34 Things to Do in Connecticut This September Last Updated: September 2021

Looking for something to do in Connecticut in September? Whether you want something active or relaxing, cultural or nature-oriented, historic or trendy, Connecticut's got you covered. Here are some highlights for September.

Just be sure to check with each location before venturing out, as hours and guidelines may change due to COVID-19.

For even more ideas check out CTvisit.com where you can search by type of activity under the “DO” navigation tab, or browse articles full of ideas under the “IDEAS” tab.

Active Adventure

1. Take a scenic hike. Catch a glimpse of the first signs of fall foliage on one of Connecticut’s many hiking trails.

2. Glamp under the stars. Ditch the hustle and bustle of the city for a rustic retreat at Tamarack Lodge in Voluntown.

3. Get out on the water. Experience nature’s beauty by kayak or paddleboard with rentals from Black Hall Outfitters in Old Lyme or Westbrook.

4. Soar through the trees. Get a birds-eye view of the leaves beginning to change during zipline tours at the Adventure Park at the Discovery Museum in Bridgeport or HighFlyer Zipline at Foxwoods in Mashantucket.

5. Pedal around. Grab a bike and get out on any of Connecticut’s biking trails to take in the early signs of fall or plan your own scenic biking trip to see a few of the state’s covered bridges.

6. Set sail. Embark on an adventure! Try a daysail, sunset cruise, or captained charter through the Fisher's Island sound with Poet's Lounge Charters in Noank.

7. Go ax throwing. Test your aim and try to hit the bull's-eye with this exciting outdoor ax-throwing activity!

Arts & Culture

8. Live like a Gilmore Girl. Plan a quick road trip to explore the towns that inspired the hit television show and snap a few photos at these Instagrammable Gilmore Girls spots.

9. Enjoy art, outdoors. While the weather is still warmer, plan a visit to any of the state’s outdoor art exhibits including Studio 80 + Sculpture Grounds in Old Lyme, the New London Mural Walk, or the Lincoln Financial Sculpture Walk in Hartford. On September 25 at I-Park in East Haddam, enjoy an evening of music and outdoor art installations at the Music Along the Trails event.

10. Immerse yourself in history. No matter the topic, Connecticut is filled with a rich history. Go back in time to the American Colonial era at the Keeler Tavern Museum, get lost in some old school tunes at the Vintage Radio & Communications Museum of Connecticut, or discover the historic life of Mark Twain at the Mark Twain House & Museum.

Food and Drink Adventures

11. Plan a picninc. Lay out a blanket and enjoy a perfect picnic spot with a delicious takeout meal from one of your favorite restaurants!

12. Grab one more lobster roll. Before Connecticut’s seafood shacks close for the season, grab one more hot buttery lobster roll to last you through next spring  — you can even follow this lobster lovers' guide!

13. Scream for ice cream. Savor the last warm days of the season with a cold treat! Stop by Ferris Acres Creamery in Newtown, UConn Dairy Bar in Storrs, Rich Farm Ice Cream in Oxford, or perhaps discover these Instagrammable ice cream experiences.

14. Dine outside. Before it gets too cold, take all the opportunities you can get to enjoy outdoor dining at any of these restaurants around the state.

15. Sip wine and brews. Enjoy the fresh air and great flavors at Connecticut's vineyards and breweries!

Family Fun

16. Go apple picking. Connecticut is filled with locally-owned farms and orchards that let you fill up your baskets with fresh apples and other baked goods.

17. See some wild animals. Come face to face with zebras, elk, bison and more at the Action Wildlife Foundation in Goshen or Connecticut's Beardsley Zoo in Bridgeport.

18. Watch a drive-in movie. Spend a Friday or Saturday night cozied up in the car watching movies for the whole family at Mansfield Drive-in!

19. Ride horses. Bring the kids for a pony ride or even take horseback riding lessons at Lee's Riding Stables in Litchfield. You'll enjoy the 100 beautiful acres of land!

20. Go mini golfing. Take advantage of the last summer month and try for a hole-in-one at spots like Safari Golf in Berlin or Saybrook Point Miniature Golf in Old Saybrook.

21. Play in the sand. Have a beach day! Make sandcastles, dip your toes in the water, and enjoy the open air at one of Connecticut's public beaches.

22. Explore state parks. Get out and enjoy the great outdoors as a family at these parks kids will love!

23. Enjoy a second summer. The season isn't over until September 22! Soak up the last of summer with favorites from ice cream and seafood to waterfront fun.


24. Treat yourself to the spa. Visit any of Connecticut’s spas for a fall treatment to help ease your way into the new season.

25. Stay in a B&B. West Lane Inn in Ridgefield, Stonecroft Country Inn in Ledyard, Connecticut River Valley Inn in Glastonbury and Homestead Inn in Greenwich offer hospitality so warm it’ll keep you cozy as the temperature drops.

26. Find some small-town charm. Stroll, shop, or dine in one of the state’s picturesque towns.

27. Go for a scenic train ride. Take in Connecticut’s beautiful scenery by train aboard the Essex Steam Train. Sit back as a steam locomotive pulls vintage coaches on a narrated round-trip through the quintessential New England towns of Deep River and Chester!

28. Stroll through a few fall gardens. Stop and smell the flowers and watch the natural colors of fall take over at some of Connecticut’s great fall garden destinations.

29. Reel in some trout. Trout is one of Connecticut’s most sought-after freshwater game fish and September is a great time to plan a fishing trip to the Salmon River State Forest! Whether it's trout you're looking for or just want the fishing experience, there are so many reasons to get hooked on fishing.

Romantic Escapes

30. Sip sunset drinks. Enjoy a romantic dinner and drinks outside at Fresh Salt in Old Saybrook, whose sunsets are famed and stunning.

31. Plan a romantic weekend. As crowds disperse, plan a last-minute getaway to one of Connecticut’s romantic inns by the sea.

32. Take romance to new heights. Take in breathtaking views aboard a hot air balloon with your special someone. Book a romantic ride with Berkshire Balloons in New Hartford or Connecticut Voyager Balloons in Woodstock.

33. Go for a cruise. Before temperatures drop too much, set sail on the historic Argia in Mystic or Onrust in Essex; or, book a sunset cruise on the R/V Spirit of the Sound from Maritime Aquarium in Norwalk.

34. Follow the wine trail and art trail. Take in the scenic views at any of these Instagrammable vineyards and wineries and of course, snap a few cute photos of you and your significant other. Stop at the more than 20 museums and galleries along the Connecticut Art Trail and experience the world-class art and outdoor sculptures.