Portland, Connecticut, is a charming town filled with fun activities and beautiful sights. Whether you love the great outdoors, history, or tasty food, there’s something for everyone. From scenic parks to unique local shops, Portland has a lot to offer both residents and visitors. This small town is perfect for a day trip or a weekend getaway.
In this guide, we will be highlighting some exciting things to do in Portland, CT. You’ll find information on parks to enjoy, attractions to visit, and delicious places to eat. Get ready to learn how to make the most of your time in this lovely little town!
Things to Do in Portland CT
1. Experience Thrills at Brownstone Exploration & Discovery Park
Brownstone Exploration & Discovery Park is an adventure lover’s paradise. Located in Portland, it offers numerous thrilling activities for all ages. The park features rock climbing, zip lining, and swimming in a breathtaking natural setting.
Visitors can climb the rock faces for a challenging experience. Safety is a priority here, with trained staff ready to assist. The zip lines provide a fun and exhilarating way to view the park from above.
The swimming area enhances the fun, making it perfect for families. Kids can splash around while adults relax by the water’s edge. Bring your friends and make a day of unforgettable memories in nature.
Don’t forget to check for exciting events and seasonal activities. The park regularly hosts outdoor adventures and challenges for a unique experience. This makes each visit different and enjoyable.
Brownstone Exploration & Discovery Park is not just a park; it’s an adventure destination. Plan your trip for a day filled with excitement and exploration.
Address: 91 Depot Rd, Portland, CT 06480.
2. Sip Fine Wines at Arrigoni Winery & Vineyards
Arrigoni Winery & Vineyards invites you to relax in a charming atmosphere. Enjoy wine tastings while soaking in the stunning views of the vineyard. The friendly staff shares their expertise and passion, making each visit enjoyable.
The winery offers a variety of wines to sample, including reds, whites, and specialty blends. Each wine tells a story about its unique flavors and the local terroir. Pair your wine with artisan cheeses for an enhanced tasting experience.
Consider joining a vineyard tour to learn about the winemaking process. Walking through the vines, you’ll appreciate the care that goes into each bottle. It’s a delightful way to connect with nature and understand the craft of winemaking.
Arrigoni Winery also hosts events like live music, making it a fun gathering spot. Check their calendar for special occasions, which offer a chance to enjoy flavors and festivities.
Whether you’re a wine connoisseur or a casual drinker, Arrigoni offers an engaging experience. Indulge in beautiful surroundings while sipping great wines.
Address: 1287 Portland-Cobalt Rd, Portland, CT 06480.
3. Enjoy Fresh Flavors at Gotta’s Farm and Cider Mill
Gotta’s Farm and Cider Mill is a delightful destination for fresh fruit lovers. The farm offers seasonal fruit picking, allowing visitors to enjoy the simple pleasure of harvesting their own apples, pumpkins, and more. Each season brings a different variety for you to pick.
The cider mill features freshly pressed apple cider, a must-try for everyone. Sample the sweet and tangy flavors that perfectly represent the area’s harvest. It’s the ideal drink for a sunny day or cozy fall evening.
Don’t miss the baked goods available at the farm stand. Many items feature ingredients grown on-site, adding to the local charm of the experience. You’ll find delicious pies, pastries, and other treats to take home.
Visiting the farm offers a chance to connect with nature. Strolling through the orchards can be a relaxing experience for families and friends alike. Kids will love exploring the outdoor space.
Whether you’re there to pick fruits, enjoy cider, or find fresh produce, Gotta’s Farm provides a wonderful day out. It’s a fantastic way to support local agriculture while having fun!
Address: 288 Hilliard St, Portland, CT 06480.
4. Take in History at Quarry View Historic Park
Quarry View Historic Park is a charming spot for a peaceful walk. The park, rich in history, features walking trails with scenic views of the old quarries. You’ll discover unique geological features and learn about the area’s history along the way.
As you wander, take in the beautiful landscapes that surround you. The park is perfect for a leisurely stroll or enjoying a picnic with family and friends. The tranquility of the park offers a peaceful escape from the daily hustle.
Informative plaques placed throughout the park share interesting facts about the local geology and history. These details add depth to your visit, making it educational as well as enjoyable.
Wildlife is abundant here, so keep an eye out for birds and other animals. The park serves as a natural habitat, providing a glimpse into local ecosystems. It’s a great opportunity for nature lovers and photographers.
Quarry View Historic Park is a hidden gem. It combines relaxation, beauty, and a touch of history, making it a must-visit in Portland.
Address: 100 Depot Rd, Portland, CT 06480.
5. Tee Off at Portland Golf Course
Portland Golf Course is a fantastic destination for golf enthusiasts. This local favorite offers an enjoyable course set in beautiful scenery. The well-maintained greens and fairways provide a great golfing experience for players of all skill levels.
Visitors can play a round of golf while enjoying fresh air and stunning views. The course is designed to challenge golfers while still being fun. Each hole presents unique features, adding excitement to your game.
The clubhouse is welcoming, offering food and drink options after your round. Enjoy a meal or relax with friends while reflecting on your game. It’s a great place to unwind after spending time on the course.
Additionally, consider participating in special events and tournaments hosted throughout the season. These activities foster a sense of community and offer friendly competition.
Whether you’re an avid golfer or just starting, Portland Golf Course provides a pleasant outing. Join your friends for a day of fun and golf.
Address: 169 Bartlett St, Portland, CT 06480.
6. Taste the Craft at Concentric Brewing Company
Concentric Brewing Company is a must-visit for craft beer lovers. This local brewery specializes in a diverse range of beers, perfect for any palate. Visitors can enjoy tasting sessions and tours to learn about the brewing process.
Sample a variety of ales, lagers, and seasonal brews crafted on-site. The friendly staff offers recommendations based on your taste preferences, ensuring an enjoyable experience. Each beer has its unique flavor profile that reflects the brewery’s creativity.
The inviting atmosphere makes it a great spot to gather with friends. Share a few pints and enjoy good conversations. The brewery often hosts events like trivia nights and live music, adding excitement to your visit.
Consider joining a brewery tour to see the brewing equipment and learn about the craft behind your favorite beers. It’s an insightful peek into the world of craft brewing.
Concentric Brewing Company provides not just beers but a community experience. Make sure to stop by and discover something new each time!
Address: 49 Baxter St, Portland, CT 06480.
7. Hike the Scenic Air Line Trail
The Air Line Trail is perfect for outdoor enthusiasts. This multi-use trail spans various access points throughout Portland. It offers excellent hiking and biking opportunities for all skill levels.
As you traverse the trail, you’ll encounter beautiful views of rural landscapes and lush greenery. The path is well-marked and well-maintained, making it easy for families and individuals to explore.
The trail features sections that are flat and easy to navigate, ideal for those looking for a leisurely hike. For more adventurous souls, there are sections that are more rugged and challenging.
Wildlife is abundant along the trail, so keep your eyes open for birds and other critters. The serenity of the natural surroundings makes it a great escape from everyday life.
Whether you’re walking with family or biking with friends, the Air Line Trail offers a refreshing outdoor experience. Enjoy the beauty of nature as you stay active!
Address: Various access points in Portland.
8. Relax at Riverfront Park
Riverfront Park is a beautiful place to unwind and enjoy nature. Located along the Connecticut River, it provides stunning views and ample space for relaxation. The park is ideal for families looking to spend quality time outdoors.
Enjoy a leisurely stroll along the riverbanks, where you can watch boats and wildlife. The peaceful atmosphere makes it perfect for picnics and family gatherings. Bring a blanket and some snacks to enjoy under the trees.
The park also hosts summer concerts, bringing the community together for fun evenings. These events create a lively atmosphere, combining music with the beauty of the outdoors.
Boating opportunities are available, allowing visitors to explore the river up close. Renting a kayak or canoe is a great way to experience the water and the surrounding landscape.
Riverfront Park is a versatile destination for leisure and recreation. Make sure to spend some time here to enjoy its natural beauty and community vibe.
Address: Portland, CT.
9. Discover Nature at Wadsworth Falls State Park
Wadsworth Falls State Park is a nature lover’s dream. Just a short drive from Portland, this park features breathtaking waterfalls and an array of hiking trails. It’s a perfect spot for both families and solo adventurers.
Hiking trails lead to views of the beautiful falls, making it a popular spot for photography. The sound of cascading water adds to the serene experience. Visitors can enjoy a quiet moment surrounded by nature.
Pack a picnic to enjoy at one of the park’s tables. It’s a wonderful place to relax after exploring the trails. Keep your camera handy for some stunning nature shots!
The park is also home to various wildlife, making it a great spot for birdwatching. The diverse environments support an array of fauna, providing visitors with opportunities to observe different species.
Wadsworth Falls State Park offers visitors an escape into nature. Embrace the beauty of the outdoors while enjoying a day of adventure and relaxation.
Address: 721 Wadsworth St, Middlefield, CT 06455.
10. Explore the Connecticut River Museum
The Connecticut River Museum is a fascinating destination for history buffs. Located nearby in Essex, the museum showcases the rich maritime history of the Connecticut River. Explore its exhibits to discover the river’s significant role in the region’s development.
The museum features interactive displays and artifacts that bring stories to life. Visitors can learn about the people and industries that shaped this vital waterway. It’s educational and engaging for all ages.
Don’t miss the view from the museum’s waterfront. A peaceful stroll along the riverfront lets you absorb the beauty of the area. The museum grounds often host community events and seasonal activities.
For a deeper understanding, consider joining one of their guided tours. Knowledgeable staff share insights that enhance your visit, making it more memorable.
The Connecticut River Museum is a blend of history and beauty. It’s a perfect way to connect with the local culture while enjoying a delightful outing.
Address: 67 Main St, Essex, CT 06426.
11. Play at Hayward Park
Hayward Park is a vibrant community space in Portland. The park offers playgrounds and picnic areas, making it perfect for families. Kids can enjoy the equipment while parents relax or join in the fun.
The grassy areas are ideal for games and sports, allowing everyone to be active. Bring a frisbee or a ball and engage in friendly competition with friends and family.
Picnic tables are available for those who want to bring a meal. It’s a great way to enjoy a lunch surrounded by nature. The park’s natural beauty adds to the enjoyable atmosphere.
Community events often take place at Hayward Park, offering seasonal activities and fun for all. It’s a gathering spot that fosters friendships and creates lasting memories.
Whether you’re looking for a place to play, relax, or socialize, Hayward Park has something for everyone. It’s a cornerstone of community life!
Address: 126 Hayward Rd, Portland, CT 06480.
12. Reflect at Indian Hill Cemetery
Indian Hill Cemetery is a tranquil spot for reflection. Located nearby in Middletown, the cemetery features beautiful grounds perfect for quiet walks. The serene atmosphere encourages visitors to take a moment away from the rush of daily life.
As you walk through the grounds, you encounter historic graves and monuments. Each tells a story about the community’s past. The well-kept pathways make it easy to explore this peaceful site.
Visitors often come to honor loved ones and appreciate the artistry of gravestones. Many of the historic markers showcase craftsmanship that reflects the era of their creation.
In addition to its historical significance, the cemetery offers scenic views of nature. Trees and gardens frame the pathways, enhancing the tranquil setting.
Consider visiting Indian Hill Cemetery for a calming experience. It serves as a reminder of the importance of remembering and reflecting.
Address: 40 Indian Hill Rd, Middletown, CT 06457.
13. Shop and Dine in Middletown’s Downtown Area
Middletown’s downtown area is a delightful place to explore. Offering a mix of shops and restaurants, it’s ideal for an enjoyable day out. Stroll along the streets, browsing through unique boutiques and local shops.
The dining options are diverse, catering to various tastes. Whether you’re in the mood for casual dining or a fine dining experience, you’ll find it here. Many restaurants prioritize local ingredients, adding quality flavors to every dish.
Cultural events often take place in this vibrant area, providing further entertainment. Check the local schedule to find live music, art shows, or festivities that enhance your visit.
Don’t forget to stop by a local café for a relaxing drink. It’s a perfect way to recharge before continuing your exploration.
Middletown’s downtown area combines shopping, dining, and culture seamlessly. Spend time discovering all it has to offer!
Address: Middletown, CT.
14. Pick Apples at Lyman Orchards
Lyman Orchards is a beloved destination for apple lovers. Located a short drive from Portland, it’s a perfect family outing. The orchard invites visitors to enjoy the experience of apple picking during the fall.
With numerous apple varieties, there’s something for everyone to enjoy. This hands-on experience allows families to connect with nature and each other. Bring your basket and collect as many apples as you like!
In addition to apple picking, Lyman Orchards also features a farm store. Here, you can find homemade goods like cider and fresh-baked pies. Enjoy the delicious flavors of the harvest right from the source.
The grounds are well-kept, offering scenic spots for picnicking as you savor your apples. It’s a beautiful way to spend the day outdoors.
Lyman Orchards combines fun, education, and deliciousness. Make it a part of your fall adventures!
Address: 32 Reeds Gap Rd, Middlefield, CT 06455.
15. Learn at The Portland Historical Society
The Portland Historical Society is a treasure trove of local history. This museum offers exhibits showcasing the rich cultural heritage of Portland. Visitors can explore artifacts that tell important stories about the area.
Interactive displays and informative panels make learning engaging and fun for everyone. The society hosts events that share the community’s past with visitors, enhancing appreciation for local history.
Check their calendar for special exhibits and workshops. These educational opportunities provide a deeper understanding of Portland’s roots.
The society’s passionate staff is eager to share stories and answer questions. Engaging with them adds depth to your historical journey.
A visit to The Portland Historical Society offers a unique experience. It’s a wonderful way to connect with the local culture and learn more about Portland’s fascinating history.
Address: 85 Main St, Portland, CT 06480.
16. Experience Nature at Higganum Cove
Higganum Cove is a scenic destination for outdoor enthusiasts. Located nearby, it offers beautiful waters and stunning views. It’s perfect for fishing, kayaking, or simply enjoying the natural surroundings.
Visitors can explore the trails that wind through the cove, providing access to prime fishing spots. Grab your fishing gear and enjoy a peaceful day by the water. The serene environment is ideal for unwinding.
For those who enjoy kayaking, Higganum Cove is a fantastic launch point. Paddle along the picturesque cove and enjoy the sights and sounds of nature.
Picnicking at the cove enhances the experience. Bring a meal and relax under the shade of trees, taking in the lovely surroundings.
Whether you want to fish, paddle, or just relax, Higganum Cove offers a slice of nature’s beauty. It’s an excellent way to spend a day outdoors.
Address: Higganum, CT.
17. Taste Local Brews at Connecticut Valley Brewing Company
Connecticut Valley Brewing Company invites craft beer enthusiasts to discover its intriguing selection. Located a bit farther away, this brewery is worth the visit for beer lovers. Enjoy tasting sessions featuring a variety of brews crafted with local ingredients.
Indulge in a range of flavors from ales to IPAs, ensuring something for every palate. The knowledgeable staff shares insights about the brewing process, enhancing your visit with background information.
The brewery has a welcoming atmosphere, making it a great spot to relax and socialize with friends. Check for local events that could include trivia nights and live music.
Consider joining a brewery tour to learn about the brewing techniques that create your favorite beers. The experience is both informative and enjoyable, making it memorable.
Connecticut Valley Brewing Company is more than just a brewery; it’s a community hub. Enjoy tasting unique craft beers while soaking in the friendly vibes!
Address: 30 N Main St, Wethersfield, CT 06109.
18. Spot Wildlife at Cromwell Meadows Wildlife Management Area
Cromwell Meadows Wildlife Management Area is a haven for nature lovers. This area is ideal for those who enjoy birdwatching and wildlife observation. Visitors can explore the scenic trails while keeping an eye out for local fauna.
The diverse ecosystems provide habitats for various species. Bring your binoculars to spot birds, deer, and other wildlife in their natural settings. It’s an excellent opportunity for photographers looking to capture nature.
The peaceful environment of the management area encourages visitors to unwind and connect with nature. Whether you’re hiking or simply enjoying the serene surroundings, there’s something calming about this space.
Consider visiting during different seasons, as wildlife activity can change based on the time of year. Each visit offers new adventures and discoveries!
Cromwell Meadows Wildlife Management Area is a must-visit for any nature enthusiast. Experience the beauty of local wildlife and enjoy the tranquility it offers.
Address: Cromwell, CT.
19. Enjoy Lake Activities at East Hampton Lake
East Hampton Lake is a fantastic destination for water enthusiasts. This beautiful lake offers various activities, making it a perfect spot for families and friends. Swim, fish, or relax on the shore and enjoy the serene environment.
The lake provides ample space for swimming and sunbathing during warm months. It’s a great place to cool off and have fun in the water. Canoeing and kayaking are also popular activities for those wanting to explore the lake.
Fishing lovers will appreciate the variety of fish available. Make sure to bring your fishing gear for a relaxing day on the water.
Packing a picnic to enjoy by the lake enhances the overall experience. Gather your friends and family for a day filled with laughter and memories.
East Hampton Lake is the perfect spot to unwind and have fun. Whether you’re playing in the water or sunbathing, it’s a great getaway.
Address: East Hampton, CT.
20. Relax at Lakeside Park
Lakeside Park is a beautiful retreat for those looking to unwind. This nearby park offers stunning lakeside views and plenty of space for relaxation or recreation. It’s a wonderful spot for picnics, walks, or simply enjoying nature.
The park features walking trails that allow visitors to explore the lake’s perimeter. Enjoy the fresh air and picturesque surroundings as you stroll along. It’s a peaceful place for a leisurely walk with friends or family.
Kids can enjoy playgrounds and open areas for running around. There’s something for everyone, making it a perfect family destination.
Bring along a picnic to enjoy by the water. The tranquility of the park enhances any gathering, allowing for quality time with loved ones.
Lakeside Park offers a refreshing escape into nature. Spend a day reconnecting with the outdoors while enjoying the beauty of the lakeside setting!
Address: 21 Lake Dr, East Hampton, CT 06424.
21. Walk the Trails at Kelsey Park
Kelsey Park is a welcoming community park featuring beautiful play areas and walking paths. This park is perfect for families looking for outdoor fun. Kids can enjoy the playground while adults take a leisurely walk on the paths.
The park’s open green spaces encourage playful activities and picnics. Bring your blanket and snacks to enjoy a meal in the fresh air. The peaceful environment makes it ideal for relaxing or unwinding.
Walking paths wind through the park, providing a great opportunity for exercise. Engage in a refreshing stroll as you take in the natural beauty surrounding you.
Community events often take place at Kelsey Park, facilitating engagement and fun for visitors. Check the local calendar to see if there are activities happening during your visit.
Kelsey Park is a delightful space where families can bond and have fun. Visit for a day filled with joy and outdoor activity!
Address: 27 Park St, Portland, CT 06480.
22. Hit the Ramps at Portland Skate Park
Portland Skate Park is the ultimate hangout for skateboard enthusiasts. Located within the town, it offers ramps and features designed for skaters of all levels. Whether you’re a beginner or a pro, you’ll find a spot to practice your skills here.
The park’s vibrant atmosphere attracts skateboarders looking to show off their tricks. It’s a wonderful community space where friendships are formed through shared interests.
Safety is a priority at the skate park, with designated areas for beginners and more advanced skaters. This ensures everyone can enjoy the sport in an encouraging environment.
Consider visiting during local skate events to experience the excitement. Friendly competitions foster a sense of community and camaraderie among skaters.
Portland Skate Park is a great place for skating enthusiasts of all ages. Hit the ramps and showcase your skills while having a blast!
Address: 91 Depot Rd, Portland, CT 06480.
23. Discover Scenic Views at Connecticut River State Park Trail
The Connecticut River State Park Trail offers stunning views along the river. This scenic trail is perfect for hiking and biking, appealing to outdoor enthusiasts. You’ll find well-maintained paths that allow for easy exploration of the area.
Walking or biking along the trail invites visitors to take in the beauty of nature. The sights and sounds of the river enhance your outdoor experience. It’s an excellent way to escape the bustle of daily life.
Wildlife is abundant along the trail, making it a great spot for birdwatching. Bring your binoculars to observe birds and other creatures in their natural habitats.
Visitors can also spot beautiful plants and flowers throughout the seasons. Each trip offers something new to appreciate about the local environment.
The Connecticut River State Park Trail is perfect for those seeking adventure and tranquility. Pack your gear and get ready to enjoy the beauty of the river!
Address: 1825 Airport Rd, Haddam, CT 06438.
24. Visit Historic Old Towne Hall
Old Towne Hall is a significant historical site in Portland. This building serves as a reminder of the town’s rich history. Visitors can admire the architecture and learn about the town’s past through various displays.
The hall often hosts community events, making it a lively part of local life. Check the calendar for upcoming activities and gatherings that highlight the spirit of Portland.
Exploring Old Towne Hall provides insight into the historical context of the area. Knowledgeable staff are available to share stories and fun facts, adding depth to your visit.
The building’s charm makes it a great spot for photographs. Capture memories while appreciating the historical significance of this landmark.
Old Towne Hall offers a glimpse into the past while actively participating in present community life. It’s a must-see for anyone interested in the local heritage!
Address: 6 Main St, Portland, CT 06480.
25. Browse Local Goods at Portland Farmers Market
Portland Farmers Market is a delightful spot for fresh produce and local crafts. Open seasonally, this market brings together local vendors offering the best of the area. Expect to find fresh fruits, vegetables, baked goods, and handmade crafts.
Each Saturday, the market buzzes with locals and visitors alike. It’s a great place to support community farmers and artisans who take pride in their products. Enjoy sampling seasonal delights during your visit.
The lively atmosphere makes shopping enjoyable. Chat with the vendors, learn about their goods, and enjoy the community feel. Bring your family for a fun outing while supporting local businesses.
Live entertainment often accompanies the market, adding to the lively ambiance. You’ll find musicians and performers enhancing the experience as you browse.
Portland Farmers Market is a fantastic way to connect with the community and celebrate local flavors. Don’t miss this charming destination when visiting Portland!
Address: 67 Main St, Portland, CT 06480.
Final Thoughts
Portland, CT, is a destination offering a wide range of fun and engaging activities. From outdoor adventures at parks and trails to delightful experiences at local farms and wineries, there’s something for everyone to enjoy. Each location provides a unique glimpse into the area’s natural beauty and community spirit.
As you explore Portland, embrace the charm of its attractions. Whether you’re hiking, enjoying local crafts, or tasting delicious wines, the memories created here will surely draw you back. If you’re interested in exploring more nearby areas, consider checking out Westbrook, CT or Groton, CT for additional options. Discover the joys of Portland, and experience all it has to offer!