00 (book ahead): wood-roasted Maine mussels and the wood-grilled fish of the day. Finish at Portland Hunt + Alpine Club on Market Street for an aquavit nightcap.

  2. Day 2: Sunday day trip: Freeport, Maine Beer Co and Harraseeket Lunch and Lobster

    Morning
    Drive 25 minutes north on I-295 to Freeport. Coffee and a pastry at L L Bean's main campus cafe to start; walk the flagship store and the food-court block.
    Afternoon
    Lunch on the harbour at Harraseeket Lunch and Lobster (South Freeport): a Maine-style lobster roll and a basket of fried whole-belly clams at the picnic tables. Drive back into Freeport and stop at Maine Beer Company's tasting room at 525 US Route 1 for a flight (Lunch IPA, Dinner DIPA) and a wood-fired pizza from the on-site oven.
    Evening
    Back in Portland by 18:00. Early dinner at Boda on Congress Street: grilled chicken with sticky rice and a bowl of khao soi. Walk over to Blyth and Burrows on Exchange Street for a cocktail to close.
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