Fall weekend getaway in Massachusetts

Embrace the Magic of Fall in New England

As the temperatures begin to cool and the days grow shorter, the arrival of fall brings a unique charm to New England. This season is a time for cozy evenings, vibrant foliage, and a sense of adventure that only the region can offer. Whether you're planning a weekend getaway or simply looking for ways to enjoy the changing seasons, there are countless opportunities to make the most of this magical time of year.

Plan Your Perfect Fall Weekend in Massachusetts

If your fall plans in Massachusetts include picking apples, hiking through colorful forests, dining at local eateries, or exploring historic landmarks, there are plenty of options to choose from. The North Shore and South Shore each offer their own set of attractions, making it easy to create a personalized itinerary. From family-friendly apple orchards to scenic lighthouses and charming small towns, every corner of the state has something special to offer.

For families with young children, there are several farms that focus on providing fun and engaging experiences. These places often feature scavenger hunts, storybook hayrides, and petting zoos, ensuring that kids have a memorable time while parents enjoy the peaceful surroundings.

Discover the Story Behind the ‘Cursed Brick’

One of the more intriguing stories linked to Boston’s history involves a “Cursed Brick” that recently became part of a guided tour at the Old North Church. The brick was originally stolen from the church’s crypt and later returned after the thief experienced a series of unfortunate events. Now, the brick is on display during the After-Hours Crypt Tour, which launched this week. Visitors can learn about the mysterious history behind the artifact and hear firsthand accounts from those who have studied its story.

Travel Tips for the Season

Fall is also a great time to explore Vermont, where the 27th Annual Mount Snow Oktoberfest is taking place. This event features live music, food trucks, games, and activities for all ages. For those looking for more fall-themed adventures, there are eight reader-recommended spots to check out.

New England is known for its delicious food festivals, and this season is no different. From the What the Fluff? Festival in Somerville to the Laconia Pumpkin Festival in New Hampshire, there are numerous opportunities to indulge in seasonal flavors.

For those planning ahead, North Conway, New Hampshire, and Ludlow, Vermont, are excellent mountain destinations for budget-friendly winter trips. North Conway was recently named the best ski town in North America by USA Today readers, making it a top choice for skiers and snowboarders.

Deals and Steals

If you're a fan of musical theater, there's a chance to see “Hamilton” in Boston at an affordable price. A digital lottery offers $10 tickets for select performances, with 40 discounted seats available per show. To enter, interested individuals must use the official “Hamilton” app.

Another great deal is the free miniature golf experience at USS Constitution Minigolf in the Charlestown Navy Yard. Each of the nine holes features interesting facts about the U.S. Navy, making it both fun and educational.

Travelers staying at The Pell in Middletown, Rhode Island, can take advantage of a special offer that includes two free tickets to The Breakers, a famous Gilded Age mansion in Newport. The code for this promotion is 78439 and is valid through January 31, 2026.

Save More During Your New England Trip

September is an ideal time to plan a trip to New England, as many deals and promotions are available. By booking early and taking advantage of discounts, travelers can stretch their budgets further while still enjoying all that the region has to offer.

Whether you're capturing the first signs of fall in Boston or planning a weekend escape, there's always something new to discover. As the season progresses, be sure to keep an eye out for more travel tips, hidden gems, and exciting events happening across New England.