Boston To Maine Road Trip Itinerary (2-3 Days)

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When Boston traffic snarls to a stop, you may be thinking: road trip. It's time to escape the big city life for the beauty of Maine. Keep reading for an easy two- to three-day road trip that will restore your soul.

On this two- to three-day Boston to Maine road trip, you will see Penobscot Bay from the top of Mount Battie in Camden, sail out of Boothbay Harbor, and enjoy the gorgeous views from a historic inn.

You will soak in the beauty at the Coastal Maine Botanical Gardens and stroll the Marginal Way, which has spectacular ocean views and white sand beaches in Ogunquit.

This 400-mile Boston-to-Maine road Trip will transport you to the rocky wonders of "The Pine State" Maine. Keep reading for options for a two—to three-day trip with things to see, places to stay, and good food to enjoy.

How Long is the Trip from Boston to Maine?

The Maine southern border community of Kittery is 67 miles from Boston. Take I-95 North 48 miles to the New Hampshire border past the town of Seabrook, New Hampshire.

Kittery is only 19 more miles north on I-95. Camden, Maine, is 105 miles north of Kittery, for a total of 191 miles from Boston.

Collaged photo of Maine and Boston, Boston To Maine Road Trip Itinerary (2-3 Days)

Where Should We Stop between Boston and Maine?

Your Maine road trip should include some of the state's historic and scenic harborfront sea towns.

For this road trip, you will drive out to Camden by freeway, then take local roads back south to Boston. You will get to explore Camden, Boothbay, and Ogunquit, Maine. 

Should We Visit Acadia National Park in Bar Harbor?

Acadia National Park near Bar Harbor, Maine, should be on everyone's bucket list.

The National Parks Service lists it as the 8th most popular national park, with over 3.3 million visitors a year. With its spectacular mountains and flowing water, Acadia deserves its own separate weekend road trip.

Start the Boston to Maine Road Trip with Camden, Maine

What's the Best Time to Leave on a Road Trip?

You and your road-tripping friends/family should decide together when the best time to begin your road trip is.

If you leave Friday night after work, you can have more time to see the sights. If you go first thing Saturday morning, you can save money on the hotel. It is purely a personal decision.

First Stop Camden, Maine

Whether you leave Boston Friday night or early Saturday morning, head to Camden, Maine. You will drive 191 miles up I-95 and US-1 to Camden.

Camden was founded as a shipbuilding town in 1791 and named after Charles Pratt, the first Earl of Camden (England). Today, it is a scenic seaside town with great inns, delicious seafood restaurants, and a picturesque waterfront for strolling.  

Picnic in Camden Hills State Park

Begin the fun part of the road trip with a picnic in Camden Hills State Park. At the Camden Deli, pick up some deli sandwiches and a lobster roll (if you've got a cooler). You can also hike, bike, cross-country ski, and camp inside a park.

Aerial shot of Camdem Village from Mount Battle

The Sights from Mount Battie

Camden Hills State Park's premier sight is Mount Battie, which is located in the southern section of the park. You can drive to the top of Mount Battie on Mount Battie Road.

Many prefer to hike to the top instead. You can take the 2.4-mile Carriage Trail, which winds through splendid forests to the top. Or you can challenge the rocks themselves on the moderate to strenuous 750-foot climb on the Mount Battie Trail. 

Great Hikes in Camden Hills State Park

Take the mile-long moderate hike on the Megunticook Trail up to Ocean's Lookout, where you can look down at the cars in the parking lot on Mount Battie. Head to the western part of the park to hike the mile-long Maiden Cliff Trail that winds 800 feet about Lake Megunticook

Downtown Camden, Maine

Small village of Downtown Camden, Maine, USA

After exploring Camden Hills State Park, drive into Camden for a relaxing stroll downtown. Visit the High Street Historic District, which features 50+ homes and inns from the 19th century. Many have beautiful gardens.

Find a great casual restaurant for an early dinner. Head to Sea Dog Brewing for great local beers, burgers, and nachos. For a delicious farm-to-table dinner, head to Blaze Camden for burgers and wood-fired pizza.

Drive South to Boothbay Harbor 

After dinner in Camden, the road trip continues with a short 90-minute (61 miles) drive down the coast to Boothbay Harbor for the night.

Boothbay Harbor has long been a deep port harbor with a strong connection to fishing, lobstering, and sport boating. Locals refer to Boothbay Harbor as "The Boating Capital of New England" for its many marinas and yacht clubs. 

Great Inns of Boothbay Harbor

Before leaving on your Boston to Maine Road Trip, make a reservation at one of Boothbay Harbor's many beautiful inns.

You could choose a 19th-century sea captain's home at the Bayside Inn with its waterfront views and a short walk to town. During the warmer seasons, you could enjoy a resort experience with a pool and beach at the Smugglers' Cove Oceanfront Inn. 

Remember to check all websites to see what is open year-round and what is only open seasonally.

Aerial view of the Bay showing all the sail boats leaving the bay

Sailing on Boothbay Harbor

Your road trip won't be complete without a sail on the bay. Reserve with Eastwind Schooner to enjoy a fully crewed charter. For the more adventurous, take sailing lessons with Midcoast Sailing to see the open water with a sheet (rope) in your hand and stand at the helm (wheel) guiding the sailboat.

Lunch in Boothbay Harbor

After a great morning on the water, sit at the picnic tables at Shannon's Unshelled, "Fresh from Trap to Table,"  for some of the best lobster and French fries at this walk-up joint.

Another great lunch spot is the relaxed bar Brady's, which serves all types of seafood, burgers, and comfort food—Maine Pot Roast! 

Coastal Maine Botanical Gardens

From Boothbay Harbor, head inland for 4 miles to the Coastal Maine Botanical Gardens, where you can visit the wonderful gardens.

Wander through over 300 acres of flower gardens, a children's garden, a hillside garden, and more.

Visit the Native Butterfly and Moth House to sit and be soothed by the colorful residents as they descend on you looking for nectar.

The 2-Day Boston to Maine Road Trip

If you are on a two-day Boston-to-Maine road trip, let the Coastal Maine Botanical Gardens be your final activity.

Head south for two hours (94 miles) for a final dinner in the quaint seaside town of Ogunquit, Maine. After dinner, you'll have just 72 more miles of freeway to drive back home to Boston.

Tall buildings of Boston, USA

Great Dinners in Ogunquit, Maine

Head to The Front Porch in Ogunquit for three dining experiences: the main dining room, the bar and lounge, or the lively sing-along piano bar.

Another fun option is freshly made-in-house ingredients for New York-style pizza at Lapizzeria. Or head to dinner at That Place in Ogunquit for delicious steaks and seafood dishes in a lively bar atmosphere.

The 3-Day Boston to Maine Road Trip

If you are lucky enough to do a three-day Boston to Maine Road Trip, spend your last day in Ogunquit, Maine. You can stay in a historic B&B like The Trellis House or a beautiful inn like the Nellie Littlefield Inn & Spa or the Gazebo Inn, which has a swimming pool and spa.

Great Brunch in Ogunquit, Maine

On the last day of your road trip, sleep in, then head out for brunch. You're done right. Try the Egg and I Pancake and Waffle House or The Greenery Cafe for the full brunch experience of eggs, hash, french toast, and so much more.

For coffee and freshly made croissants or pastries, head over to Mornings in Paris for a taste of Europe.

The Marginal Way in Ogunquit, Maine

The "high" point of any visit to Ogunquit is strolling the cliffside paved walkway above the beaches and rocky shore on the Marginal Way. This 1.5-mile trail passes historic homes and scenic inns. You will have amazing views from all sides.

Small parking lots are available at each end. Street parking may be easier, as there are many accesses to the trail. Benches are scattered along the way to look down at the ocean. Sturdy stairs bring you down to the different beaches.

Open drawbridge in Kappeln with buildings photographed from a distance

Perkins Cove in Ogunquit, Maine

Conclude your 3-Day Boston to Maine road trip with the picturesque Perkins Cove. This former artist colony now includes great restaurants, shopping, art galleries, and scenic overlooks.

Perkins Cove sits on a peninsula with the ocean on one side and the cove on the other. A beautiful white pedestrian, stroller, and bicycle drawbridge connects Perkins Cove to downtown Ogunquit.  

In Closing

The 2-3 Boston to Maine road trip has barely scratched the surface of all that the Pine State has to offer. As you explore, take the time to stop to see something that catches your eye. Share your road trip finds in the comment section below.

Boston is awesome, but Maine is calling you.

Check out these other awesome road trips:

Four Best Road Trips from Florida to Other States

5-Day Colorado Road Trip Itinerary

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