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Boston Logan International Airport, United States
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Cape Cod, United States
Provincetown - Whale Watching
Chatham
Captain Frosty’s Fish & Chip
Nauset Light
Highland Light, Chatham Light,
Three Sisters Lighthouses
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Newport, United States
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Kennebunkport, United States
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Portland, United States
Gilbert's Chowder House
Shipyard Brewing Company
Dinner on The Wharf
Portland Museum of Art
Wadsworth-Longfellow House & Longfellow Bookstore
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Camden, United States
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Bar Harbor, United States
14 September:
Sunrise Drive to Cadillac Mountain
Tues 16th of September
Hancock, ME → Franconia Notch State Park (Cannon Mountain Aerial Tramway)
Drive Time: ~3 hours (160 miles)
ETA: 6:00 AM → 9:00 AM
Must-Do:
🎟️ Cannon Mountain Aerial Tramway (opens at 9:00 AM)
Round-trip ride = ~15 mins each way + time at the summit (allow ~1.5 hrs total)
Stunning views of the White Mountains from the 4,000-ft summit
Optional Quick Stop: Flume Gorge if you're ahead of schedule (~1 hour walk)
Leave by: ~10:30–11:00 AM
2. Franconia Notch → Lincoln → Kancamagus Highway (Route 112) → Conway
Drive Time: ~1.5 hours including scenic pull-offs (35 miles from Lincoln to Conway)
Must-See Stops:
Sabbaday Falls – short walk to a picturesque waterfall
CL Graham Wangan Overlook or Pemigewasset Overlook
Rocky Gorge Scenic Area
Picnic Tip: Pack a lunch or grab something in Lincoln to eat at one of the overlooks.
Leave Conway by: ~1:00–1:30 PM
3. Conway, NH → Boston Logan Airport
Drive Time: ~3 hours (130 miles)
ETA at Logan Airport: ~4:30–5:00 PM depending on traffic
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Franconia Notch State Park, United States of America
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Kancamagus Pass, United States of America
Day 3: Day Trip to Salem
🚂 Option 1: Take the Commuter Rail from North Station (35–40 min)
🚗 Option 2: Drive (~45 mins) or ferry (seasonal)
☀️ What to See in Salem:
Salem Witch Museum or Witch Dungeon Museum
The House of the Seven Gables
Walk around Salem Common and historic waterfront
Peabody Essex Museum (world-class collection)
🍽️ Lunch: Finz Seafood & Grill or Flying Saucer Pizza Company
🛍️ Optional: Shop local boutiques or witchy stores on Essex Street
🌆 Evening: Return to Boston
Have a relaxed dinner near your hotel
Optional nightcap at Lookout Rooftop Bar or Yvonne’s
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Boston, United States
Boston public library
Day 1: Classic Boston + Cheers + North End, Backbay
Focus: Freedom Trail, historic neighborhoods, iconic food & drinks
Morning
Breakfast at Tatte Bakery & Cafe (multiple locations, including Beacon Hill or Back Bay)
Day 1 – History, Back Bay & North End
Start from Cambridge, take the Red Line into downtown.
Morning
Boston Tea Party Ships & Museum (opens 10 AM – interactive & fun, 1–1.5 hrs)
Walk along the Boston Harborwalk and Rose Kennedy Greenway
Lunch
Near Faneuil Hall or Quincy Market (e.g. Boston Chowda Co. or The Salty Pig if heading toward Back Bay)
Afternoon
Back Bay:
Walk down Newbury Street for shops and cafés
Visit Boston Public Library (gorgeous interior)
Check out Copley Square and Trinity Church
Evening
Head to Beacon Hill
Stroll Acorn Street & Charles Street
Stop at the Cheers Bar for a drink
Dinner in the North End (Giacomo’s, Limoncello, etc.)
Grab a cannoli from Mike’s Pastry or Modern Pastry
Day 2 – Salem Day Trip & Fenway Game
Morning
Take commuter rail from North Station to Salem (~30 min)
Explore:
Salem Witch Museum
House of the Seven Gables
Walk through Salem Common and Pickering Wharf
Lunch
Eat in Salem (Sea Level Oyster Bar or Turner’s)
Afternoon
Return to Boston by 3–4 PM
Evening
Red Sox Game at Fenway Park (check schedule, aim to be there by 6:30–7 PM)
Dinner near Fenway: Citizen Public House, Bleacher Bar, or Time Out Market Boston
Day 3 – Harvard & Final Explorations
Morning
Harvard University tour – explore Harvard Yard, Widener Library, Memorial Hall
Browse Harvard Book Store or Harvard Museum of Natural History
Lunch
Harvard Square: Try Russell House Tavern, Toscano, or Tatte
Afternoon
Stroll the Charles River Esplanade or visit Isabella Stewart Gardner Museum if time allows
Early Dinner
Head to Seaport District: Legal Sea Foods Harborside or Lookout Rooftop for a scenic final meal
Evening
Retrieve bags from Cambridge
Head to Logan Airport by 7:30–8 PM for your 10:45 PM flight
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Salem, United States
🧙♀️ Witch Trial–Themed Attractions
Salem Witch Museum – Dramatic reenactment of the 1692 trials (great intro, ~30–45 min)
Witch House (Jonathan Corwin House) – Only structure still standing with direct ties to the witch trials
Salem Witch Trials Memorial – Outdoor, solemn monument next to the Old Burying Point Cemetery
Old Burying Point Cemetery – Graves of notable Salem residents, including a trial judge
🏛️ Historical & Cultural Sites
The House of the Seven Gables – 1668 home made famous by Nathaniel Hawthorne’s novel
Peabody Essex Museum (PEM) – Stunning, world-class museum (art + Salem maritime history)
Ropes Mansion – Beautiful historic home with a public colonial garden (used in Hocus Pocus)
Salem Maritime National Historic Site – Waterfront area with historic wharves and ships
🛍️ Shops & Oddities
Witch City Wicks, HausWitch, Blackcraft Cult – Unique Salem-style home goods and souvenirs
The Coven's Cottage – Traditional Norse pagan shop (beautifully curated, not gimmicky)
🍽️ Food & Drink
Sea Level Oyster Bar – Casual seafood on the harbor
Turner’s Seafood – Set in the historic Lyceum Hall
Red’s Sandwich Shop – Great for a local lunch
Ugly Mug Diner – Quirky and beloved brunch spot
🎃 Seasonal / Fun
Bewitched Statue – Yes, the Samantha from Bewitched (right downtown)
Haunted Happenings (October only) – The entire town turns into Halloween central