Boston To Kennebunkport Road Trip: The 10 Best Stops

road trip: 10 best stops

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Embark on an unforgettable Boston to Kennebunkport road trip and discover the beauty of New England along the way. This scenic journey offers a perfect blend of coastal charm, historic sites, and picturesque landscapes. With multiple route options available, including I-95 N and US-1 N, travelers can customize their itinerary to suit their preferences. Covering approximately 85 miles, the drive typically takes around 1.5 to 2 hours, depending on traffic conditions.

As you venture from Boston to Kennebunkport, be sure to make some top stops along the route. Start your adventure by exploring the vibrant city of Boston, known for its rich history and cultural attractions. Then, head north towards Salem, where you can delve into the town’s spooky past and visit the Witch Trials Memorial. Further along the journey, make a pit stop in Portsmouth, NH, a charming coastal town with a bustling downtown area and scenic waterfront views.

Once you reach Kennebunkport, you’ll be greeted by its idyllic coastal beauty and quaint New England charm. Explore the town’s pristine beaches, historic landmarks, and upscale boutiques. Don’t miss the chance to indulge in fresh seafood at one of the local restaurants or take a scenic boat tour along the coast.

Whether you’re a history buff, nature enthusiast, or foodie, the Boston to Kennebunkport road trip offers something for everyone. So pack your bags, hit the road, and get ready for an unforgettable journey through the heart of New England.

Salem, Massachusetts

Essential Information

– Route options: Easily accessible from Boston via I-95 N
– Opening hours: Varies by attraction, generally 9 am – 5 pm
– Fee: Some attractions have entry fees, while others are free
– Visit duration: Half a day to a full day
– Ideal for: History buffs, culture enthusiasts, and those interested in the supernatural

Why is it a must stop

Salem, Massachusetts, a historic coastal town known for its infamous witch trials of 1692, is a must-stop on your road trip itinerary. Dive into the chilling history of the Salem Witch Trials by visiting the Salem Witch Museum, where life-sized figures and narrations bring this dark chapter to life. Stroll along the cobblestone streets of the historic district, lined with charming colonial architecture and quaint shops selling everything from spell books to witch-themed souvenirs.

For a deeper dive into the occult, explore the House of the Seven Gables, made famous by Nathaniel Hawthorne’s novel. Step inside this 17th-century mansion and uncover its mysterious past. If you’re feeling brave, embark on a ghost tour to discover Salem’s haunted past and eerie legends.

Salem isn’t just about witchcraft; it also boasts maritime history. Visit the Salem Maritime National Historic Site to learn about the town’s seafaring heritage and explore historic ships and waterfront attractions. Don’t miss the Peabody Essex Museum, home to a diverse collection of art and cultural artifacts that showcase Salem’s global connections.

After a day of exploring, unwind at one of Salem’s cozy cafes or seafood restaurants, savoring fresh lobster rolls and clam chowder. Whether you’re intrigued by history, fascinated by the supernatural, or simply seeking a unique stop on your road trip, Salem, Massachusetts, offers a captivating blend of the past and present that will leave you spellbound.

Portsmouth, New Hampshire

Essential Information

– Route options: Easily accessible from Boston to Kennebunkport
– Opening hours: Varies by attraction
– Fee: Some attractions may have admission fees
– Visit duration: Half a day to a full day
– Ideal for: History buffs, foodies, and outdoor enthusiasts

Why is it a must stop

Portsmouth, New Hampshire, is a must-stop on your road trip for its charming blend of history, culture, and coastal beauty. Start your day exploring Strawbery Banke Museum, an outdoor history museum showcasing restored homes from the 17th to 19th centuries. Next, wander through Market Square, lined with boutique shops and eateries offering fresh seafood and local specialties.

For a dose of maritime history, visit the USS Albacore Museum, a unique submarine museum where you can tour the USS Albacore submarine. Nature lovers can head to Prescott Park, a waterfront park with beautiful gardens and river views, perfect for a leisurely stroll or a picnic.

Don’t miss a visit to the historic Portsmouth Harbor Lighthouse, offering panoramic views of the coast. End your day with a scenic drive along the coastal roads, taking in the picturesque views of the Atlantic Ocean.

Whether you’re interested in history, food, or outdoor adventures, Portsmouth, New Hampshire, offers something for every traveler passing through on a road trip.

Ogunquit, Maine

Essential Information

– Route Options: Take I-95 N from Boston to Ogunquit, Maine
– Opening Hours: Varies by attraction, typically 9am-5pm
– Fee: Admission fees may apply to certain attractions
– Visit Duration: Half a day to a full day
– Ideal For: Families, couples, nature lovers

Why is it a must stop

Ogunquit, Maine, a charming coastal town, is a must-stop on your road trip from Boston to Kennebunkport. Known for its picturesque Marginal Way, a scenic cliffside walk offering breathtaking ocean views, Ogunquit is a haven for nature enthusiasts. Stroll along the pristine sandy shores of Ogunquit Beach, perfect for a relaxing break from the road.

For art aficionados, the Ogunquit Museum of American Art showcases a diverse collection of American artwork, including paintings, sculptures, and photographs. History buffs can explore the fascinating Ogunquit Heritage Museum, delving into the town’s rich past through exhibits and artifacts.

Indulge in fresh seafood at one of the local eateries, savoring classic Maine lobster rolls or clam chowder. Don’t miss the chance to shop for unique souvenirs at the boutiques and galleries scattered throughout the town.

Adventure seekers can embark on a kayaking excursion along the Ogunquit River or enjoy a scenic cruise to spot seals and other marine wildlife. Cap off your visit with a show at the Ogunquit Playhouse, a renowned theater hosting Broadway productions and musical performances.

With its blend of natural beauty, cultural attractions, and culinary delights, Ogunquit, Maine, offers a memorable stop on your road trip itinerary.

York, Maine

Essential Information

– Route options: Easily accessible from Boston to Kennebunkport
– Opening hours: Varies by attraction
– Fee: Some attractions may have entrance fees
– Visit duration: Half a day to a full day
– Ideal for: Families, history buffs, beach lovers

Why is it a must stop

York, Maine is a must-stop on your road trip for its charming coastal beauty and rich history. Begin your visit at Nubble Lighthouse, one of the most photographed lighthouses in the country. Take in the breathtaking views of the rugged coastline and capture memorable photos.

Next, explore York’s historic district, where you can stroll along the quaint streets lined with colonial-era buildings. Visit the Old Gaol, a former jail turned museum, to learn about the town’s intriguing past.

For nature lovers, York Beach offers a picturesque setting with soft sandy shores and rolling waves. Relax on the beach, take a refreshing dip in the ocean, or enjoy a leisurely walk along the scenic Marginal Way.

Don’t miss a visit to the York Wild Kingdom, a family-friendly zoo and amusement park featuring exotic animals and thrilling rides. It’s a perfect stop for families with kids looking for some fun and entertainment.

In conclusion, York, Maine offers a perfect blend of history, natural beauty, and family-friendly attractions, making it a must-stop destination on your road trip from Boston to Kennebunkport.

Wells, Maine

Essential Information

– Route Options: Take I-95 N from Boston to Wells, Maine.
– Opening Hours: Varies by attraction, typically 9 am to 5 pm.
– Fee: Admission fees may apply to certain attractions.
– Visit Duration: Half a day to a full day.
– Ideal For: Families, nature lovers, beach enthusiasts.

Why is it a must stop

Wells, Maine, along the scenic route from Boston to Kennebunkport, is a must-stop destination for road trippers seeking a mix of coastal charm and outdoor adventures. Start your visit by exploring Wells Beach, a pristine stretch of sand perfect for a leisurely stroll or a relaxing sunbathing session. For those looking to get active, head to Rachel Carson National Wildlife Refuge for birdwatching and hiking trails that offer stunning views of the marshlands.

After soaking up the natural beauty, make your way to the Wells Reserve at Laudholm, a historic saltwater farm that now serves as an educational center with walking trails through diverse ecosystems. History buffs will appreciate a visit to the Wells Historical Society Museum, showcasing artifacts and exhibits that tell the story of the town’s past.

No trip to Wells is complete without sampling fresh seafood, and the local lobster shacks are a must-visit for a taste of Maine’s culinary delights. Don’t forget to pick up some souvenirs at the quaint shops along Route 1, where you can find unique gifts and locally made crafts to remember your road trip by.

Whether you’re seeking relaxation on the beach, outdoor adventures in nature, or a taste of Maine’s coastal culture, Wells offers a diverse range of attractions that make it a perfect pit stop on your road trip itinerary.

## Biddeford, Maine

Essential Information

– Route Options: Take I-95 N from Boston to Biddeford, then continue on ME-111 N to Kennebunkport.
– Opening Hours: Varies by attraction, typically 9 am to 5 pm.
– Fee: Admission fees may apply to certain attractions.
– Visit Duration: Half a day to a full day.
– Ideal For: History buffs, beach lovers, and food enthusiasts.

Why is it a must stop

Biddeford, Maine, offers a delightful mix of history, culture, and natural beauty that makes it a must-stop on your road trip. Start your exploration at the Biddeford Mills Museum, where you can learn about the city’s industrial past and the role of textile manufacturing in shaping its identity.

For a taste of the outdoors, head to the nearby Biddeford Pool Beach for a relaxing stroll along the sandy shores or a refreshing dip in the Atlantic Ocean. Nature enthusiasts will appreciate the scenic views and birdwatching opportunities at the Rachel Carson National Wildlife Refuge.

Foodies will be delighted by the local culinary scene in Biddeford. Make sure to stop by Palace Diner, a historic dining car serving up delicious comfort food, or sample fresh seafood at one of the waterfront restaurants.

Before you continue your journey to Kennebunkport, take a leisurely walk through Biddeford’s charming downtown area, dotted with unique shops, art galleries, and cafes. Biddeford, Maine, may be a small town, but its big charm and diverse attractions make it a memorable stop on your road trip itinerary.

Old Orchard Beach, Maine

Essential Information

– Route Options: Easily accessible from Boston to Kennebunkport route.
– Opening Hours: Varies by season, typically open during daylight hours.
– Fee: Free admission to the beach, some activities may have fees.
– Visit Duration: Half a day to a full day.
– Ideal For: Families, beach lovers, and road trippers.

Why is it a must stop

Old Orchard Beach, Maine, is a quintessential New England coastal town that offers a perfect blend of relaxation and entertainment for road trippers. The main attraction here is the pristine seven-mile stretch of sandy beach, where visitors can soak up the sun, swim in the refreshing Atlantic waters, or simply enjoy a leisurely stroll along the shore.

For those seeking a bit more excitement, Old Orchard Beach boasts a lively pier lined with shops, restaurants, and amusement park rides. Take a spin on the iconic Ferris wheel for panoramic views of the coastline, or challenge your friends to a game of mini-golf at one of the many seaside courses.

Foodies will delight in the fresh seafood offerings at local eateries, from classic lobster rolls to clam chowder served with a side of ocean views. Don’t miss the chance to indulge in some homemade saltwater taffy or cool off with a scoop of creamy gelato from one of the charming ice cream parlors.

Outdoor enthusiasts can explore the nearby nature trails or rent a bike to pedal along the scenic coastal route. And for those looking to take a piece of Old Orchard Beach home with them, the town’s boutiques and souvenir shops offer a variety of unique gifts and mementos.

Whether you’re looking to unwind on the beach, enjoy some classic seaside fun, or simply take in the laid-back coastal vibes, Old Orchard Beach, Maine, is a must-stop destination on your road trip itinerary.

Scarborough, Maine

Essential Information

– Route Options: Easily accessible from Boston to Kennebunkport route
– Opening Hours: Varies by attraction, typically 9 am to 5 pm
– Fee: Some attractions may have entrance fees, check individual websites
– Visit Duration: Half a day to a full day
– Ideal For: Families, nature lovers, outdoor enthusiasts

Why is it a must stop

Scarborough, Maine, along the road trip from Boston to Kennebunkport, offers a delightful blend of coastal charm and outdoor adventures. One of the must-visit attractions is Scarborough Beach State Park, where visitors can soak up the sun, swim in the refreshing waters, or take a leisurely stroll along the sandy shores. For nature enthusiasts, the Scarborough Marsh Audubon Center provides a unique opportunity to explore Maine’s largest salt marsh through guided tours or kayaking adventures.

If you’re a history buff, the iconic Portland Head Light, located just a short drive away, offers stunning views of the rugged coastline and a glimpse into Maine’s maritime past. Don’t miss the opportunity to indulge in fresh seafood at one of the local eateries, where you can savor lobster rolls or clam chowder, a true taste of New England cuisine.

For those seeking a bit of retail therapy, the Maine Mall is a shopper’s paradise with a wide range of stores to browse. Outdoor enthusiasts will appreciate the hiking trails at Scarborough Land Trust or the Scarborough River Wildlife Sanctuary, perfect for birdwatching and peaceful nature walks.

Whether you’re looking to relax on the beach, explore the great outdoors, or simply enjoy the coastal scenery, Scarborough, Maine, is a must-stop destination on your road trip itinerary.

Cape Elizabeth, Maine

Essential Information

– Route options: Easily accessible from Boston to Kennebunkport route
– Opening hours: Most attractions open year-round, check specific sites for details
– Fee: Some attractions may have entrance fees, while others are free
– Visit duration: Half a day to a full day
– Ideal for: Nature lovers, history enthusiasts, and those seeking coastal charm

Why is it a must stop

Cape Elizabeth, Maine, is a must-stop destination on your road trip for its picturesque coastal beauty and rich historical sites. Begin your exploration at the iconic Portland Head Light, one of the oldest lighthouses in the country. Marvel at the stunning views of the rugged coastline and the Atlantic Ocean, perfect for capturing memorable photos.

For outdoor enthusiasts, Cape Elizabeth offers scenic hiking trails at Fort Williams Park, where you can wander through lush greenery and discover the remnants of an old military fort. Take a leisurely stroll along the Cliff Walk, a picturesque path that hugs the coastline and provides panoramic ocean views.

History buffs will appreciate a visit to the Goddard Mansion ruins, a fascinating glimpse into the past of this once grand estate. Explore the grounds and imagine the stories that echo through the walls of this historic site.

Don’t miss the opportunity to indulge in fresh seafood at one of the local eateries, where you can savor the flavors of the sea while enjoying the charming coastal atmosphere. Whether you’re seeking relaxation by the ocean or a taste of local history, Cape Elizabeth, Maine, offers a delightful stop on your road trip itinerary.

Portland, Maine

Essential Information

– Route Options: I-95 N from Boston
– Opening Hours: Varies by attraction
– Fee: Some attractions may have entrance fees
– Visit Duration: 1-2 days
– Ideal for: Foodies, outdoor enthusiasts, history buffs

Why is it a must stop

Portland, Maine, a vibrant coastal city, is a must-stop on your road trip for its unique blend of culinary delights, outdoor adventures, and rich history. Start your day with a visit to the iconic Portland Head Light, a historic lighthouse offering stunning ocean views and photo opportunities. Next, explore the bustling Old Port district, known for its charming cobblestone streets lined with boutiques, galleries, and seafood restaurants.

For foodies, Portland is a paradise with its renowned food scene. Indulge in fresh lobster rolls, chowders, and other seafood delicacies at local eateries or visit the bustling Portland Farmers’ Market for a taste of local produce and artisanal goods. Don’t miss a visit to the Allagash Brewing Company for a tour and tasting of craft beers made right in Portland.

Outdoor enthusiasts will appreciate the abundance of outdoor activities in Portland. Take a scenic cruise around Casco Bay, go hiking or biking in nearby state parks, or simply relax on the sandy shores of Crescent Beach State Park. History buffs can delve into Portland’s past at the Maine Historical Society or take a guided tour of the city’s historic landmarks.

With its diverse attractions and welcoming atmosphere, Portland, Maine, offers a perfect blend of culture, cuisine, and natural beauty, making it a must-stop destination on your road trip itinerary.

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