New England’s 10 Best Staycation Spots and Coastal Retreats

New England’s 10 Best Staycation Spots and Coastal Retreats

Ten Essential Staycations and Coastal Retreat Daytrips in Maine

Nestled along the rocky coast of New England is the vibrant, year-round destination of Portland, Maine. Known for its rich maritime history, stunning waterfront views, and vibrant downtown culture, Portland strikes the perfect balance of urban sophistication and old-world charm. Whether you’re checking into one of the best luxury hotels in Maine or enjoying a classic bed and breakfast stay, the city’s walkable downtown makes an ideal hub for your New England staycation or coastal retreat.

Soak up all the city has to offer but clear your calendar to explore our area towns—some of New England’s best-kept secrets, all a short drive away. With year-round activities in Greater Portland, there’s no better place to immerse yourself in coastal charm and natural beauty that New England is famous for.


1. Cape Elizabeth: Beach Walks + Lighthouse History

Portland Head Light on a sunny day; Photo Credit Summer Feet Cycling
Portland Head Light on a sunny day; Photo Credit Summer Feet Cycling

No Coastal Maine travel experience is complete without a visit to Cape Elizabeth, located just 10 minutes from downtown Portland. Take a drive or join a bike, bus, or trolley tour one of our local lighthouses in Maine. Portland Head Light is one of the most photographed lighthouses in America. While Instagrammers get their grid worthy shot, outdoor enthusiasts will get their steps in walking the acres at Fort Williams Park. Learn more.

Local oysters, Photo Courtesy of Sea Glass Restaurant

For a truly luxurious Coastal Maine getaway, stay at the Inn by the Sea. This resort boasts stunning ocean views and a walkable trail to Crescent Beach. The on-site Sea Glass restaurant offers an authentic Maine food + drink experience, serving up fresh, locally-sourced ingredients with a contemporary flair, making it a top pick for high-end vacations in New England.


2. Falmouth: Nature, Islands, and Coastal Living

Falmouth Foreside Coastal With Flowers, Photo Credit: CFW Photography
Falmouth Foreside Coastal With Flowers, Photo Credit: CFW Photography

Falmouth is just north of Portland and offers a blend of rural outdoor activities and waterfront luxury, making it one of the best New England staycation ideas. Visitors can explore Mackworth Island, a small island offering trails, coastal views, and wildlife. Retreat into its peaceful setting and embrace slow travel. Mackworth Island is a great place for those seeking year-round activities in Greater Portland that focus on nature like winter hikes, snowshoeing, and snowmobiling. Learn more.

Falmouth Town Landing, Photo Credits: Serena Folding

Falmouth is also rich in history and art and culture. Local galleries and community events highlight the town’s creative spirit, making it a perfect destination for those who want a quieter, more laid-back experience without sacrificing access to local cultural traditions. Whether you’re planning a weekend escape or a day trip, Falmouth is the great spot to unwind away from the stress of daily life.


3. Freeport: Annual Events + waterfront exploration

Paddleboarding, L.L.Bean Outdoor Discovery Programs. Photo Courtesy of Visit Freeport
Paddleboarding, L.L.Bean Outdoor Discovery Programs. Photo Courtesy of Visit Freeport

Freeport is a waterfront oasis known for its endless eats, arts, and shopping opportunities. With everything from outdoor recreation and coastal cruises to boutique shops and famous outlets, Freeport allows visitors to take in the beauty of the coast year-round, making it a top destination for those seeking easy New England road trips or a relaxing day out. Learn more.

Santa on Truck in Freeport - Sparkle Weekend. Photo Courtesy of Visit Freeport

As the holiday season approaches, Freeport hosts the beloved Sparkle Celebration, a festive event series featuring light shows, parades, and family-friendly activities. The magic continues at L.L.Bean’s flagship store, which transforms during the holiday season with its annual Northern Lights Celebration. This event turns the town into a winter wonderland, complete with twinkling lights and festive holiday displays, making it a must-visit for any New England staycation.


4. Scarborough: Marine Wonders + local wildlife

Wide Shot of Scarborough Marsh, Photo Credit: Cynthia Farr-Weinfeld
Wide Shot of Scarborough Marsh, Photo Credit: Cynthia Farr-Weinfeld

Scarborough is renowned for its expansive beaches and natural beauty, making it a top choice for Coastal Maine getaways. One of the area’s highlights is the Scarborough Marsh, Maine’s largest salt marsh, providing a peaceful retreat for birdwatchers and hikers year-round. Spot great blue herons, egrets, and ospreys, along with several species of ducks and geese as you explore this serene marshland. Learn more.

Scarborough is home to some of Maine’s best coastal experiences. Higgins Beach is an iconic destination for those seeking a staycation in Maine or New England. Known for its soft sandy shoreline and excellent surf conditions, Higgins Beach is particularly popular with surfers and beachcombers. At low tide, visitors can even spot the remnants of a 19th-century shipwreck that emerges from the sands, adding a historical touch to the natural beauty.

Sunrise Surfers, Photo Credits: Colleen Mars

Located just steps away from Higgins Beach, Higgins Beach Inn offers a cozy, seaside retreat with easy access to the shoreline. Whether you’re planning winter getaways in New England or looking for a quiet beachside escape, the inn’s charm makes it a must-visit for any coastal traveler. Visitors can also indulge in local favorites such as Len Libby Chocolates and The Holy Donut, offering must-try experiences that celebrate the authentic flavors and spirit of Coastal Maine.


5. Cumberland: Fair + Festival Traditions

Cumberland Fair, Photo Credits: Serena Folding
Cumberland Fair Photo Credits: Serena Folding

Cumberland, known for its tight-knit community and scenic landscapes, is a top choice for those looking to enjoy outdoor events year-round. From its Cumberland Fair, a crown jewel of Maine’s fall festivals, to its numerous hiking trails and green spaces, this town offers plenty of year-round activities in Greater Portland for the whole family. Learn more.

Cumberland Town Forest. Photo Credit: Serena Folding

For travelers interested in exploring beyond Portland’s city limits, Cumberland offers a peaceful retreat into Maine’s countryside while still being close to the coast. It’s a perfect spot for local weekend trips from Boston or a short drive from Portland for an easy day trip.


6. South Portland: Lighthouses and Coastal Parks

View of Portland Skyline from Across the Bridge in South Portland, Photo Credit: Peter G. Morneau
View of Portland Skyline from Across the Bridge in South Portland, Photo Credit: Peter G. Morneau

Just across the harbor from downtown Portland, South Portland is known for its breweries and dining scene, as well as its many scenic lighthouses and parks. Visitors can explore Spring Point Ledge Light or stroll through Bug Light Park, both offering panoramic views of Casco Bay. A visit to Spring Point isn’t complete without a stay at the McKernan Inn, located nearby on the Southern Maine Community College (SMCC) campus. This charming inn, operated primarily by SMCC students, offers well-appointed rooms with ocean views, making it a unique and relaxing retreat. Learn more.

McKernan Inn Front Exterior. Photo Credit: Emma Downey

With a mix of urban and outdoor experiences, South Portland’s breweries and dining make it a prime spot for foodies, while its historic sites and scenic parks draw visitors back year after year. Whether you’re here for the culture or the scenery, South Portland provides an engaging and relaxing retreat, offering the perfect balance for a New England staycation.


7. Westbrook: atractions, Arts, and Outdoor Fun

Falls Mills Daytime Westbrook, Photo Credit: Cynthia Farr-Weinfeld
Falls Mills Daytime Westbrook, Photo Credit: Cynthia Farr-Weinfeld

Westbrook has quickly become a vibrant community full of innovation and creative energy. Known for its flourishing arts and dining scene as well as ample outdoor activities, Westbrook Maine is well-rounded a wide range of experiences for visitors. From catching live performances at the Westbrook Performing Arts Center to enjoying the scenic trails along the Presumpscot River, this town provides the perfect balance of culture and nature. Learn more.

Picnic Tables at Quarryside at Rock Row. Photo Credit: Lauren Peters / Visit Portland

Adding to the town’s appeal is Rock Row, a dynamic new development blending entertainment, shopping, and dining, making Westbrook an exciting destination for visitors. With Rock Row’s bustling atmosphere and the town’s natural beauty, Westbrook is an ideal spot for local weekend trips from Boston and beyond. Whether you’re seeking a creative escape or a peaceful day outdoors, Westbrook’s blend of innovation and charm is sure to impress.


8. Yarmouth: Coastal Living and Historic Charm

Littlejohn Island Yarmouth, Photo Credit: Serena Folding
Littlejohn Island Yarmouth, Photo Credit: Serena Folding

Just north of Portland, Yarmouth is known for its historic charm, featuring a Main Street lined with shops, cafés, and galleries. The Royal River adds to the town’s scenic beauty, providing opportunities for boating, fishing, and coastal walks. With year-round activities in Greater Portland, Yarmouth is an idyllic destination for visitors looking to explore Maine’s quieter side. Learn more.

Steak Main at Gather, Photo Credit: Capshore Photography

Its rich history and proximity to Portland make Yarmouth a great addition to any New England staycation itinerary. Whether you’re exploring the harbor or diving into the town’s upscale dining offerings, like Gather. Yarmouth offers a peaceful coastal retreat.


9. Gorham: College Town Charm and Outdoor Adventure

Gorham Whiskey Bar, Photo Credit: Serena Folding
Gorham Whiskey Bar, Photo Credit: Serena Folding

Just 9 miles outside of Portland, Gorham combines the charm of a college town with the serene beauty of Maine’s countryside. Known for its historic architecture and lively community, Gorham offers a rich blend of art, culture, and outdoor exploration. The University of Southern Maine’s (USM) Gorham campus adds to the town’s vibrant atmosphere, especially with the university’s theater department regularly hosting performances that draw both locals and visitors. Gorham’s combination of historic allure and cultural vitality makes it a dynamic spot for visitors looking to immerse themselves in Maine’s small-town charm. Learn more.

Cityscape of USM, Photo courtesy of Corey Templeton

For outdoor lovers, Gorham is surrounded by several scenic parks and trails. Explore the Presumpscot River Preserve, which offers beautiful riverside walks, or venture to Shaw Park, where visitors can enjoy hiking and picnicking by the water. Little River Reserve is another hidden gem, featuring peaceful wooded trails ideal for quiet nature walks. Whether you’re seeking adventure or relaxation, Gorham’s perfect mix of history, natural beauty, and cultural attractions makes it a must-visit for any New England vacation.


10. Pownal: Escape to Open Spaces

Bradbury Mountain, Photo Credit: Tim Greenway
Bradbury Mountain, Photo Credit: Tim Greenway

For those who love outdoor adventure, Pownal in winter offers the perfect escape. Bradbury Mountain State Park is a hidden gem, providing opportunities for snowshoeing, cross-country skiing, and winter hikes. The park’s snow-covered trails lead to breathtaking views from the summit, where the frosty landscape stretches for miles. Whether you’re trekking through peaceful woods or enjoying the crisp, fresh air atop the mountain, Bradbury offers an ideal setting to embrace Maine’s winter beauty. Learn more.

Hiking at Bradbury Mountain in Fall. Photo Courtesy of Visit Freeport.

If you’re seeking a quiet retreat from fast-paced daily life, Pownal’s wide-open spaces and rural charm make it an ideal destination. Known for its scenic landscapes and peaceful atmosphere, Pownal is perfect for anyone wanting to experience the simplicity and tranquility of a New England staycation.


What’s Next? Plan Your Staycation or Coastal Retreat Today

Ready to plan your Portland Maine staycation and explore the surrounding towns on an easy New England road trip?

  • Working Waterfront, Photo Credits; Serena Folding
  • Oysters on Seacoast Tours of Freeport Cruise, Photo Credit: Knack Factory
  • Westbrook Riverfront, Photo Credit: Cynthia Farr-Weinfeld
  • Lighthouse Bikes, Photo Credits: Serena Folding
  • Casco Bay Lines Ferry. Photo Credit: Capshore Photography
  • Family at Scarborough Marsh, Photo Credit: Knack Factory
  • Portland Head Light; Photo Credit: Lauren Peters at Visit Portland