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Nestled on the picturesque coast of Maine, Portland is a charming New England city that offers a perfect blend of historic charm, vibrant culture, and stunning natural beauty. With its cobblestone streets, bustling waterfront, and an array of unique shops and galleries, Portland provides an inviting atmosphere for visitors. The city’s culinary scene is a standout, featuring fresh seafood, innovative restaurants, and numerous craft breweries. Whether you’re exploring the historic Old Port district, taking in the panoramic views from the Eastern Promenade, or enjoying a scenic ferry ride through Casco Bay, Portland promises a memorable experience. Easily accessible by car, train, or plane, and with friendly locals ready to share their love for their city, Portland is an ideal destination for a 48-hour stay or enriching getaway.
Ready to head to Portland, Maine? Here are some handy resources!
48 Hours in Portland, Maine: Itinerary
We are operating under the assumption that you landed the day before and will, therefore, get a full 48 hours in Portland, Maine.
Day 1: Exploring the Coast
Breakfast: Tandem Coffe and Bakery
Start your day with breakfast at Tandem Coffee and Bakery in Portland’s West End. Try their famous egg and cheese biscuit with paprika mayo ($8) and a cup of their house-roasted coffee ($3-$4).
Rather have donuts? Try this Donut Walking Tour of Portland instead
Eastern Promenade
After breakfast, head to the Eastern Promenade for a scenic morning walk. This 2.1-mile trail offers stunning views of Casco Bay and is a perfect way to begin your Portland experience. It runs along the waterfront, offering stunning panoramic views of the harbor and ocean. The trail connects to the Back Cove Trail and Bayside Trail, providing extended routes for exploration, so you could easily spend a lot of your 48 hours in Portland here.
Portland Museum of Art
Visit the Portland Museum of Art ($18 for adults). The museum houses an impressive collection of American, European, and contemporary art. It’s a great way to immerse yourself in the city’s rich cultural scene.
It’s also the largest and oldest art institution in Maine, with over 19,000 pieces of art spanning from the 18th century to the present. Finally, the museum complex consists of three buildings, so you could easily spend several hours here.
Lunch: Eventide Oyster Company
For lunch, head to Eventide Oyster Co. in the Old Port district. Their brown butter lobster roll ($24) is a must-try, and you can sample some of Maine’s famous oysters (market price, usually $3-$4 each). The restaurant has a casual vibe and is known for its innovative takes on classic New England seafood.
Casco Bay Lines Ferry
Take a Casco Bay Lines ferry ($16 round trip for adults) for a scenic tour of the Calendar Islands. This 2-3 hour trip offers beautiful coastline views and a chance to see lighthouses and marine life. It runs along the waterfront, offering stunning views of the harbor and ocean. The trail connects to the Back Cove Trail and Bayside Trail, providing extended routes for exploration. Additionally, they do scenic, music and a mailboat run, with year-round service, operating 365 days a year.
Dinner: Central Provisions
For dinner, try Central Provisions in the Old Port. This popular small plates restaurant offers a diverse menu with dishes like bluefin tuna crudo and bone marrow toast. The menu changes frequently based on seasonal ingredients. Expect to spend about $50-$70 per person for dinner and drinks.
Day 2: Explore Old Port
Portland Head Light
Start your day with a visit to the iconic Portland Head Light in nearby Cape Elizabeth. This historic lighthouse, built in 1791, offers stunning ocean views and fantastic photo opportunities. Finally, admission to Fort Williams Park, where the lighthouse is located, is free.
Love lighthouses? Consider this cruise that shows you 7 of them from the water.
Old Port
Return to Portland and explore the Old Port district. This area is known for its cobblestone streets, 19th-century brick buildings, and numerous shops and galleries. It’s also a great place for souvenir shopping and experiencing Portland’s charm. Located on the southeastern side of the Portland peninsula, overlooking Casco Bay and the Fore River.
For food, it’s known for its diverse and high-quality restaurants, with a range of dining options from seafood to farm-to-table experiences and many craft breweries and bars. It also includes several museums, historical sites, parks, and boutique shops. Finally, we highly recommend stopping by the Holy Donut for some potato donuts locally made in Portland.
Lunch: Duckfat
For lunch, try Duckfat, known for its Belgian-style fries cooked in duck fat and served with various dipping sauces. Additionally, their panini sandwiches are also excellent. This casual eatery is popular, so expect a short wait.
Allagash Brewing Company Tour
Next take a brewery tour at Allagash Brewing Company. Portland is known for its craft beer scene, and Allagash is one of the most renowned breweries in the area. It is known for its Belgian-inspired beers and a number of awards to its name. The tour includes beer tastings and provides insight into the brewing process. They have two tours, one being an hour long ($38), and a shorter 30 minute tour ($20); but both include beer tastings.
Dinner: Fore Street Restaurant
For your final dinner in Portland, visit Fore Street Restaurant. This farm-to-table establishment is a Portland institution known for its wood-fired cooking and locally sourced ingredients. The menu changes daily, but you can expect dishes like wood-oven roasted mussels or turn spit-roasted chicken. Reservations are recommended. Finally, dinner for two with drinks typically costs around $150-$200, so plan ahead if you’re going to add this to your 48-hours in Portland itinerary.
Extra Time? Check Out These Fun Activities
- Portland Observatory: The only remaining historic maritime signal tower in the U.S., offering panoramic views of the city and harbor. It’s a unique historical landmark providing insight into Portland’s maritime history and stunning vistas.
- Victoria Mansion: A well-preserved 19th-century Italianate mansion showcasing period architecture and decor. Offers a glimpse into the opulent lifestyle of the Victorian era and is a National Historic Landmark.
- Portland Science Center: Features rotating exhibits on science, technology, and natural history. It is engaging for both adults and children and provides educational and interactive experiences.
- Portland Farmers’ Market: Held in Deering Oaks Park, this market features local produce, crafts, and food vendors. A great place to experience local culture, taste fresh Maine produce, and support local artisans.
- Maine Narrow Gauge Railroad Co. & Museum: A museum dedicated to preserving Maine’s two-foot gauge railways, featuring train rides along the waterfront. A fun and educational experience for families and train enthusiasts.
- International Cryptozoology Museum: This is the world’s only museum dedicated to the study of hidden or unknown animals, like Bigfoot and the Loch Ness Monster. It offers quirky and intriguing exhibits that appeal to those interested in the unusual and mysterious.
- Portland Stage: A professional theater company offering a variety of performances throughout the year. Provides high-quality live theater productions, enriching Portland’s cultural scene.
- Children’s Museum & Theatre of Maine: This interactive museum and theater are designed for children, featuring hands-on exhibits and performances. They are ideal for families with young children and offer engaging and educational activities.
Looking to explore more of Maine? Here are our recommendations for 35+ Amazing Day Trips starting in Portland.
Things to Know About Spending 48 Hours in Portland, Maine
How To Get To Portland, Maine?
Although Portland is out of the way geographically, many ways exist to access it.
Portland is also the first stop on our Beautiful Coastal Maine Road Trip
How To Get Around Portland?
Portland, Maine, offers a variety of transportation options for residents and visitors. The city has a relatively compact downtown area with a grid-like street layout, making it easy to navigate by car or on foot. For those traveling without a vehicle, Portland provides several public transportation choices. The Greater Portland METRO bus system operates multiple routes throughout the city and neighboring communities, with fares ranging from $2 to $4 for express routes.
Taxis are available, though ride-sharing services like Uber and Lyft have limited availability within the city. While having a car can be convenient for exploring areas outside the city center, Portland’s downtown is quite walkable, and many visitors find it easy to get around on foot or by bike. Car rentals are available at the airport, bus and train stations, and throughout the city. The city’s small size and well-connected public transit make it relatively simple to navigate, especially for those staying in the downtown area or Old Port district.
Where To Stay In Portland, Maine?
Portland Harbor Hotel: This boutique hotel in the heart of Old Port offers elegant rooms with nautical-inspired decor and exceptional service, making it a favorite among visitors seeking a luxurious stay with local charm.
The Press Hotel, Autograph Collection: Housed in the former Portland Press Herald building, this unique hotel features journalism-themed decor and a prime location. Finally, it is perfect for those who appreciate design-forward accommodations with a story.
The Westin Portland Harborview: This centrally located hotel offers panoramic views of the city and harbor from its rooftop bar. It also has spacious rooms and modern amenities, making it a great choice for both business and leisure travelers.
Blind Tiger Portland: This stylish boutique guesthouse in the West End neighborhood features uniquely decorated rooms in a historic mansion, offering a more intimate and personalized lodging experience.
Wrap-Up: 48 Hours In Portland
Spending 48 hours in Portland, Maine, offers a delightful mix of cultural experiences, scenic beauty, and culinary delights. Getting to Portland is convenient, with options including flights, trains, and bus service. Once in the city, getting around is easy thanks to the walkable downtown area, the METRO bus system, and available taxis and ride-sharing services. Additionally, Portland’s friendly locals and its blend of historic charm and modern amenities make it a welcoming destination. Whether you’re exploring its arts district, enjoying fresh seafood, or simply taking in the coastal views, Portland, Maine, promises a memorable and enriching short visit.
