Windham, ME

Travel Guide

Windham
Windham
Windham
Windham
Windham
With outdoor recreation opportunities and an array of historical buildings to explore, this southern Maine town is full of charm.

Not far from Portland, Windham is worth visiting on its own. Enjoy outdoor recreation in the town’s many parks and forests, as well as on nearby Sebago Lake. Explore well-preserved buildings throughout town, from the Old Town Library to the Town Hall.

Stroll or bike through the woodlands and wetlands of Donnabeth Lippman Park or canoe or kayak on 10-acre (4-hectare) Chaffin Pond. Hike the loop trail around the pond. In winter, snowshoe or cross-country ski. Bring young children to the fun Story Walk and playground. In warmer months, anglers can cast a line in the pond here.

Summer is an especially bustling time in Windham. Check out Summerfest in June, with a parade and car show, or appreciate the 19th-century crafts at the Artisans on the Green exhibition, put on by the Windham Historical Society. Park along the edge of Claman Sanctuary and pick wild blueberries in July or August. For unique wildlife watching, head to Lowell Preserve to explore the porcupine caves.

Get outside in Windham during winter. Enjoy groomed cross-country skiing and snowshoeing trails at Lowell Preserve. Snowshoes in adult and youth sizes are free to borrow and use.

Nearby, the Mountain Division Trail and Sebago to the Sea Trail offer a shared-use route from Sebago Lake to Casco Bay. Follow the southern portion for 6 miles (10 kilometers) of this statewide trail from Windham to Standish.

Delve into Windham’s past at historic buildings maintained by the Windham Historical Society at the Village Green. The Old Town Library operated from 1907 to 1972 and today welcomes visitors to see original furnishings and displays. At the Old Grocery, originally a tailor’s shop, view a wide range of Windham artifacts.

Find Windham in southern Maine, less than a 30-minute drive from Portland. Visit year round to experience this town’s many outdoor activities and its New England history.

Dormir

Dormir

3 out of 5
965 Roosevelt Trail Windham ME
$132 nightly
The price is $143 total per night from Apr 14 to Apr 15
$143 total
Apr 14 - Apr 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Dormir
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
$114 nightly
The price is $126 total per night from Apr 29 to Apr 30
$126 total
Apr 29 - Apr 30
Total with taxes and fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,009 reviews)
I chose this hotel specifically because it was advertised as pet-friendly, as I was traveling with my well-trained dog. While the location was convenient and the room itself was comfortable, the experience was soured by the lack of transparency regarding the pet policy. When I booked, the additional ...

Reviewed on Apr 6, 2026

The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
$134 nightly
The price is $149 total per night from Apr 20 to Apr 21
$149 total
Apr 20 - Apr 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.4/10 Exceptional! (1,193 reviews)
Yummy breakfast and nice amenities!

Reviewed on Apr 12, 2026

Cambria Hotel Portland Downtown-Old Port
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
HomeAwhile

HomeAwhile

4 out of 5
205 Southborough Drive Scarborough ME
Stay at this aparthotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Thompson's Point and Maine Mall are located ...
9.4/10 Exceptional! (21 reviews)
It was a perfect stay!

Reviewed on Apr 8, 2026

HomeAwhile
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
54 York St Portland ME
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Victoria Mansion and ...
9.8/10 Exceptional! (99 reviews)
The property is fantastic

Reviewed on Apr 11, 2026

The Weldon Hotel
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

Old Orchard Beach ME
Book a stay at this beach condo in Old Orchard Beach. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Old Orchard Beach and Palace ...
9.8/10 Exceptional! (146 reviews)
Beautiful place. Great views of the water and the pier. Awesome corner unit. Clean and spacious.Very easy communication. Would definitely stay there again.

Reviewed on Mar 28, 2026

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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