Local knowledge

Exploring the Greater Portland area.

You're in an incredible spot — steps from Willard Beach and a short drive from one of the most celebrated food cities on the East Coast. Below are our personal favorites.

Getting here & getting around

Easy in, easy out — the airport is minutes from the house.

Fly

Portland International Jetport (PWM)

Car rentals right at the airport. Major airlines: United, Delta and JetBlue.

Bus & rail

Concord Coach & Amtrak Downeaster

Both are under 10 minutes from downtown Portland.

Walks & outdoor exploration

Almost everything here starts at the front door.

Beach

Willard Beach

Right out the front door. Calm water, island views, free parking, snack shack, playground and bathrooms.

Lighthouse

Spring Point Lighthouse

A short walk on the SMCC campus. Lovely coastal views.

Trail

Eastern Promenade

Walk the old railroad corridor for beautiful Casco Bay views. Add Back Cove for a 5+ mile loop.

Lighthouse

Portland Head Light & Fort Williams Park

The most photographed lighthouse in Maine. Stop at Bite into Maine for a legendary lobster roll.

In town

Old Port

Stroll Exchange Street for great independent shops. 

Views

Black Point Inn

Do the Cliff Walk for the dramatic ocean views. Stay for brunch or a drink on the terrace.

Beach

Old Orchard Beach

A 7-mile stretch of beach with boardwalk, rides and food.

Water activities

Get out on Casco Bay — by lobster boat, ferry, rental or bike.

Lobstering

Lucky Catch Cruises

Go lobstering and pull real traps yourself. $30/person, cash only. Highly recommended.

Ferry

Casco Bay Lines

Ferry to Peaks Island ($12 round trip). Bring or rent a bike to loop the 5-mile island. Live music Sundays at the local bar.

Boating

Spring Point Marina

Rent a boat and go island hopping. You can also rent a boat on Lake Sabago from the same company.

Biking

South Portland coastal bike path

Rent bikes and ride the path along the water.

Rainy days & other fun

For the afternoons the fog rolls in.

Bowling

Bayside Bowl

Bowling and great food in Portland — always a good time.

Mini golf

Old Orchard Beach mini golf

Classic mini golf right by the boardwalk.

Shopping

Freeport Outlets

Twenty minutes away. The L.L. Bean flagship is open 24/7.

Brewery tours

Maine takes its beer seriously.

Brewery

Allagash Brewery

Free tours 7 days a week — book ahead. One of Maine's best.

Brewery

Shipyard Brewery

Maine handcrafted beer with a tasting room on the Portland waterfront.

Day trips

The days you want to go further up or down the coast.

Day trip

Kennebunkport

Forty minutes south. Charming seaside village, great restaurants and harbor.

Day trip

Bar Harbor & Acadia National Park

Three hours north. Spectacular hiking, kayaking and scenery — worth a multi-day trip.

Day trip

Chebeague Island

Take a ferry and spend the night at the adorable Chebeague Island Inn.

South Portland & Cape Elizabeth

The neighborhood table — most of these are a walk or a few minutes' drive.

Ice cream

Red's Dairy Freeze

167 Cottage Rd — the best soft-serve ice cream and a South Portland institution.

Ice cream

Willard Scoops

429 Preble St — hard ice cream in Willard Square.

Donuts

Cookie Jar

554 Shore Rd, Cape Elizabeth — our personal favorite for donuts, on the way to Portland Head Light.

Bakery

Scratch Bakery

416 Preble St — exceptional bagels and pastries. Go early in summer; they sell out.

Bread & bar

Night Moves Bread & Lambs

495 Broadway — excellent bread, plus takeout pizza Friday and Saturday you can carry next door to Lambs, a fun cocktail bar.

Market

DiPietro's Market

385 Cottage Rd — order the Italian sandwich with salt, pepper and oil. Expansive wine, beer and alcohol.

Seafood

Dock's Seafood

15 Evans St — eat in or take out. Buy live lobsters and steamers and they'll cook them for $1 each.

Seafood

Lobster Shack at Two Lights

225 Two Lights Rd, Cape Elizabeth — classic seafood with ocean views.

Seafood

Saltwater Grille

231 Front St — great seafood right on the water overlooking the Portland skyline.

Pizza

Otto's Pizza

159 Cottage Rd — creative toppings, right across from Red's.

Thai

Thai Taste

435 Cottage Rd — great takeout Thai food.

Portland — restaurants

One of the best restaurant scenes in the country for its size. Many top spots don't take reservations — go early or check ahead.

Reservations required

Fore Street

Iconic farm-to-table. Book months in advance. One of the best meals in New England.

Takes reservations

Scales

Sister to Fore Street, on the water. Excellent seafood.

Oysters

Eventide Oyster Co.

Creative small plates, fun mai tais and a huge oyster selection. Lively and fun.

Argentinean

Franciska

Cozy spot serving small plates with incredible flavor.

Takes reservations

Back Bay Grill

Elegant local gem with great food and attentive service — more of an off-the-beaten-path spot.

Italian

Tipo

Italian-inspired with house-made pasta and wood-fired dishes. One of Portland's most beloved dinner spots.

Portuguese

Duoro

Portuguese-inspired seafood and wine bar. Intimate, romantic and excellent.

Neighborhood

Wayside

Neighborhood restaurant and tavern doing simple, excellent food. Very Portland.

Fried chicken

Crispy Gai

Thai-American fried chicken that became an instant hit. Fun atmosphere, incredibly good food.

Bistro

Bistro Leluco

Charming, intimate bistro. Great for a special evening out.

Takes reservations

Old Port Sea Grille

93 Commercial St — reliable seafood in the Old Port.

Pizza

Flatbread Pizza

Great pizza right next to the Casco Bay ferry terminal.

Bakery

Standard Baking Co.

Beloved bakery for breads and pastries. Go in the morning.

Breakfast

Becky's Diner

Portland institution for breakfast. Expect a wait on weekends.

Portland — bars

Waterfront pints and live music in the Old Port.

Waterfront

Porthole

On the water, also serves dinner. Lively and fun with live music.

Waterfront

Boone's

On the water, also serves dinner.

Pub

Rira Irish Pub

Classic Irish pub in the Old Port.

Brewpub

Gritty's

Portland's original brewpub.

Beyond Portland — where to eat

Worth the drive, the ferry or the overnight.

Kennebunkport

The Lost Fire

Outstanding wood-fired cooking in a stunning space. One of the best restaurants in Maine — reserve well in advance.

Kennebunkport

Breakwater Inn

Lovely for a meal or drinks overlooking the river.

Falmouth

Dockside Grill

On the marina with great steak and seafood. Perfect stop on the way back from Freeport. Takes reservations.

Peaks Island

Cockeyed Gull

The island lunch or dinner stop after a bike loop.

Great Diamond Island

Crown Jewel & Diamond's Edge

Two island restaurants worth planning a boat or ferry ride around.

Chebeague Island

Chebeague Island Inn

Dinner on the porch — or stay the night.

Bar Harbor

Reading Room

Upscale dining on the water with a great happy hour — drinks are half price on the patio overlooking the marina.

Bar Harbor

West Street Cafe

Amazing casual seafood at fair prices. The broiled scallops are spectacular.

Bar Harbor

Ben & Bill's

Famous ice cream. Try the blueberry.

Beaches

From the front yard to the long sandy stretches south of town.

Steps away

Willard Beach

Your front yard. Calm water, island views, free parking, snack shack, playground and bathrooms.

25 minutes

Scarborough State Beach

White sand, small waves, a classic beach day.

Scarborough

Pine Point Beach

Calm water, great for relaxing and beach games.

40 minutes

Old Orchard Beach

A 7-mile stretch with boardwalk, rides and food.