Autumn Adventures and Festive Fall Fun Around Stevens Square at Baxter Woods
- Brina Stairs
- 1 day ago
- 4 min read
Fall in Portland, Maine: Crisp Air, Golden Leaves, and Cozy Moments
Stevens Square at Baxter Woods — Portland’s premier 55+ active lifestyle community — and the vibrant city of Portland, Maine, are brimming with autumn adventures! The air is crisp, the leaves are turning gold, and the city is alive with the spirit of the season. Whether you love live music, local history, Maine-made food, or a touch of festive fright, there’s something for everyone to enjoy this October.
Here at Stevens Square, residents are surrounded by beauty — towering pines, a vibrant neighborhood, and a community that celebrates every season. October brings a special kind of magic: cozy sweaters, scenic foliage walks through the 30-acre Baxter Woods, and gatherings around the community fire pit with neighbors. Add a warm drink from our on-campus café, and it’s easy to see why fall feels extra special here.
🍁 Fall Events in Portland, Maine — Just Minutes from Stevens Square
Evergreen Cemetery Twilight Tours
Portland | October 18 (Artists) & October 19 (Sea Captains)
Step back in time with guided lantern tours of one of Portland’s most scenic and storied cemeteries.
→ Find details on the Friends of Evergreen Facebook Page
Spooky Symphony
Merrill Auditorium | October 18 & 19
The Portland Symphony brings thrills and chills to life with a Halloween-themed concert.
Fall Foliage, Sunset, Champagne & Oysters Sail
Portland Harbor | October 19
Raise a glass to autumn aboard a scenic Wine Wise sail, complete with local oysters and champagne.
Haunted for 100 Years
Maine Historical Society | October 22–24
Experience a spooky guided tour inspired by Longfellow’s poetry and Portland’s historic ghosts.
Rasa String Quartet: “Soundtrack to a Nightmare”
Mechanics’ Hall | October 23
From Radiohead to Schubert and Mozart, enjoy a Halloween-themed concert showcasing the quartet’s musical mastery.
Harvest on the Harbor
Portland | October 30–November 1
Sip, sample, and celebrate Maine’s culinary scene at Portland’s signature food and drink festival.
Ken Burns: The American Revolution
University of Southern Maine | October 30 | Free Admission
A sneak preview and discussion with local historians — perfect for lifelong learners.
Dracula: A Comedy of Terrors
Good Theater at Stevens Square Theater | November 6–23, 2025
Catch this hilarious twist on the classic tale — performed right here at Stevens Square Theater!
Coming Soon: Rick Steves’ Europe — A Symphonic Journey
Merrill Auditorium | November 8 & 9
A musical trip across Europe led by Rick Steves and the Portland Symphony.
🍂🐾 Evergreen Adventures: A Local Favorite
We love seeing our community exploring Portland’s local gems! Check out this fun throwback: a walk through Evergreen Cemetery — the perfect fall stroll for people and pups alike at this National Historic Landmark.
Explore Stevens Square at Baxter Woods Today
Imagine autumn mornings on your private balcony overlooking serene Baxter Woods — coffee in hand, golden leaves drifting below. Spend the afternoon exploring Portland’s many fall attractions, from neighborhood shops to waterfront markets, then come home to unwind by the community fire pit with friends and neighbors.
Stop by the on-campus café for a warm latte or a light lunch before heading out to enjoy more of Portland’s seasonal festivities.
At Stevens Square, Portland’s first 55+ active adult community, modern comfort meets low-maintenance living in a beautiful, natural setting. Residents enjoy convenient access to the city’s best dining, culture, and outdoor recreation — including many of the fall adventures highlighted above.
Explore available homes at 75 McAuley Way, complete with pricing, floor plans, and photo galleries.
Contact us to schedule a tour or reserve your home today, info@stevenssquare.com.
Visit: stevenssquare.com
Happy October from Stevens Square
“There’s magic in the night when pumpkins glow by moonlight.”
Wishing you a wonderful fall season filled with cozy nights, colorful leaves, and a touch of Halloween magic.
🍂 Poll: What’s Your Favorite Part of Fall in Portland?
0%🍁 Colorful foliage & scenic walks
0%🥧 Apple pies & seasonal treats
0%🎃 Harvest festivals & local events
0%🕯️ Spooky tours & Halloween fun
About Stevens Square at Baxter Woods
Located in Portland, Maine, Stevens Square at Baxter Woods is a thoughtfully designed 55+ active lifestyle community that blends the ease of lower-maintenance living with access to both city life and natural beauty. Nestled beside the tranquil trails of Baxter Woods and just minutes from downtown Portland, Stevens Square offers spacious, modern homes, wellness-focused amenities, and a welcoming, engaged community. With cultural events, resident clubs, and a vibrant calendar of on-site and local activities, Stevens Square supports a lifestyle of continued growth, connection, and enjoyment.
Interested in learning more? Contact Ed and Kelley who are here to help you explore the possibilities, answer your questions, or set up a visit to see what life at Stevens Square can be. Reach out anytime — they’d love to show you around.
Email: info@stevenssquare.com
Website: www.stevenssquare.com
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