Weekend in Portland, ME

Portland, Maine, is a coastal gem known for its historic charm, stunning waterfront views, and world-class food scene. Whether you’re a foodie, outdoor enthusiast, or history buff, there’s something for everyone. Here are some of the top highlights:

1. Old Port

Portland’s Old Port district is the heart of the city, featuring cobblestone streets, historic buildings, and a bustling waterfront. Here you’ll find boutique shops, art galleries, and some of the best restaurants in Maine. Strolling along Commercial Street, you can watch fishing boats unload fresh seafood while exploring local breweries and cafes.

2. Portland Head Light & Other Lighthouses

Portland Head Light (Cape Elizabeth) – Maine’s most famous lighthouse, located in Fort Williams Park. It offers stunning coastal views and a small museum. The surrounding area is perfect if you wanted to have a picnic, enjoy the large park, or walk the small trails down to the rocky beach.

Bug Light – A small but picturesque lighthouse in Bug Light Park with views of downtown Portland.

Spring Point Ledge Light – A scenic lighthouse with a breakwater you can walk out on.

3. Incredible Food Scene

Portland is a foodie’s paradise, famous for its lobster rolls, oysters, and craft beer. Must-visit spots include:

Eventide Oyster Co. – Known for its unique brown butter lobster roll. Absolutely have to try a Lobster Roll here!

Fore Street – A farm-to-table favorite with wood-fired seafood and meats.

Duckfat – Famous for Belgian-style fries cooked in duck fat.

The Holy Donut – A local favorite for potato-based donuts. The line might be long, but it it worth it. Grab a couple of their incredible donuts and enjoy them while you walk by the water front!

4. Craft Breweries

Portland has one of the highest breweries-per-capita ratios in the U.S. Popular spots include:

Allagash Brewing Company – Famous for its Belgian-style beers.

Bissell Brothers – Known for hazy IPAs.

Oxbow Brewing – Great farmhouse ales in a rustic setting.

5. Casco Bay & Peaks Island

A short ferry ride from downtown, Peaks Island is perfect for a relaxing day trip. Rent a bike, explore the quiet beaches, and enjoy waterfront dining with a view of Casco Bay.

6. Portland Museum of Art

This museum features works by famous artists like Winslow Homer, Edward Hopper, and local Maine painters. It’s a must-visit for art lovers.

7. Eastern Promenade

The Eastern Promenade, or “Eastern Prom,” is a scenic park overlooking Casco Bay. It’s a great spot for walking, picnicking, or catching a sunrise. The adjacent Back Cove Trail is another beautiful waterfront walk.

8. Day Trips & Nearby Attractions

Freeport (20 minutes north) – Home to the L.L. Bean flagship store and great outlet shopping. Take a photo with the giant Boot, grab a Ben & Jerrys Scoop, and enjoy the rest of the shopping and restaurants offered. In the Summers enjoy a Saturday live music gathering in the park area!

Kennebunkport (45 minutes south) – A charming coastal town known for its beaches, historic homes, and seafood shacks. The cutest town! Enjoy a coffee then travel to go see the Bush Compound! Incredible property right on the water. You’ll enjoy admiring all the real estate in that area, as its STUNNING!

Sebago Lake (45 minutes inland) – Perfect for hiking, boating, and swimming.

Why Visit Portland?

With its combination of coastal beauty, rich history, and an unbeatable food and beer scene, Portland is one of New England’s best small cities to explore. Would you like recommendations based on a specific interest—like outdoor activities, history, or food tours?

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