Best Wineries and Breweries in Maine for Retirees: Where to Go

Retirement is the perfect time to savor life’s finer things—and in Maine, that includes a flourishing scene of craft breweries and charming wineries. Whether you’re a seasoned connoisseur or just looking for a relaxing way to spend an afternoon with friends, the Pine Tree State offers countless tasting experiences that blend natural beauty with award-winning local flavors. From vineyard views to cozy tasting rooms, here’s your guide to the best wineries and breweries in Maine for retirees.

Experience Maine’s Wine Country

Cellardoor Winery (Lincolnville & Portland)
With stunning views of the Camden Hills, Cellardoor Winery in Lincolnville offers a serene backdrop for a tasting flight. Their Portland tasting room is a convenient alternative if you prefer to stay closer to the city. Enjoy varieties like their rich Montepulciano or bright Riesling, all made with Maine-grown grapes.

Oyster River Winegrowers (Warren)
This small, sustainable farm winery is known for its handcrafted natural wines and ciders. A trip to Oyster River Winegrowers offers more than just a tasting—it’s a glimpse into a rustic, eco-conscious lifestyle. It’s a must-visit for retirees seeking a peaceful, off-the-beaten-path adventure.

Bluet (Scarborough)

Love blueberries? Then you’ll want to sample Maine’s own take on sparkling wine. Bluet crafts dry, bubbly wines from wild Maine blueberries—a fresh, local twist that surprises and delights.

Breweries That Combine Craft and Community

Rising Tide Brewing Company (Portland)
Located in Portland’s bustling East Bayside, Rising Tide is a family-owned brewery serving up approachable yet creative craft beers. Their outdoor space is ideal for a sunny afternoon gathering, complete with food trucks and occasional live music.

Flight Deck Brewing (Brunswick)
This veteran-owned brewery is located on the former Brunswick Naval Air Station and offers a unique, welcoming atmosphere. Flight Deck Brewing is known for its community events and inventive beers—perfect for a laid-back outing with neighbors or visiting family.

Funky Bow Brewery and Beer Company (Lyman)
If you’re looking for a quirky experience, Funky Bow delivers. Nestled in the woods, this farm-based brewery is known for its delicious pizza, live music, and pet-friendly policy. It’s a hidden gem that promises plenty of character and fun.

Don’t Miss These Seasonal Tasting Events!

Maine Wine Trail
Follow the Maine Wine Trail to explore more than 20 vineyards and tasting rooms across the state, complete with fun events to look forward to. It’s a leisurely way to experience Maine’s wine country with friends or guests.

Portland Wine Week (June 2025)
Held each June, Portland Wine Week is a week-long celebration of wine culture in Maine’s foodie capital. From tastings to dinners and educational seminars, there’s something for everyone—no matter your level of wine knowledge.

Maine Brewers’ Guild Beer Festivals
Keep an eye on the Maine Brewers’ Guild for events like the Summer Session Beer Festival, where you can sample craft beers from across the state while enjoying food, music, and scenic views.

Cheers to Retirement at Cumberland Crossing by OceanView

Living at Cumberland Crossing by OceanView means you’re just a short drive from many of the best wineries and breweries in Maine for retirees. Our active, maintenance-free lifestyle gives you more time to explore Maine’s local gems, try new things, and build lasting memories with those who matter most.

Ready to toast to your next adventure? Contact us today to learn more!