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The Weekender's Guide to Experiencing Boston in 48 Hours

The Venue Report's Content Specialist, Adam Szafranski, takes us on a photo journal adventure of his recent trip to Boston where he spent a long weekend getting to know the famous sites, hotels and eateries of this historic city.

Boston is such an incredible city to explore just about any time of the year (yes, even during winter) however, spending an extended weekend in this historic city is a great way to take advantage of those long summer days with plentiful sunshine.

I'm here to tell you how to enjoy Boston, even if you only have a few days to do so. From a glamorous historic hotel to a bar that specializes in tequila cocktails, your weekend will be one to remember. Just make sure you put your walking shoes on, because this city is best enjoyed by foot in order to explore all that it has to offer.

By Adam Szafranski
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Stay at Fairmont Copley Plaza

Boston, Massachusetts
The Fairmont Copley Plaza’s central location makes it a great starting point to explore Boston. The best part? When you arrive at the hotel you will be greeted by Carly Copley, the Fairmont’s dog ambassador. Inside tip: After a long day walking around the city, grab a glass of wine or craft cocktail at the classic OAK Long Bar + Kitchen.
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Explore the Boston Public Library

Boston, Massachusetts
Located directly across the street from the Fairmont Copley Plaza and the Trinity Church is the Boston Public Library. This architectural gem is a great place to spend some time wandering the halls and admiring its historic details and murals. Inside tip: If you have some time, and if the weather is nice, grab a coffee and hang out in the interior courtyard.
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Brunch at Frenchie Wine Bistro

Boston, Massachusetts
Frenchie on Tremont offers a killer wine list and stunning backroom greenhouse that’s perfect for Sunday brunch. If you aren’t hungry and just looking for a glass of rosé, Frenchie is a great starting point before heading to surrounding cafés, restaurants and bars. Read more about Frenchie here →
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Grab Coffee & Pastries at Tatte Bakery & Café

Boston, Massachusetts
With multiple locations around Boston, there’s no reason you shouldn’t stop by one, or all, especially with Stumptown Coffee on tap. The Tatte Bakery & Café in Beacon Hill (pictured above) is located inside the Charles Street Meeting House, a historic church that was built in 1807.
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Stroll Around Beacon Hill

Boston, Massachusetts
After grabbing a latte at Tatte Bakery & Café, walk around the historic neighborhood of Beacon Hill. Here you will find picturesque rowhouses and quaint alleyways straight out of Colonial times.
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Take a Shortcut Through Boston Common and Public Garden

Boston, Massachusetts
When visiting this park, think Central Park in New York City, but smaller and way less busy. When crossing from one side of the city to the other, cutting through Boston Common and Public Garden is the way to go. Inside tip: During Summer, free concerts and plays are held in the park which are a great way to celebrate longer days before fall and winter arrive.
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Grab Cocktails at Citrus & Salt

Boston, Massachusetts
Citrus & Salt specializes in tequila-based drinks and shareable plates for the table. This is a great place to take a break from walking around the city and enjoy a tasty happy hour cocktail.
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Grab Doughnuts at Blackbird

Boston, Massachusetts
Last but not least, doughnuts. There is no such thing as too many doughnuts at Blackbird. Jump start your day with a tasty treat and a cup of coffee and you’ll be ready for anything.
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