September in New England is one of the best times of year to get out and explore. The air cools down, the leaves begin to change, and the crowds thin in some areas while others are just starting to buzz with activity. Whether you’re looking for festivals, coastal day trips, or a little history, here are some great ideas to add to your September travel list.
Celebrate the Season with a Festival
- Eastern States Exposition (The Big E) – Springfield, MA
A classic New England fair with everything from giant cream puffs to livestock shows. Families love it, and it’s a tradition for locals across multiple states. - Cranberry Harvest Festival – Wareham, MA
September is cranberry season, and this is one of the most unique harvest experiences you can have. Expect demonstrations, local vendors, and beautiful bog views. - Newport Mansions Wine & Food Festival – Newport, RI
A bit more upscale, this one mixes historic Gilded Age settings with tastings, chef demos, and plenty of New England charm.
Head to the Coast
The crowds at the beach towns start to thin after Labor Day, but the water is still warm enough for a dip (well, for some), and the shops and restaurants are open. Some favorites:
- Mystic, CT – Visit Mystic Seaport, grab a slice at Mystic Pizza, or stroll the historic downtown.
- Rockport, MA – Walk Bearskin Neck, shop local galleries, and enjoy the views from Motif No. 1.
- Block Island, RI – A quick ferry ride gets you to beaches, lighthouses, and bike paths with far fewer people than midsummer.
Soak in Some History
- Salem, MA – September marks the start of the lead-up to Salem’s busiest time of year. The crowds aren’t at Halloween levels yet, but events are starting and the energy is building.
- Boston Freedom Trail – Cooler weather makes walking the trail much more comfortable. Plan a stop at Faneuil Hall or the North End for food along the way.
- Plymouth, MA – Explore historic sites like Plymouth Rock and the Mayflower II while enjoying waterfront dining.
Enjoy Nature Before Peak Foliage
September is the perfect shoulder season for outdoor activities before the leaf-peeping crowds arrive in October.
- White Mountains, NH – Take a scenic drive or hike. Early in the month you’ll see just a hint of color at higher elevations.
- Acadia National Park, ME – Less crowded than peak fall foliage season, but still stunning with cool ocean breezes and rugged trails.
- Green Mountains, VT – Ideal for hiking, biking, or just a scenic drive through charming small towns.
Final Thoughts
Of course, it’s not possible to fit everything into one trip—there’s simply too much to see and do in September. Coastal towns like Rockport or Mystic will feel a little calmer as the summer crowds taper off, while places like Salem are just starting their busy season. No matter what mix you choose, you’ll find that New England in early fall is packed with festivals, scenery, and experiences worth coming back for again and again.