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Boston and New England in the Fall

Prices checked 25 October 2026 · Titan Travel · Supplier snapshot; confirmation required.

Boston and New England in the FallChoose your departure & see monthly prices →

New England is known for its seasonal beauty, particularly in autumn. The region’s fall foliage draws visitors from around the world, with forests and national parks turning shades of orange, crimson and gold. Travel through Massachusetts, Vermont, New Hampshire and Maine, with time to explore historic towns and sample seasonal produce from local farms. Experience the landscape by road, including the Kancamagus Scenic Byway, as well as on foot and by boat, with a cruise across Lake Winnipesaukee.

Plan this tour with Kat & Simon Morgan — Personal Travel Consultants at Hays Travel. Call 0800 0662 694 for help comparing dates, departure points and room options.

Tour highlights

Further highlights

Your itinerary

In supplier order. Some entries may cover multiple days; optional experiences are described by the supplier.

Sample itinerary. Choose a departure for its exact itinerary and hotel plan.

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.

Titan VIP door-to-door service, new logo
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.

A horizontal shot of Back Bay neighborhood in Boston, Massachusetts
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.

Meals: Dinner

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.

Meals: Breakfast

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.

Meals: Breakfast

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.

Meals: Breakfast

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.

Meals: Breakfast

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.

Meals: Breakfast

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.

Meals: Breakfast

Portsmouth Harbor Lighthouse, New Castle, New Hampshire, USA
Day 10 — UK

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

A Titan VIP driver greets a couple at the airport as they return from their Titan holiday

Your accommodation

Planned hotels or ships as published by Titan Travel. Alternatives of a similar standard may be used. Hotel options are grouped as supplied and are not necessarily all included in one departure.

Hotel allocations vary by departure. Select a date below to see its hotel plan.

What’s included

Dates & prices

Indicative supplier snapshot. Confirm price, room basis and availability before booking. Monthly estimates deduct a £250 deposit per person for Europe or £395 elsewhere, then divide by whole monthly payments ending no later than 42 days before departure. Rounded to the nearest pound; final payment adjusted.

4 published departure and room-basis records. Standard prices are per person sharing; solo fares are labelled separately. Sold-out records are shown for reference.

DepartureDeparture pointDurationRoom basisPrice per personStatus
21 September 2027London Heathrow Airport10 daysTwo sharingSupplier price £4,595
£4,470
Save £125 pp · Book by 29 November 2026
Snapshot — confirm availability
21 September 2027London Heathrow Airport10 daysSoloSupplier price £6,195
£6,020
Save £175 pp · Book by 29 November 2026
Snapshot — confirm availability
5 October 2027London Heathrow Airport10 daysTwo sharingSupplier price £4,595
£4,470
Save £125 pp · Book by 29 November 2026
Snapshot — confirm availability
5 October 2027London Heathrow Airport10 daysSoloSupplier price £6,195
£6,020
Save £175 pp · Book by 29 November 2026
Snapshot — confirm availability

Supplier source ↗

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Booking this tour with Kat & Simon

How do I book?

Call 0800 0662 694 with your preferred dates, departure point and party details. We’ll confirm the current fare and availability before booking. This page does not reserve a place.

Can I spread the cost?

The date selector shows monthly estimates where eligible. Deposit and balance dates are shown alongside each option; ask us to confirm the payment arrangement for your booking.

Will my itinerary vary?

Check the itinerary for your selected departure. Hotels, order of visits and included experiences can vary; optional activities may cost extra.

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