Top 20 Best Things To Do In Portland Maine This Weekend

If you’re looking for fun things to do in Portland, Maine, this weekend, you’re in the right place! Portland is a charming city filled with exciting activities, great food, and beautiful views. Whether you love art, outdoor adventures, or tasty treats, there’s something for everyone. You can enjoy fresh seafood, visit unique shops, or take a stroll along the waterfront.

Today, we’ll share some great ideas to help you make the most of your weekend. We’ve picked out events and activities that will make your time in Portland unforgettable. So, grab your friends or family, and get ready for a fantastic weekend!

Things To Do In Portland Maine This Weekend

1. Stroll along the Historic Old Port District’s cobblestone streets for shopping and dining

The Historic Old Port District in Portland is a vibrant area filled with charm. Walking along the cobblestone streets, you’ll feel the history surrounding you. The area is home to unique shops, boutiques, and various dining options.

Explore the delightful storefronts that showcase local artisans and crafts. You’ll find everything from handmade jewelry to local art. Take your time browsing; there’s always something new to discover. Local shops welcome visitors, creating a friendly shopping experience.

Once you’ve shopped, enjoy a meal at one of the many fantastic restaurants. Seafood is a must-try here, with fresh catches coming in daily. From casual bites to fine dining, there’s something for everyone’s palate.

Don’t miss out on the lively atmosphere of the area. Street performers often entertain visitors, adding to the fun vibe. Whether you’re enjoying a sunny afternoon or a cozy evening, the Old Port has a wonderful atmosphere.

A stroll through this district is an experience you won’t forget. It’s a blend of shopping, dining, and historic charm.

Address: 1 Commercial St, Portland, ME 04101.

2. Visit the Portland Head Light at Fort Williams Park for stunning ocean views

The Portland Head Light is one of the most iconic landmarks in Maine. Located in Fort Williams Park, this historic lighthouse dates back to 1791. The stunning ocean views from the site are a perfect backdrop for photos and memories.

Visitors can explore the well-maintained grounds of Fort Williams Park. Numerous walking trails weave through the park, offering different vantage points of the lighthouse and ocean. Pack a picnic and enjoy the scenery while soaking up the sun.

The lighthouse itself is often open for tours during the summer months. Climbing to the top provides a breathtaking 360-degree view of the coastline. Don’t forget your camera; the stunning views are picture-perfect!

Nearby, you can also explore the old fort ruins. They offer a glimpse into history and are certainly worth checking out. Kids can enjoy the playgrounds while parents relax nearby.

A visit to Portland Head Light is a delightful way to spend a day. It combines natural beauty with rich history for a memorable experience.

Address: 1000 Shore Rd, Cape Elizabeth, ME 04107.

3. Take a ferry to Peaks Island for a day of biking and exploring

Taking a ferry to Peaks Island is an adventure waiting to be had. Just a short ride from Portland, this charming island offers a relaxing getaway. The ferry ride provides stunning views of the ocean and surrounding islands.

Once you arrive, you can rent bikes to explore the island. Cycling along the scenic paths takes you through picturesque neighborhoods and along the waterfront. The gentle slopes make it enjoyable for all skill levels.

Don’t forget to stop by the small shops and eateries on the island. They offer local treats and unique souvenirs. A visit to the island isn’t complete without enjoying fresh seafood at one of the local restaurants.

Take some time to visit the beautiful beaches as well. Relaxing by the shore or taking a dip in the water is a great way to spend your day. The island’s tranquility feels like a world away from the city.

Returning to Portland after a day on Peaks Island feels refreshing, filled with lasting memories of natural beauty.

Address: 54 Commercial St, Portland, ME 04101 (Ferry Terminal).

4. Discover local seafood at the Portland Fish Market on the waterfront

The Portland Fish Market is a must-visit for seafood lovers. Located right on the waterfront, it offers a direct connection to the ocean’s bounty. The market is known for its incredibly fresh seafood, including lobster, clams, and locally caught fish.

As you walk through the market, you’ll see vendors showcasing their freshest catches. Many are happy to share recipes and cooking tips, making it an interactive experience. You can even purchase seafood to take home or to eat right there.

Sampling fresh seafood right at the market is a highlight. Many vendors offer prepared dishes for you to enjoy with a scenic view of the harbor. Indulging in a lobster roll or clam chowder while enjoying the ocean breeze is unforgettable.

In addition to seafood, the market also features local crafts and specialties. It’s an excellent place to pick up unique souvenirs from your Portland trip. The atmosphere is lively and showcases the community’s love for its maritime heritage.

A visit to the Portland Fish Market provides a taste of coastal life. It’s a delightful experience for anyone visiting the city.

Address: 68 Commercial St, Portland, ME 04101.

5. Tour the Maine Maritime Museum to learn about the region’s seafaring history

The Maine Maritime Museum is a fascinating place to dive into the region’s rich maritime history. Located along the Kennebec River, the museum showcases exhibits dedicated to shipbuilding, fishing, and the importance of the sea to Maine.

Visitors can explore a variety of exhibits that include ship models, photographs, and artifacts. Interactive displays engage guests of all ages, making learning fun and interesting. You’ll gain insight into the lives of seafarers who helped shape the state’s history.

Don’t miss the chance to take a guided tour of the museum’s historic shipyard. You’ll learn about the shipbuilding process and view classic wooden boats. The knowledgeable staff are eager to share captivating stories about Maine’s maritime heritage.

The museum also offers scenic river cruises during the warmer months. These cruises allow visitors to see stunning views from the water while learning more about local ship history. It’s a wonderful way to experience the beauty of the Kennebec River.

A day at the Maine Maritime Museum enriches your understanding of Maine’s coastal culture. It’s an educational experience that leaves lasting memories.

Address: 243 Washington St, Bath, ME 04530.

6. Enjoy craft beer tastings at Allagash Brewing Company

Allagash Brewing Company is a haven for craft beer enthusiasts. Located in Portland, this brewery offers a range of unique and flavorful beers. The brewery is known for its Belgian-style brews, made with quality ingredients and passion.

Visitors can take guided tours of the brewery to learn about the beer-making process. You’ll see how the brews come to life from start to finish. The guides are friendly and knowledgeable, ensuring an engaging experience for everyone.

After the tour, enjoy a tasting session featuring a selection of beers. You can sample various styles, from adventurous IPAs to rich, dark stouts. The tasting room provides a welcoming atmosphere, perfect for relaxing with friends.

In addition to great beer, Allagash often hosts fun events and food trucks. It’s a fantastic way to experience local culture while enjoying delicious food and beer pairings. Don’t forget to check their schedule for special events and releases!

A trip to Allagash Brewing Company is a delightful addition to your Portland itinerary. It’s a celebration of local brewing traditions in a vibrant setting.

Address: 50 Industrial Way, Portland, ME 04103.

7. Relax at the Eastern Promenade with scenic views of Casco Bay

The Eastern Promenade is a beautiful park located along the waterfront. This area offers stunning views of Casco Bay, making it a perfect spot to relax. Whether you’re enjoying a picnic or simply soaking in the scenery, the promenade provides a tranquil escape.

Visitors can walk along the paved path that winds through the park. There are plenty of benches to sit and enjoy the view. The sight of boats sailing and the sound of the waves create a serene atmosphere.

The park also features a lovely beach area. You can take a dip in the bay or sunbathe during warm days. The beach is family-friendly, making it a great spot for kids to play.

In addition to its natural beauty, the Eastern Promenade hosts various events throughout the year. From outdoor concerts to festivals, there’s always something happening to engage visitors and locals alike.

Whether you’re seeking relaxation or adventure, the Eastern Promenade has something for everyone. It’s a perfect place to unwind while experiencing the beauty of Portland.

Address: Eastern Promenade, Portland, ME 04101.

8. Experience the arts at the Portland Museum of Art

The Portland Museum of Art is a treasure trove for art lovers. It houses a diverse collection, including American, European, and contemporary works. Visitors can explore exhibitions that span various artistic movements and periods, providing an enriching experience.

Walking through the museum’s galleries, you’ll encounter pieces from notable artists such as Winslow Homer and Edward Hopper. The museum also features unique artworks by local Maine artists, merging history with current expressions.

The architecture of the museum itself is worth noting. The blend of historic and modern designs creates a stunning atmosphere for viewing art. Many visitors enjoy the light-filled spaces that enhance the art experience.

The museum offers engaging programs and events, including lectures, workshops, and family-friendly activities. It’s great for visitors of all ages, ensuring everyone can enjoy and appreciate the arts.

A visit to the Portland Museum of Art is not just an outing; it’s a cultural experience. The vibrant art scene here inspires creativity and appreciation for the arts.

Address: 7 Congress Square, Portland, ME 04101.

9. Try local treats at the Portland Farmers’ Market in the heart of the city

The Portland Farmers’ Market is a lively place to discover local flavors. Held in the heart of the city, this market brings together local farmers, artisans, and food producers. It’s a fantastic spot to experience the freshest produce and handmade goods.

As you stroll through the market, you’ll find colorful fruits and vegetables, homemade jams, fresh baked goods, and more. The vendors are always happy to share their stories and offer samples, making it a fun experience for food lovers.

Many people come to enjoy breakfast at the market. Local vendors serve delicious prepared foods, allowing visitors to taste the region’s culinary delights. Whether you’re sipping fresh cider or devouring a pastry, you’ll enjoy local specialties.

The market fosters a strong sense of community, bringing neighbors and visitors together. It often features live music, enriching the vibrant atmosphere and creating a joyful environment.

Visiting the Portland Farmers’ Market is a delightful way to support local businesses while enjoying the best of Maine’s flavors. It’s an experience you won’t want to miss!

Address: 98-100 Monument Square, Portland, ME 04101.

10. Attend a live performance at the Merrill Auditorium

The Merrill Auditorium is a premier venue for live performances in Portland. Hosting a variety of events, including concerts, ballets, and theater productions, this historic space is known for its excellent acoustics and beautiful architecture.

Visitors can enjoy performances from local artists, national touring companies, and world-class musicians. The diverse schedule ensures there’s something for everyone, whether you love classical music, contemporary shows, or theater.

The ambiance of the auditorium adds to the experience. With its elegant interior, attending a performance here feels special and memorable. Arriving early allows visitors to admire the architecture and perhaps enjoy a pre-show drink.

Check their schedule for upcoming events and ticket availability. Joining the audience for a live performance is an enjoyable way to immerse yourself in Portland’s vibrant cultural scene.

Attending a show at the Merrill Auditorium is a perfect addition to any trip. It offers an engaging evening filled with art and entertainment.

Address: 20 Myrtle St, Portland, ME 04101.

11. Go whale watching on a cruise from Long Wharf

Whale watching from Long Wharf is an exciting adventure! Experience the thrill of seeing these majestic creatures in their natural habitat. Several companies offer whale watching cruises that depart from the bustling Long Wharf area in Portland.

The cruises typically last around three to four hours, giving you plenty of time to spot orcas, humpbacks, and minke whales. Knowledgeable guides share information about the whales and their habitats, making the experience educational and fun!

As you sail through the beautiful waters of Casco Bay, keep an eye out for seals and other marine wildlife. The scenic views of the coastline from the boat are just an added bonus to the thrill of whale watching.

Make sure to dress appropriately for the weather and bring a camera to capture the unforgettable moments. Whale watching creates lasting memories for families, couples, and friends alike.

A whale watching adventure is a must-do in Portland. It’s a fantastic way to connect with nature and appreciate Maine’s incredible marine life.

Address: 56 Commercial St, Portland, ME 04101 (Long Wharf).

12. Visit the Victoria Mansion for a glimpse of 19th-century architecture

The Victoria Mansion is a stunning example of 19th-century American architecture. Located in Portland, this beautifully preserved house offers a glimpse into the luxurious lifestyle of the 1800s. Built in the Italianate style, it features intricate details and grand rooms.

Visitors can take guided tours to learn about the mansion’s history and the families that lived there. The ornate interiors, complete with original furnishings and decorative arts, provide a fascinating insight into the past. Each room tells a story of a time long gone.

The mansion also hosts special events and exhibitions throughout the year. It’s a great way to keep the experience fresh and engaging. With the changing seasons, the gardens surrounding the mansion also provide beautiful landscapes.

A tour of the Victoria Mansion is both educational and inspiring. You’ll walk away with a deeper appreciation for the craftsmanship and individual stories from the past.

Exploring this historical gem is a highlight of any visit to Portland. It combines history, architecture, and beauty all in one location.

Address: 109 Park St, Portland, ME 04101.

13. Check out the street art and murals in the West End neighborhood

Exploring the West End neighborhood in Portland is a visual delight. The streets are filled with vibrant street art and murals, showcasing the creativity of local artists. Taking a stroll through this area feels like walking through an outdoor gallery.

Each mural tells a story, reflecting the culture and spirit of the community. From large-scale pieces to smaller installations, you’ll find art around every corner. Take your time to appreciate the details and the thought behind each piece.

In addition to murals, the West End boasts charming streets lined with unique shops and cafes. Stop by a local coffee shop to enjoy a drink while admiring the art. It’s a great way to experience local culture.

Consider taking a guided art tour to learn about the artists and their inspirations. This adds depth to your experience and helps you connect with the creative community.

Whether you’re an art enthusiast or just exploring, the street art in the West End provides a fun and engaging atmosphere. It’s a unique aspect of Portland you won’t want to miss.

Address: West End Neighborhood, Portland, ME 04101.

14. Explore the unique shops and galleries in the Arts District

The Arts District in Portland is a vibrant hub for creativity and culture. This area is filled with unique shops and galleries that showcase local art and crafts. Visitors can spend hours exploring the many stylish boutiques and studios.

Each shop offers something special, from handmade jewelry to contemporary art pieces. The local artisans often share their stories, adding a personal touch to each purchase. It’s a wonderful opportunity to find one-of-a-kind souvenirs.

In addition to shops, the Arts District features numerous galleries with rotating exhibitions. You’ll see works from emerging artists and established names. Some galleries host opening receptions, providing a chance to meet the artists and learn about their creative processes.

Don’t forget to check their calendars for art walks and special events. These take place regularly and allow you to experience the community’s vibrant culture.

Exploring the Arts District is an enriching experience. It combines shopping, art, and community in a delightful way.

Address: Arts District, Portland, ME 04101.

15. Savor baked goods at the famous Holy Donut

The Holy Donut is a must-visit for those with a sweet tooth. Located in Portland, this bakery is famous for its delicious and diverse range of donuts. Made with locally sourced potatoes, the donuts have a unique, fluffy texture that keeps customers returning.

With flavors ranging from classic glazed to inventive seasonal varieties, there’s something for everyone. Must-try options include the maple bacon and dark chocolate sea salt. Each donut is made fresh daily, ensuring the highest quality.

The ambiance inside the bakery is warm and inviting. You can relax and enjoy your treats with a cup of coffee. The friendly staff also adds to the cheerful atmosphere, making every visit enjoyable.

Don’t leave without trying their unique seasonal offerings. These limited-time flavors add excitement and variety to the menu. It’s a fun way to indulge in something special.

A trip to Holy Donut is not just about satisfying your sweet cravings; it’s a delightful experience that showcases local flavors and creativity.

Address: 7 Exchange St, Portland, ME 04101.

16. Walk through the historic Fort Shawmut Park

Fort Shawmut Park is a historical gem located along the coast of Portland. Once a military fort, the park now serves as a scenic spot for walking and exploration. Visitors can stroll along the well-maintained paths while enjoying views of the water.

The park features informative signs that detail its history and significance during the Civil War. Exploring the remnants of the fort offers a glimpse into Maine’s military past. It’s a fascinating experience for history enthusiasts and families alike.

In addition to history, the park is a great place to connect with nature. Tall trees provide shade as you walk, and the sounds of birds create a peaceful atmosphere. Bring a picnic to enjoy in designated areas within the park.

Fort Shawmut Park is also a popular spot for photography, especially during sunset. The vibrant colors create captivating backdrops for photos.

A visit to Fort Shawmut Park combines history with natural beauty, making it a worthwhile addition to your Portland itinerary.

Address: Fort Shawmut Park, Cape Elizabeth, ME 04107.

17. Take a guided food tour to sample Portland’s culinary delights

Embarking on a guided food tour in Portland is a fantastic way to explore the city’s vibrant culinary scene. These tours are led by knowledgeable locals who share their insights and favorite spots. You’ll experience diverse flavors and dishes from a variety of eateries.

During the tour, you can sample everything from fresh seafood to artisanal cheeses and sweet desserts. Each stop introduces you to unique local specialties, providing an unforgettable gastronomic experience. The tours cater to all tastes and dietary needs.

The guides often share stories about the history of the food scene in Portland. Learning about the local culture adds depth to the culinary experience. You’ll gain insights into where ingredients come from and the inspiration behind different dishes.

Food tours are also an excellent opportunity to meet fellow food lovers. Enjoying delicious food with others fosters a sense of community and connection.

A guided food tour is a delicious way to discover Portland. It combines culture, history, and cuisine in a fun, engaging way.

Address: Various locations in Portland, ME 04101.

18. Experience the vibrant atmosphere at Portland’s First Friday Art Walk

Portland’s First Friday Art Walk is a lively celebration of local art and culture. Held on the first Friday of each month, the event draws crowds to the Arts District. Visitors can explore galleries, meet artists, and experience live music, creating an enjoyable evening.

Each participating gallery opens its doors to showcase new exhibitions and highlight local artists. It’s a fantastic opportunity to discover emerging talent and established names. Many artists are present to discuss their work, making it an interactive and enriching experience.

The festive atmosphere is complemented by street performers and pop-up stalls showcasing local crafts. Art lovers can wander the streets, enjoying the creativity that fills the air.

Restaurants and cafes often extend their hours, offering specials for art walk attendees. Grab a bite to eat or a drink while enjoying the vibrant scene. It’s a great way to support Portland’s local businesses as well.

Participating in First Friday Art Walk is an unforgettable experience that showcases Portland’s artistic spirit and community connection.

Address: Arts District, Portland, ME 04101.

19. Visit the Maine Historical Society for local history exhibits

The Maine Historical Society offers an intriguing look into the state’s rich history. Located in Portland, the society features a variety of exhibits that cover different aspects of Maine’s heritage. From Native American history to contemporary issues, there’s something for everyone.

Visitors can explore the museum’s extensive collection of artifacts, photographs, and documents. The displays are thoughtfully curated, making the history engaging and accessible. The knowledgeable staff are always available to provide insights and answer questions.

In addition to static exhibits, the society often hosts special events, lectures, and workshops. Engaging with local historians creates opportunities to delve deeper into specific topics.

Don’t forget to check out the library on-site, which holds a wealth of resources for anyone interested in Maine’s history. It’s a great place for researchers or those who simply want to learn more.

A visit to the Maine Historical Society is a valuable addition to any trip to Portland. It offers a unique blend of education and inspiration, helping you connect with the past.

Address: 489 Congress St, Portland, ME 04101.

20. Enjoy a sunset dinner cruise to admire the beauty of Casco Bay

Taking a sunset dinner cruise in Casco Bay is a magical experience. As the sun sets over the water, you’ll be treated to breathtaking views of the coastline and islands. Numerous companies offer these memorable cruises, providing delicious meals and exceptional service.

During the cruise, enjoy a delightful dinner while taking in the stunning scenery. Many cruises feature fresh, local seafood dishes that highlight the flavors of Maine. The relaxing ambiance makes for a perfect evening with friends or loved ones.

The onboard experience is enhanced by live music or scenic narration about the area’s history and landmarks. Relaxing on deck while listening to soothing sounds adds to the ambiance.

As the sun dips below the horizon, watch the sky transform with a palette of vibrant colors that reflect on the water. It’s a breathtaking sight that creates unforgettable memories.

A sunset dinner cruise is an extraordinary way to experience Casco Bay. It combines fine dining with spectacular views in a unique setting.

Address: Various locations in Portland, ME 04101 (Cruise departure points).

Final Thoughts

Portland, Maine, is a city filled with rich history, stunning landscapes, and vibrant culture. Whether you’re exploring historic landmarks, indulging in fresh seafood, or enjoying the lively arts scene, there’s something for everyone in Portland. Each attraction offers a unique experience, contributing to the city’s charm and appeal.

From scenic waterfronts to engaging museums, and delightful gastronomic adventures, your time in Portland will be filled with fun and discovery. As you leave, the memories of Portland’s beauty, warmth, and welcoming spirit will beckon you to return and explore even more. This coastal city of Maine promises a diverse experience that stays with you long after your visit.

For those looking to explore more travel ideas, consider browsing things to do in New Hampshire or check out summer adventures in Chicago. Each destination offers opportunities for unique experiences and unforgettable memories!