ZipTrips
Trip guides › Maine › Portland, ME

Things to do in Portland, ME: 2 local trip ideas

2 ready-made day trips in Portland, ME: foodie and hidden gems. Each one strings together a handful of stops in order.

Foodie trip

A Foodie Walk from West End to Portland

5 stops · about 5 hr 30 min of stops · ~$108 per person

Embark on an effortless, non-zigzagging culinary stroll across Portland, tracing a direct path from the historic West End to the bustling East End waterfront.

  1. 1

    Tandem Coffee and Bakery

    742 Congress St, Portland, ME 04102, USA
    Tandem Coffee and Bakery, Portland, ME

    Arrive early to snag their legendary, flaky breakfast biscuit sandwich and a malt iced coffee.

    ★ 4.7 on Google · about 1 hr · ~$15 per person · Directions
  2. 2

    Ugly duckling Maine

    246 Danforth St, Portland, ME 04102, USA
    Ugly duckling Maine, Portland, ME

    A short, scenic morning stroll down the hill leads to this hip neighborhood luncheonette, perfect for a mid-morning coffee and a griddled, house-made English muffin.

    ★ 4.4 on Google · about 1 hr · ~$18 per person · Directions
  3. 3

    Becky's Diner

    390 Commercial St, Portland, ME 04101, USA
    Becky's Diner, Portland, ME

    Walk straight down to the working waterfront for a casual, classic Maine lunch—try their loaded lobster roll or a cup of fresh clam chowder.

    ★ 4.6 on Google · about 1 hr 15 min · ~$25 per person · Directions
  4. 4

    Harbor Fish Market

    9 Custom House Wharf, Portland, ME 04101, USA
    Harbor Fish Market, Portland, ME

    Walk northeast along the water to this historic, bustling seafood market to marvel at the daily catches and soak in the authentic salty air.

    ★ 4.7 on Google · about 45 min · Directions
  5. 5

    Eventide Oyster Co.

    86 Middle St, Portland, ME 04101, USA
    Eventide Oyster Co., Portland, ME

    Head a couple of blocks inland to finish your day with their world-famous, warm brown butter lobster roll and a selection of local Maine oysters.

    ★ 4.5 on Google · about 1 hr 30 min · ~$50 per person · Directions
Hidden Gems trip

Portland's Hidden West End

5 stops · about 6 hr 15 min of stops · ~$90 per person

Skip the Old Port crowds with this hyper-local tour of Portland's most vibrant residential neighborhoods, featuring West End bakeries, under-the-radar parks, and Woodfords Corner culinary gems.

  1. 1

    Tandem Coffee and Bakery

    742 Congress St, Portland, ME 04102, USA
    Tandem Coffee and Bakery, Portland, ME

    Grab a seat in the converted 1960s gas station and order their famous loaded biscuit sandwich and a seasonal espresso.

    ★ 4.7 on Google · about 1 hr · ~$12 per person · Directions
  2. 2

    Western Promenade

    Valley St, Portland, ME 04102, USA
    Western Promenade, Portland, ME

    Walk past stunning Victorian mansions to this peaceful, tree-lined ridge overlooking the White Mountains of New Hampshire.

    ★ 4.7 on Google · about 45 min · Free · Directions
  3. 3

    Flores

    863 Congress St, Portland, ME 04102, USA
    Flores, Portland, ME

    Avoid the downtown waitlists and dig into incredible, authentic El Salvadoran pupusas and plantains at this neighborhood favorite.

    ★ 4.5 on Google · about 1 hr · ~$18 per person · Directions
  4. 4

    Bayside Bowl

    58 Alder St, Portland, ME 04101, USA
    Bayside Bowl, Portland, ME

    A local institution where you can grab a local craft beer on the rooftop deck and enjoy skyline views away from waterfront crowds.

    ★ 4.6 on Google · about 1 hr 30 min · ~$15 per person · Directions
  5. 5

    Woodford Food & Beverage

    660 Forest Ave, Portland, ME 04103, USA
    Woodford Food & Beverage, Portland, ME

    Dine like a true local at this mid-century crown-shaped eatery serving fantastic burgers and upscale New England comforts.

    ★ 4.5 on Google · about 2 hr · ~$45 per person · Directions

Make it yours. Open ZipTrips to add or remove stops, share the plan with friends and get turn-by-turn directions between every stop.

Open ZipTrips

Trips are planned with AI from current Google Search results, and every stop is matched to a real place on Google Maps. Hours, prices and availability change — check before you go.

Nearby trip guides