Plan your trip
Check prices for these dates, December 15 – 16, 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.
Explore the historic Charlestown Square where local festivals showcase the town's community spirit throughout the year. Families flock to Charlestown Family Activities Park for its splash pad, playground, and picnic areas perfect for summer afternoons.
Prices for B&Bs in Charlestown often vary, but you can find a great deal from $104 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Charlestown 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.
April is the most popular month to book a B&B in Charlestown, as it marks the beginning of the vibrant spring season. From March through May, travelers flock to this charming destination to enjoy the blossoming landscapes and participate in a variety of outdoor activities, including hiking, biking, and exploring the scenic coastal areas.
During this peak season, temperatures typically range from the mid-40s to the mid-70s Fahrenheit, creating a comfortable climate that's superb for sightseeing and enjoying the natural beauty of the region. Visitors can take advantage of the mild weather to explore local parks or the picturesque waterfront, making it an ideal time for those who appreciate attentive service and quality experiences.
For travelers looking for a more budget-friendly option, consider planning your visit in December. While it’s a quieter month, you can still experience the festive charm of the town with holiday decorations and local events. The serenity of this time allows for a unique exploration of the area, providing you with a different perspective of Charlestown.
Every Charlestown 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 Charlestown B&Bs.