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Check prices for these dates, December 14 – 15, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Walk the Freedom Trail past Paul Revere's house and historic Faneuil Hall where America's revolution began. Catch a Red Sox game at iconic Fenway Park or explore the Museum of Fine Arts' impressive collection spanning 500,000 works.
Prices for B&Bs in Boston often vary, but you can find a great deal from $202 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Boston B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
The best time to book a B&B in Boston is during the beautiful fall season, particularly in September, when the city comes alive with vibrant foliage and a bustling cultural scene. This month marks the transition from the peak summer travel season, which generally runs from July through September, to a more relaxed atmosphere, making it ideal for travelers who appreciate both lively activities and comfortable sightseeing.
As the summer crowds begin to thin out, September offers pleasant temperatures ranging from the low 50s to mid-70s Fahrenheit, creating an inviting climate for outdoor explorations. This is an excellent time to stroll along the historic Freedom Trail, visit the picturesque Boston Public Garden, or enjoy the scenic views from the Charles River Esplanade. The city is brimming with events, including arts festivals and farmers markets, allowing visitors to immerse themselves in local culture.
For those looking for more budget-friendly options, November can be a good time to visit, as the tourist traffic decreases and accommodations often become more affordable. This quieter month still provides opportunities to experience Boston's rich history and vibrant neighborhoods without the hustle and bustle of peak tourist season.
Every Boston B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Boston B&Bs.