38 Things to do in Connecticut this October Last Updated: September 2021
Looking for something to do in Connecticut in October? Whether you want something active or relaxing, cultural or nature-oriented, historic or trendy, Connecticut's got you covered. Here are some highlights for October.
Just be sure to check with each location before venturing out, as hours may differ 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.
3. Soar through the trees. Get a birds-eye view of the leaves in full foliage form during zipline tours at the Adventure Park at the Discovery Museum in Bridgeport and the Adventure Park in Storrs, or HighFlyer Zipline at Foxwoods in Mashantucket.
6. Walk with llamas. Make a new friend while staying active by going on a llama walk at Country Quilt Llama Farm in Cornwall or Rowanwood Farm in Newtown. You're sure to see some great foliage along the way!
Arts & Culture
8. Travel the Barns Trail. Explore the agriculatural roots of Connecticut history and road trip through the Barns Trail. You may even see some great foiage on your journey!
9. Visit scarecrows. Check out the beautiful little meadow at the Tapping Reeve House and Litchfield Law School—the nation’s first law school—which comes alive from October 16 to 31 with a display of scarecrows. Or stroll through Old Wethersfield and admire the scarecrow creations at the 26th Annual Scarecrows Along Main Street event.
10. See the screen — from your car. Enjoy an old-fashioned movie night and view films of all types at drive-in theaters like the Pleasant Valley Drive-In in Barkhamsted, the Southington Drive-In, or Mansfield Drive-in in Mansfield, where you'll also find a flea market which features various vendors and even a snack bar.
11. Explore history. No matter the season, Connecticut offers ample opportunities to experience the state's rich history up close. Spend a day touring the Keeler Tavern Museum in Ridgefield, the Roseland Cottage Museum in Woodstock, the Mark Twain House & Museum in Hartford, or any the many museums throughout Connecticut.
12. Go house hunting. With so much history in Connecticut, you'll find stunning landscapes, architecture, and centuries of beauty to explore. Take a road trip and discover these historic homes and gardens throughout the state.
13. Celebrate art. Enjoy the crisp air and pair it with a little art! Explore outdoor art exhibits like the New London Mural Walk, Studio 80 + Sculpture Grounds in Old Lyme, or the Lincoln Financial Sculpture Walk at Riverfront in Hartford.
Food and Drink Adventures
15. Sample hard cider. Plan a visit to one of Connecticut’s hard cider destinations like Yankee Cider Barn at Staehly Farms in East Haddam, New England Cider Company in Wallingford, and Bishop's Orchards Farm Market & Winery in Guilford.
16. Follow the wine trail. If you haven’t already, grab your passport to Connecticut Farm Wineries and take in the scenic views at any of these Instagrammable vineyards and wineries.
17. Treat your sweet tooth. In fall, there's nothing better than farm fresh pies, apple cider doughnuts and other tasty treats! Find these goodies at places like Lyman Orchards in Middlefield, Rogers Orchards Shuttle Meadow Farm in Southington, Ellsworth Hill Orchard & Berry Farm in Sharon, and Beardsley's Cider Mill & Orchard in Shelton.
18. Join the craft beer craze. Everyone's talking about craft beer these days and the cool places you can find it! See what you've been missing at these destination breweries in Connecticut.
19. Celebrate beer. Attend the Small State Great Beer event on October 30 to sample brews from Connecticut's top breweries, enjoy live music and more.
23. Get lost in a corn maze. Test your skills at one of the fun and challenging corn mazes around the state including Lyman Orchard’s 1970s rock 'n roll themed maze in Middlefield, which honors our frontline workers.
24. Challenge your mind. Test your problem-solving skills at fun escape rooms like Mission Escape Games in West Hartford, Mind Factory Escape Games in Bridgeport, Escape New Haven, or Mystified Escape Rooms in Mystic.
25. Get into the Halloween spirit. Find some spooks in these festive Halloween towns or go ghost hunting at these haunted attractions. For the little ones, the Pumpkin Patch in East Haven offers some not-so-scary Halloween fun.
26. Celebrate Riverfest. From October 9-11, attend Riverfest at the Mystic Seaport Museum and enjoy a fun-filled fall weekend at Mystic Seaport Museum, featuring a pub sing on Saturday, and three days of folk and sea music performances across two stages. Get on the water with a rowboat, sailboat, or a captained boat ride, sample a range of food trucks and enjoy fall activities for kids.
27. Treat yourself to the spa. Visit any of Connecticut’s spas for a fall treatment to help ease your way into the new season.
28. Find some small-town charm. Stroll, shop, or dine in one of the state’s picturesque towns.
29. Go for a scenic train ride. Take in Connecticut’s beautiful scenery by train aboard the Essex Steam Train.
30. Visit the beach. It doesn’t have to be sunny for you to put your feet in the sand! Soak in the calming sound of the crashing waves on one of Connecticut’s beaches.
32. Go antique shopping. Look for hidden treasures at great spots like Antiques Marketplace in Putnam, Old Saybrook Antiques Center, Antique & Artisan Gallery in Stamford, and Edwin C. Ahlberg Antiques in Guilford.
33. Visit a nature center. Stroll beautiful trails, view galleries, learn about the environment and see some animals when you visit the Stamford Museum & Nature Center, Roaring Brook Nature Center in Canton or the Connecticut Audubon Society Center at Pomfret.
35. Snap some fall photos. Take a romantic road trip to these stunning fall photo locations and capture a few shots of you and your significant other beneath the foliage!
36. Gaze at the stars. Cozy up with your special someone and spend a night under the stars (literally!) at these star-gazing observatories.
37. Go on an ultimate foliage tour. Set aside a weekend for exploring Connecticut in its autumn glory. Follow these foliage drives or visit these knockout views and make some spontaneous pit stops (and romantic memories) along the way!
38. Have a wicked good night. For an evening of laughter and entertainment, take your date to Wigged: A Drag Queen Cabaret Performance, which plays homage to the popular Broadway show, Wicked.