Embark on a journey through New England’s timeless beauty, where history and charm infuse every moment. Wander Boston’s lively streets and feel the echoes of revolution, then slip into Vermont’s quaint villages and the soaring Green Mountains to soak up autumn’s splendor. Follow New Hampshire’s scenic byways past tranquil lakes and storybook lighthouses, and continue to Maine’s rugged coastline for a breath of maritime adventure. Taste pure maple syrup, tour stately historic mansions, and savor regional dishes as brilliant fall foliage surrounds you. With each stop, discover the rich cultural tapestry of New England and carry home memories that linger long after the trip ends.

 Welcome to New England!

Arrive at Boston’s Logan International Airport and transfer to your hotel, ideally located near the heart of the city. Once settled in, enjoy the hotel’s evening reception, a relaxed and welcoming way to unwind and meet fellow travelers. Afterward, enjoy the remainder of the evening at leisure.

Highlights | Evening Reception

Hotel | Embassy Suites Boston Logan

Please plan on arriving in Boston no later than 5:00 PM.

After breakfast, set out on a guided tour of historic Boston—the birthplace of American freedom. Follow the iconic Freedom Trail as you view and visit many of the city’s most significant landmarks, hearing engaging stories of the patriots, visionaries, and everyday citizens who helped shape our nation’s history. From colonial meetinghouses to revolutionary-era streets, Boston’s past comes vividly to life throughout the morning. Enjoy free time for lunch at the lively Faneuil Hall Marketplace, a historic gathering place since 1742 and long celebrated as “The Cradle of Liberty.”  This afternoon, enjoy a scenic drive through the countryside as autumn colors deepen en route to West Brookfield. The evening brings a truly memorable experience at the Salem Cross Inn with its famous 1700s-style Fireplace Feast. Dinner is prepared before your eyes over an open hearth in a grand fieldstone fireplace—watch chowder simmer in cast-iron kettles, see prime rib slowly roasting on the only authentic Roasting Jack in America, and finish with warm apple pie topped with freshly whipped cream. This immersive colonial dining experience offers a delicious step back in time before checking into your hotel for the night.

Meals | Breakfast, Dinner

Hotel | Courtyard by Marriott Hadley Amherst – Hadley, MA

After breakfast, travel north into the heart of Vermont’s picturesque countryside, where rolling hills and winding roads create a beautiful setting. Arrive at historic Scott Farm Apple Orchard, idyllically situated on a hillside overlooking the valley below. Enjoy a fun and engaging group tasting as you sample distinctive heirloom apple varieties while learning about the orchard’s deep-rooted traditions and commitment to preservation. Continue to the charming village of Manchester, VT, where classic New England storefronts and inviting cafés create a delightful setting for lunch on your own. This afternoon, visit Hildene, the beautifully preserved home of Robert Todd Lincoln. Explore the Lincoln family home, formal and kitchen gardens, and the estate’s scenic grounds. Highlights include the meticulously restored 1903 Pullman railcar Sunbeam, once used by the Lincoln family, along with engaging exhibits that bring this remarkable American story to life. Later, journey north through Vermont’s scenic countryside before checking into the DoubleTree by Hilton South Burlington for a relaxing two-night stay. Enjoy a planned dinner together this evening.

Meals | Breakfast, Dinner

Hotel | DoubleTree by Hilton - South Burlington, VT

After breakfast, set out on a spectacular autumn day immersed in the colors, flavors, and landscapes of Vermont. Travel through rolling countryside to one of Vermont’s family-owned maple sugar houses, where you’ll learn how this iconic local tradition is carried on. Enjoy a lively maple sugaring demonstration and sample pure Vermont maple syrup—an authentic taste of the Green Mountain State. Continue north along scenic mountain roads to the iconic von Trapp Family Lodge, perched high above the charming village of Stowe and surrounded by sweeping alpine views and vibrant fall foliage. The hills truly come alive with a special visit to this famed retreat. As Maria von Trapp once said, “Our life is like a beautiful story that happens to be true,” and that spirit is felt throughout the lodge and its breathtaking setting. Enjoy a delightful Austrian-themed buffet lunch inspired by Old World traditions. This afternoon, experience one of Vermont’s most unforgettable highlights with a gondola ride up Mount Mansfield, the highest peak in the state. As you rise above the treetops, expansive panoramic views unfold—layered mountain ridges, glowing autumn forests below, and crisp alpine air that perfectly captures the magic of fall in Vermont. Take time at the summit to explore and savor the scenery before descending back to the valley. Return to the picturesque village of Stowe for time at leisure to explore its quaint shops and inviting streets. Enjoy dinner on your own this evening.

Meals | Breakfast, Lunch

This morning, after breakfast, journey into the majestic White Mountains of New Hampshire, where rugged peaks, winding valleys, and vibrant autumn foliage create one of New England’s most dramatic landscapes. Travel through scenic mountain corridors before enjoying a planned luncheon in a charming White Mountains setting, offering time to take in the beautiful surroundings ahead of the afternoon’s adventure. This afternoon, experience an unforgettable “once-in-a-lifetime” rail journey aboard the Mount Washington Cog Railway. First opened in 1869, this engineering marvel climbs Mount Washington using toothed cog gears, rack rails, and tilted boilers. As the train ascends some of the steepest railroad tracks in existence, sweeping panoramic views unfold in every direction. At the summit, enjoy time to explore and take in the magnificent scenery from atop New England’s highest peak before beginning the descent.  From here, travel through the scenic Crawford Notch, where sheer rock walls, winding mountain passes, and tumbling streams frame one of New Hampshire’s most picturesque routes. Enjoy free time to explore Conway Village’s charming shops and welcoming streets. Later, check into your hotel in North Conway for a comfortable two-night stay. Enjoy dinner at your leisure this evening.

Meals | Breakfast, Lunch

Hotel | Hampton Inn & Suites, Residence Inn by Marriott, Cambria Hotel, or similar – North Conway, NH

After breakfast, begin the day traveling one of New England’s most spectacular scenic byways—the legendary Kancamagus Highway. This breathtaking mountain road winds through the heart of the White Mountain National Forest, offering sweeping views, rushing rivers, and endless forests dressed in autumn color. Enjoy leisurely photo stops along the way to fully appreciate the natural beauty of this iconic route. Arrive in New Hampshire’s beautiful Lakes Region and enjoy free time for lunch on your own in the charming lakeside village of Meredith. Stroll along the waterfront, browse inviting shops, or simply enjoy views of the lake and surrounding hills. This afternoon, board a scenic cruise on Lake Winnipesaukee, New Hampshire’s largest and most celebrated lake. Glide past wooded shores, picturesque islands, and elegant lakeside homes while enjoying the fresh air and ever-changing views from the water. Following the cruise, visit Moulton Farm, a beloved family-owned New England farm. Enjoy a fun wagon ride through the farm, sample tasty New England treats, and take in the rural charm that perfectly captures the spirit of New Hampshire. Return to North Conway later this afternoon, then gather for a planned dinner together this evening.

Meals | Breakfast, Dinner

After breakfast, travel along Maine’s picturesque coastline to the classic summer resort of Kennebunkport. Enjoy a scenic drive past Walker’s Point, the longtime summer home of the 41st President of the United States, George H. W. Bush. Continue to Dock Square, where you’ll have free time to explore inviting shops, stroll the waterfront, and enjoy lunch on your own amid the lively coastal atmosphere. This afternoon, continue to the seaside village of Ogunquit—named by the Abenaki Indians, meaning “beautiful place by the sea.” Board Finest Kind Cruises for a fun and informative lobster cruise along Maine’s rugged shoreline. Learn about lobsters and their habitat, watch traps being hauled, and see lobsters caught by an authentic Maine lobsterman while enjoying scenic coastal views. After the cruise, enjoy free time in charming Perkins Cove before checking into your resort. This evening, gather for a traditional Down East dinner, highlighted by the opportunity to savor succulent Maine lobster—an iconic Maine experience.

Meals | Breakfast, Lobster Dinner

Hotel | Gorges Grant Hotel or Meadowmere Resort – Ogunquit, Maine

After breakfast, travel to the charming village of York, where classic New England character and ocean views provide a beautiful farewell to the coast. Stop to admire one of the most photographed lighthouses in the country—Cape Neddick Light, affectionately known as “the Nubble.” Perched dramatically on a rocky island just offshore, this iconic lighthouse offers a memorable photo opportunity and a final glimpse of Maine’s rugged shoreline. Continue south to the historic seaport town of Portsmouth, New Hampshire, where cobblestone streets, colonial architecture, and a lively waterfront reflect centuries of maritime history. Later, return to Boston Logan International Airport, carrying home many treasured memories of your Taste of New England vacation.

Meal | Breakfast

Please plan on departing Boston no earlier than 2:00 PM.