Boston and New England in the Fall

Day 1 - UK - Boston

Our nationwide shared chauffeur service collects you from home for your flight to Boston, Massachusetts. Upon arrival, transfer to your hotel located in the heart of Boston.

Boston Park Plaza (4-star)

Day 2 - Boston

This morning, enjoy a city tour of Boston with a local guide, taking in highlights such as the site of the Boston Tea Party, Back Bay and Beacon Hill, ending at Quincy Market. You are free to explore at leisure for the rest of the day.

Boston Park Plaza (4-star)

Day 3 - Boston - Laconia

Depart Boston early and travel to Lexington Battle Green, where the opening shots of the American Revolution were fired in April 1775. Continue to Minute Man National Historical Park, which preserves key battle sites and tells the story of the early Revolutionary War. Cross into New Hampshire and arrive at Lake Winnipesaukee, the state’s largest lake, spanning 72 square miles and dotted with more than 250 islands. Board the historic M/S Mount Washington for a scenic cruise through forested bays, particularly striking during the autumn foliage season. After free time at Weirs Beach, continue to the hotel for an overnight stay.

Doubletree by Hilton, Burlington (4-star)

Day 4 - Laconia – Woodstock - Burlington

Travel into Vermont and stop in Woodstock, often regarded as one of America’s most picturesque small towns. Its well-preserved 18th- and 19th-century architecture reflects investment and conservation efforts supported by the Rockefeller family. Enjoy time to explore the village green, boutiques and covered bridges before continuing to Burlington, set on the shores of Lake Champlain, for a two-night stay.

Day 5 - Stowe

Travel to the mountain resort of Stowe, known for its classic New England scenery and ski heritage. View the Trapp Family Lodge and learn about the real-life story of the von Trapp family, whose history inspired The Sound of Music. Continue to Morse Farm Maple Sugarworks, where maple syrup has been produced for generations using traditional methods. Learn about the sugaring process and sample a range of maple products before returning to Burlington.

Day 6 - Burlington - North Conway

Journey towards White Mountain National Forest, where the landscape becomes increasingly mountainous and scenic. Stop at Pinkham Notch for views of the Appalachian Mountains, including Mount Washington, the highest peak in the northeastern United States. Continue to Diana's Baths for a short, easy walk to a series of small waterfalls and cascades. Arrive in North Conway for an overnight stay.

Fairfield Inn & Suites North Conway (3.5-star)

Day 7 - White Mountains – Kancamagus Scenic Highway

Travel through Crawford Notch State Park to Bretton Woods, where the 1944 Bretton Woods Conference established the post-war global financial system. Continue to Flume Gorge, a natural granite gorge with boardwalk trails, waterfalls and one of New Hampshire’s oldest covered bridges, and enjoy a picnic lunch. In the afternoon, drive the Kancamagus Scenic Byway, a 34-mile route through the White Mountains National Forest, widely considered one of the best locations in New England to view autumn foliage.

Fairfield Inn & Suites North Conway (3.5-star)

Day 8 - North Conway - Portland

Board the Conway Scenic Railroad for a heritage rail journey through the surrounding countryside, offering views of forests, rivers and mountain scenery. Continue to the Maine coastline and arrive in Portland, a historic seaport known for its working waterfront and maritime heritage. Spend time at leisure exploring the Old Port district, characterised by cobbled streets, 19th-century brick buildings, independent shops and galleries.

Westin Harborview Portland (4-star)

Day 9 - Portland - Boston - In flight

Following the coast south towards Boston, pause in Portsmouth, the oldest settlement in New Hampshire. Wander around the historic market square and browse the independent galleries, shops, cafes and restaurants. Our final stop is Salem. A walking tour will reveal the town’s history and teach us more about the 17th-century witch trials that took place here. From Salem, we continue our journey to the airport for your overnight return flight to the UK.

Day 10 - UK

Upon arrival, your vehicle will be waiting for the journey home.