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![Historic Trails and Culinary Delights: 5-Day Lexington and Surrounding Cities Itinerary](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018d2fbb-bb99-7ebc-9f4b-bd653cff98af/location957.jpg)
Historic Trails and Culinary Delights: 5-Day Lexington and Surrounding Cities Itinerary Itinerary
Last updated: 2024 Jun 14Colonial Beginnings and Culinary Exploration
Morning
Begin your journey with a hearty breakfast at Not Your Average Joe's Lexington, known for its diverse menu. Afterward, immerse yourself in history with a visit to the Boston Tea Party Ships and Museum Interactive Tour, where you'll learn about the iconic event that sparked the American Revolution.
Afternoon
For lunch, savor the flavors of Italy at Toscano Lexington, offering a refined dining experience. Spend your afternoon walking the Freedom Trail, a 2.5-mile route that leads to 16 historically significant sites, providing a comprehensive introduction to the city's rich past.
Evening
Dine at Woods Hill Table, an establishment committed to sustainable and organic practices. Afterward, join the Ghosts and Gravestones Tour for a spine-tingling evening exploring Boston's darker history, including tales of the supernatural.
Bedtime
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![Visit Boston Boston Tea Party Ships and Museum Interactive Tour in Lexington](https://cdn.getyourguide.com/img/tour/30a0bde098eb21d1.jpeg/21.jpg)
4.75Boston Tea Party Ships and Museum Interactive Tour
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![Visit Boston Boston Tea Party Ships and Museum Interactive Tour in Lexington](https://cdn.getyourguide.com/img/tour/30a0bde098eb21d1.jpeg/21.jpg)
Boston Tea Party Ships and Museum Interactive Tour
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![Visit Boston Freedom Trail Walking Tour in Lexington](https://cdn.getyourguide.com/img/tour/5951512169b86.jpeg/21.jpg)
4.61Freedom Trail
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![Visit Boston Freedom Trail Walking Tour in Lexington](https://cdn.getyourguide.com/img/tour/5951512169b86.jpeg/21.jpg)
Freedom Trail
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![Visit Boston 1.5-Hour Ghosts and Gravestones Tour in Lexington](https://cdn.getyourguide.com/img/tour/1c85d27fadcf3663.jpeg/21.jpg)
4.53Ghosts and Gravestones Tour
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![Visit Boston 1.5-Hour Ghosts and Gravestones Tour in Lexington](https://cdn.getyourguide.com/img/tour/1c85d27fadcf3663.jpeg/21.jpg)
Ghosts and Gravestones Tour
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Academic Pursuits and Gourmet Strolls
Morning
Enjoy breakfast at Lakota Bakery & Deli, known for its fresh pastries and artisanal breads. Then, engage your mind with a Massachusetts Institute of Technology Public Tour, gaining insight into one of the world's leading research institutions.
Afternoon
Head to Cambridge for lunch at Via Lago, a local favorite offering a variety of dishes. Afterward, take a leisurely Harvard Campus Self-Guided Walking Tour to explore the prestigious grounds at your own pace.
Evening
Dine at Il Casale, where you can indulge in authentic Italian cuisine. Conclude your evening with the Salem Night Tour Haunt and History Guided Night Tour, delving into the eerie and enigmatic side of the nearby city.
Bedtime
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![Visit Massachusetts Institute of Technology Public Tour in Lexington](https://cdn.getyourguide.com/img/tour/5db06a343d6ab.jpeg/21.jpg)
4.57Massachusetts Institute of Technology Public Tour
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![Visit Massachusetts Institute of Technology Public Tour in Lexington](https://cdn.getyourguide.com/img/tour/5db06a343d6ab.jpeg/21.jpg)
Massachusetts Institute of Technology Public Tour
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![Visit Cambridge Harvard Campus Self-Guided Walking Tour in Lexington](https://cdn.getyourguide.com/img/tour/63aac1c0e602b.png/21.jpg)
4.39Harvard Campus Self-Guided Walking Tour
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![Visit Cambridge Harvard Campus Self-Guided Walking Tour in Lexington](https://cdn.getyourguide.com/img/tour/63aac1c0e602b.png/21.jpg)
Harvard Campus Self-Guided Walking Tour
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![Visit Salem Night Tour Haunt and History Guided Night Tour in Lexington](https://cdn.getyourguide.com/img/tour/5c9bbfa3792b0.jpeg/21.jpg)
4.59Salem Night Tour Haunt and History Guided Night Tour
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![Visit Salem Night Tour Haunt and History Guided Night Tour in Lexington](https://cdn.getyourguide.com/img/tour/5c9bbfa3792b0.jpeg/21.jpg)
Salem Night Tour Haunt and History Guided Night Tour
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Literary Legacies and Scenic Serenity
Morning
Start with breakfast at Lexx Restaurant, offering a sophisticated atmosphere. Then, depart for Concord, where you'll visit the Boston View Boston Observatory Entry Ticket to gain a panoramic perspective of the area's natural and architectural beauty.
Afternoon
Have lunch at Not Your Average Joe's Lexington, returning to enjoy their diverse menu. Spend the rest of the afternoon exploring the Concord and Lexington Revolutionary War Sites, where the "shot heard 'round the world" was fired, igniting the Revolutionary War.
Evening
Dine at Fuji at WoC, a contemporary Japanese restaurant with a vibrant ambiance. Afterward, take a serene stroll at Walden Pond, the famous site where Henry David Thoreau found inspiration for his transcendentalist writings.
Bedtime
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![Visit Boston View Boston Observatory Entry Ticket in Lexington](https://cdn.getyourguide.com/img/tour/64bac79cab09e.jpeg/21.jpg)
4.65Boston View Boston Observatory Entry Ticket
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![Visit Boston View Boston Observatory Entry Ticket in Lexington](https://cdn.getyourguide.com/img/tour/64bac79cab09e.jpeg/21.jpg)
Boston View Boston Observatory Entry Ticket
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![Visit Boston Guided Walking Tour of the Freedom Trail in Lexington](https://cdn.getyourguide.com/img/tour/1f5b03dc768c9523.jpeg/21.jpg)
4.85Concord and Lexington Revolutionary War Sites
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![Visit Boston Guided Walking Tour of the Freedom Trail in Lexington](https://cdn.getyourguide.com/img/tour/1f5b03dc768c9523.jpeg/21.jpg)
Concord and Lexington Revolutionary War Sites
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![Visit Lake Washington in Lexington](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/88/66.jpg)
4.62Walden Pond
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![Visit Lake Washington in Lexington](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/88/66.jpg)
Walden Pond
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Witchcraft and Whimsical Wandering
Morning
Enjoy breakfast at Lakota Bakery & Deli once more. Then, set out for Salem, where you'll begin with the 1692 Witchcraft Trials Walk, delving into the chilling history of the Salem Witch Trials.
Afternoon
For lunch, visit Rancatore's Ice Cream and Yogurt for a delightful treat. Afterward, continue your Salem exploration with the Ghosts, Witches, & Warlocks Guided Walking Tour, uncovering the supernatural side of the city.
Evening
Dine at Savinos Grill, known for its inviting atmosphere and Mediterranean-inspired dishes. Cap off your day with the Salem Boos and Brews Haunted Pub Crawl, where you'll visit historic pubs and hear ghostly tales while enjoying local brews.
Bedtime
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![Visit Salem 1692 Witchcraft Trials Walk in Lexington](https://cdn.getyourguide.com/img/tour/1b42c6f5c74a4cdc.jpeg/21.jpg)
4.261692 Witchcraft Trials Walk
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![Visit Salem 1692 Witchcraft Trials Walk in Lexington](https://cdn.getyourguide.com/img/tour/1b42c6f5c74a4cdc.jpeg/21.jpg)
1692 Witchcraft Trials Walk
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![Visit Salem Ghosts, Witches, & Warlocks Guided Walking Tour in Lexington](https://cdn.getyourguide.com/img/tour/038309a162f6878426b5133e04446c6c599a099a6b04f1432b57fad6b652275a.jpg/21.jpg)
4.30Ghosts, Witches, & Warlocks Guided Walking Tour
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![Visit Salem Ghosts, Witches, & Warlocks Guided Walking Tour in Lexington](https://cdn.getyourguide.com/img/tour/038309a162f6878426b5133e04446c6c599a099a6b04f1432b57fad6b652275a.jpg/21.jpg)
Ghosts, Witches, & Warlocks Guided Walking Tour
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![Visit Salem Boos and Brews Haunted Pub Crawl in Lexington](https://cdn.getyourguide.com/img/tour/6451306691db8.png/21.jpg)
3.85Salem Boos and Brews Haunted Pub Crawl
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![Visit Salem Boos and Brews Haunted Pub Crawl in Lexington](https://cdn.getyourguide.com/img/tour/6451306691db8.png/21.jpg)
Salem Boos and Brews Haunted Pub Crawl
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Park Prowls and Culinary Capstones
Morning
Begin with breakfast at Not Your Average Joe's Lexington to fuel up for the day. Then, take the Boston Fenway Park Guided Ballpark Tour with Options to explore one of the most iconic and beloved sports venues in the country.
Afternoon
Enjoy a classic American lunch at Bertucci's, known for its brick oven pizzas and Italian-inspired cuisine. Afterward, hop on the Hop-on Hop-off Old Town Trolley Tour to conveniently visit various points of interest around the city.
Evening
Conclude your trip with a memorable dinner at Mario's Italian Restaurant, where you can relish traditional Italian flavors. Reflect on your journey as you take the History Pub Crawl Tour Along the Freedom Trail, combining history with the vibrant pub scene of Boston.
Bedtime
Find amazing hotels in Lexington.
![Visit Boston Fenway Park Guided Ballpark Tour with Options in Lexington](https://cdn.getyourguide.com/img/tour/a24eaf4fa0b6176f.jpeg/21.jpg)
4.79Boston Fenway Park Guided Ballpark Tour with Options
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![Visit Boston Fenway Park Guided Ballpark Tour with Options in Lexington](https://cdn.getyourguide.com/img/tour/a24eaf4fa0b6176f.jpeg/21.jpg)
Boston Fenway Park Guided Ballpark Tour with Options
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![Visit Boston Hop-on Hop-off Old Town Trolley Tour in Lexington](https://cdn.getyourguide.com/img/tour/63c723557c621.jpeg/21.jpg)
4.50Hop-on Hop-off Old Town Trolley Tour
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![Visit Boston Hop-on Hop-off Old Town Trolley Tour in Lexington](https://cdn.getyourguide.com/img/tour/63c723557c621.jpeg/21.jpg)
Hop-on Hop-off Old Town Trolley Tour
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![Visit Boston History Pub Crawl Tour Along the Freedom Trail in Lexington](https://cdn.getyourguide.com/img/tour/644c28bdb0245.jpeg/21.jpg)
4.85History Pub Crawl Tour Along the Freedom Trail
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![Visit Boston History Pub Crawl Tour Along the Freedom Trail in Lexington](https://cdn.getyourguide.com/img/tour/644c28bdb0245.jpeg/21.jpg)
History Pub Crawl Tour Along the Freedom Trail
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