Portland ConnecticutATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Portland, Connecticut.
1. Brownstone Exploration & Discovery Park
ADVENTURE WATER PARK
Brownstone Exploration & Discovery Park is a popular outdoor adventure park built in historic brownstone quarries. Visitors enjoy ziplining, cliff jumping, rock climbing, swimming, wakeboarding, and water obstacle courses. It is a favorite destination for families and thrill-seekers looking for active fun in scenic surroundings.
2. Arrigoni Winery
LOCAL VINEYARD EXPERIENCE
Arrigoni Winery offers guests tastings of hand-crafted wines amidst beautiful vineyards in Portland. Patrons can relax on the outdoor patio while enjoying live music or events throughout the year. The winery is known for its welcoming atmosphere and regularly features food trucks and artisan products.
3. Gotta's Farm and Cider Mill
SEASONAL FARM MARKET
Gotta's Farm and Cider Mill is a family-run farm market offering fresh produce, baked goods, and apple cider during the harvest seasons. Visitors can enjoy pick-your-own fruits and participate in seasonal activities like pumpkin picking. The market is a cherished local stop for both residents and tourists seeking Connecticut-grown specialties.
4. Quarry View Historic Park
QUARRY HISTORY SITE
Quarry View Historic Park preserves and showcases the rich history of Portland's renowned brownstone quarries. Guests can walk interpretive trails and learn about the stone-cutting industry that helped build cities across the Northeast. The park also offers scenic views of the Connecticut River and surrounding landscapes.
5. Concentric Brewing Company
CRAFT BEER TAPROOM
Concentric Brewing Company is a craft brewery known for its locally brewed beers served in a relaxed taproom environment. The brewery offers a rotating selection of IPAs, lagers, and seasonal brews and welcomes food trucks and live music events. It has become a social hub for beer enthusiasts in the area.
6. Sarah's on Main
CHARMING CAFÉ & BAKERY
Sarah's on Main is a cozy café offering breakfast, lunch, house-baked treats, and specialty coffees. The eatery is loved for its fresh, homemade menu and friendly, small-town ambiance. Locals and visitors alike stop in for signature pastries and warm hospitality.
7. Farrell's Restaurant
AMERICAN DINING STAPLE
Farrell's Restaurant is a well-loved American restaurant and bar serving classic entrees, burgers, and comfort food. The casual, welcoming setting makes it a go-to spot for families and groups. It is especially popular for its generous portions and attentive service.
8. Tommy's Pizza Palace
CLASSIC PIZZERIA
Tommy's Pizza Palace is a local pizzeria known for hand-tossed pizzas, Italian dishes, and a family-friendly atmosphere. The menu features a variety of specialty pizzas, grinders, and pasta options. It has been a Portland favorite for decades, offering dine-in and takeout service.
9. Winchester Cafe
RUSTIC PUB HANGOUT
Winchester Cafe is a pub-style venue featuring a Western theme, craft beers, cocktails, and casual fare. With frequent live music and themed nights, it's a popular gathering place for locals. Its distinct décor makes it stand out among regional watering holes.
10. Eggs Up LLC
CLASSIC DINER BREAKFAST
Eggs Up LLC is a beloved local diner specializing in breakfast and brunch classics like omelets, pancakes, and home fries. The friendly staff and quick service attract regular patrons and road-trippers alike. It maintains a loyal following for its hearty portions and welcoming atmosphere.
11. Riverfront Park
RECREATION & CONCERT VENUE
Riverfront Park offers green space along the Connecticut River, hosting summer concerts, community events, and recreational activities. Visitors enjoy walking paths, picnicking, and scenic river views. The park is a centerpiece for seasonal festivals and gatherings.
12. Portland Golf Course
PUBLIC GOLF FACILITY
Portland Golf Course is a public 18-hole golf facility welcoming golfers of all skill levels. With well-maintained greens and fairways, it's a destination for both recreational and league play. The on-site clubhouse offers food and drink options for post-game relaxation.
13. Portland Brownstone Quarries
HISTORIC LANDMARK QUARRY
Portland Brownstone Quarries is a National Historic Landmark that played a major role in building cities like New York and Boston. The area is now home to the adventure park but also offers history tours detailing the quarry's impact. It is an essential stop for history enthusiasts and those curious about the town's heritage.
14. Air Line State Park Trail
SCENIC RAIL TRAIL
The Air Line State Park Trail is a multi-use recreational trail ideal for biking, walking, and running through the scenic countryside. The trail follows the path of a historic railroad line and provides peaceful, tree-lined routes for outdoor enthusiasts. It connects Portland to neighboring communities and offers a tranquil escape from urban bustle.
15. Arrigoni Bridge
ARCHITECTURAL RIVER CROSSING
Arrigoni Bridge is an iconic steel arch bridge linking Portland and Middletown over the Connecticut River. Its impressive architecture and panoramic views make it both a functional structure and a local landmark. Many visitors enjoy walking or driving across for unique snapshots of the river and skyline.