It’s no secret that New England shines in the fall. On this nine-day adventure, we’ll trace scenic routes by rail and road — riding the Mount Washington Cog Railway, strolling the streets of Woodstock and North Conway, and cruising the rocky coastline of Maine’s Casco Bay. Along the way, we’ll enjoy cider mills, covered bridges, lobsters, lighthouses, and the stories of the region.

October 10–18, 2026

 

Itinerary Highlights:

• Two scenic rail journeys: Granite State Scenic Railway and Mount Washington Cog Railway
• Boston city tour
• JFK Presidential Library & Museum
• Billings Farm & Museum
• Woodstock, Vermont
• Shelburne Museum
• Cold Hollow Cider Mill
• Ben & Jerry’s factory
• Maple sugar farm
• Kancamagus Highway Drive
• North Conway, New Hampshire
• Victoria Mansion (Morse Libby House)
• Portland Head Lighthouse
• Casco Bay Cruise
• Farewell lobster dinner

 

Package Includes:

• Round-trip airfare from Raleigh-Durham International Airport or Charlotte Douglas International Airport
• Eight nights’ hotel accommodations
• 12 meals: eight breakfasts and four dinners
• All sightseeing and admissions per itinerary
• Deluxe motor coach transportation
• Professional tour director
• Our State host
• Wine and beer reception
• Hotel transfers
• Baggage handling at hotels

 

Accommodations:

• Two nights in Boston, Massachusetts: The Westin Boston Seaport or Le Meridien Boston/Cambridge
• Two nights in Burlington, Vermont: DoubleTree by Hilton or Best Western Windjammer
• Two nights in White Mountains, New Hampshire: The Glen House or Woodward Mountain Resort
• Two nights in Portland, Maine: Hyatt Place or Holiday Inn

Note: Hotels are subject to change.

 

Detailed Itinerary:

Day 1: Arrive in Boston
Saturday, October 10, 2026

Arrive in Boston and meet your tour director before transferring to your hotel for a two-night stay. Tonight, enjoy a wine and beer reception followed by a welcome dinner with your fellow Our State travelers.

Meals: Dinner
Overnight: The Westin Boston Seaport or Le Meridien Boston/Cambridge

 

Day 2: Boston
Sunday, October 11, 2026

Take part in a city tour of Boston, featuring Boston Common, the Old State House, the Old North Church — where Paul Revere was signaled to start his famous ride — the Old South Meeting House, Beacon Hill, and the USS Constitution. Visit the Faneuil Hall Marketplace, located in downtown Boston near the waterfront and originally gifted to the city in 1742. Enjoy lunch and shopping in this area, which also features Quincy Market, added to the complex due to Boston’s growth in 1826. Later, visit the John F. Kennedy Presidential Library & Museum, which is dedicated to our nation’s 35th president. Located on Boston’s waterfront, the library and museum are set on a 10-acre park landscaped to be reminiscent of Kennedy’s beloved Cape Cod. Tonight, enjoy an evening on your own.

Meals: Breakfast
Overnight: The Westin Boston Seaport or Le Meridien Boston/Cambridge

 

Day 3: Woodstock • Burlington
Monday, October 12, 2026

Travel to the scenic town of Woodstock, often referred to as America’s Prettiest Town. Visit the Billings Farm & Museum, a modern working dairy farm and history museum exploring life in Vermont in the 1890s. This afternoon, pass through quaint villages and mountain scenery before arriving in the historic town of Burlington for a two-night stay.

Meals: Breakfast
Overnight: Doubletree by Hilton or Best Western Windjammer in Burlington, Vermont

 

Day 4: Shelburne Museum • Cold Hollow Cider Mill • Ben & Jerry’s factory
Tuesday, October 13, 2026

In Vermont’s scenic Lake Champlain Valley, explore the Shelburne Museum of art and Americana, where more than 150,000 works are exhibited in 39 exhibition buildings. Next, stop at Cold Hollow Cider Mill, one of the largest apple cider mills in New England. Later, enjoy a brief factory tour and a scoop of one of the creative flavors at Ben & Jerry’s Ice Cream, founded in 1978 in a renovated gas station. Finally, enjoy dinner at a local restaurant with your fellow Our State travelers.

Meals: Breakfast, Dinner
Overnight: Doubletree by Hilton or Best Western Windjammer in Burlington, Vermont

 

Day 5: Maple sugar farm • Granite State Scenic Railway
Wednesday, October 14, 2026

This morning, visit a maple sugar farm to sample some authentic Vermont maple sweets and learn about the sugaring process. Then in Lincoln, board the Granite State Scenic Railway, a historic rail system that dates back to the late 1800s, for a picturesque 80-minute ride through the woods and along the banks of Pemigewasset River. Continue to your hotel for a two-night stay in the beautiful White Mountains and enjoy dinner with your fellow travelers.

Meals: Breakfast, Dinner
Overnight: The Glen House or Woodward Mountain Resort in White Mountains, New Hampshire

 

Day 6: Mount Washington Cog Railway • Kancamagus Highway
Thursday, October 15, 2026

Board the historic 1869 Mount Washington Cog Railway for a three-hour journey to the top of the highest peak in the Northeast aboard the world’s first mountain-climbing cog railway. Then visit the small town of North Conway for some leisure and shopping time. Continue to one of New England’s most popular scenic drives, the Kancamagus Highway. The drive offers spectacular views of rushing rivers, covered bridges, and mountain scenery. Spend the evening at your leisure.

Meals: Breakfast
Overnight: The Glen House or Woodward Mountain Resort in White Mountains, New Hampshire

 

Day 7: Victoria Mansion • Portland
Friday, October 16, 2026

Board your motor coach and enjoy the scenery as you travel from the mountains to the coast. Portland, Maine’s largest city, sits on a peninsula jutting out into beautiful, island-filled Casco Bay. Visit the Victoria Mansion, also known as the Morse Libby House, the nation’s premier showpiece of Victorian architecture. Arrive at your hotel for a two-night stay in Portland.

Meals: Breakfast
Overnight: Hyatt Place or Holiday Inn in Portland, Maine

 

Day 8: Casco Bay cruise • Lobster dinner
Saturday, October 17, 2026

Today, enjoy a scenic cruise around Casco Bay, past lovely Victorian cottages on the shorelines of Little and Great Diamond islands. Then enjoy some leisure time for shopping and lunch on your own in Old Port, Portland’s historic waterfront. In Cape Elizabeth, visit the Portland Head Lighthouse & Museum, one of America’s oldest and most photographed lighthouses. Tonight, celebrate the end of your journey with a farewell lobster dinner.

Meals: Breakfast, Dinner
Overnight: Hyatt Place or Holiday Inn in Portland, Maine

 

Day 9: Departure
Sunday, October 18, 2026

Travel to Boston for your return flight home — and don’t forget to share your favorite memories in the Our State Travel Club Facebook group!

Meals: Breakfast

 

Tour Rates:

Discounted rate*: $4,825 per person (based on double occupancy)
Regular rate: $4,925 per person (based on double occupancy)
Single rate: $6,375 ($6,275 with booking discount*)

*Make your final payment by check and receive a booking discount of $100 per person.

 

For Reservations & More Information:

Premier World Discovery
Melissa Grant
(877) 953-8687, ext. 238 (Pacific Time)
mgrant@premierworlddiscovery.com

Online booking option: Click here and use booking number 204922 to make your deposit online.

This tour is rated Activity Level 3 of 4 — Active. For more information on physical requirements and what to expect on an Our State trip, click here.