Why Winter's Better In Portland: Beat The Blues With These Local Picks

Winter may be here, but the fun doesn’t slow down in Portland. From family outings to seasonal events and easy day trips, there’s plenty around town to keep your calendar full. Just remember to double-check hours, weather updates and ticket details before heading out. And if you want even more local winter ideas, keep scrolling — you’ll find a way to get personalized suggestions based on what you love to do.

William B. Troubh Ice Arena – Indoor Ice Skating

Address: 225 Park Avenue, Portland, ME 04102
Phone: (207) 774-8553
Details: William B. Troubh Ice Arena offers a reliable indoor option for skating throughout the winter season, with public skate sessions, hockey programming and lessons for all ages. The city-run facility is a go-to for casual laps around the ice as well as more structured activities. Pre-registration is recommended to secure your public skate time.

Riverside Golf Course – Cross-Country Skiing, Sledding, Snowshoeing, Ice Skating & More

Address: 1158 Riverside St, Portland, ME 04103
Phone: (207) 797-3524
Details: When snow covers the fairways, Riverside Golf Course transforms into a multi-use winter recreation area offering cross-country skiing, snowshoeing, sledding, ice skating and more. The wide-open landscape makes it easy to spend a few hours moving at your own pace, whether you’re gliding along groomed trails or bringing a sled for some downhill fun.

Thompson's Point Rink – Outdoor Ice Skating

Address: 207 Thompsons Point, Portland, ME 04102
Phone: (207) 650-5964
Details: Thompson’s Point Rink delivers classic outdoor skating with a scenic backdrop and a lively atmosphere. Open-air sessions make it a popular winter stop for date nights, family outings and casual skate time with friends. Ice schedules and session availability change frequently, so check the website for the most up-to-date calendar before lacing up.

Greenbelt Walkway – Cross-Country Skiing

Address: Greenbelt Walkway, South Portland, ME 04106
Phone: (207) 284-9260
Details: The Greenbelt Walkway offers a peaceful stretch of trail that’s well suited for cross-country skiing once snowfall arrives. Spanning wooded areas and open spaces, it’s a quieter option for those looking to stay active outdoors without committing to a full day adventure.

Eastern Promenade – Snow Sledding

Address: Cutter Street & Eastern Promenade, Portland, ME 04101
Phone: (207) 808-5400
Details: Eastern Promenade becomes a favorite winter hangout after fresh snowfall, especially for sledding with views of Casco Bay. The open hills make it easy to pop over for a quick outing or linger a little longer on clear winter days.

Portland Museum of Art – View Art & Attend Special Events

Address: 7 Congress Square, Portland, ME 04101
Phone: (207) 775-6148
Details: The Portland Museum of Art offers a warm indoor escape with rotating exhibitions, permanent collections and special events throughout the winter months and beyond. From contemporary works to historic pieces tied to Maine’s artistic legacy, there’s plenty to explore at your own pace. Current exhibitions, events and ticket details can be found on the museum’s website.

Payson Park – Sledding, Skiing, Pond Skating & Snowboarding

Address: Baxter Boulevard & I-295, Portland, ME 04101
Phone: (207) 808-5400
Details: In the winter, locals head to Payson Park for sledding, skiing, snowboarding and pond skating when conditions allow. The park’s open layout makes it easy to choose your own adventure depending on snowfall and ice safety. Always check weather conditions and ice advisories before participating in winter activities.

Rising Tide Brewing Company – Craft Beer Tasting

Address: 103 Fox Street, Portland, ME 04101
Phone: (207) 370-2337
Details: Rising Tide Brewing Company offers a laid-back taproom experience centered on small-batch, Maine-made craft beer. It’s a comfortable spot to warm up after a winter outing or spend a low-key afternoon sampling what’s on tap. Taproom hours, beer availability and current menus are posted on the brewery’s website.

Want ideas that fit your family and your budget? Enter your ZIP code and preferences — kid-friendly, outdoor, educational and more — for winter getaway recommendations made for you.

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