Windham, ME

Travel Guide

A lake surrounded by houses and trees with autumn foliage.
A white church with a steeple and red accents, surrounded by autumn trees.
A residential street with houses, autumn foliage, and parked cars.
A welcome sign to Windham, founded 1737, with a logo for Windham Eagles.
A road with directional signs for Route 202 East and Route 4 North, surrounded by autumn foliage.
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.

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
$77 nightly
The price is $83 total per night from Aug 30 to Aug 31
$83 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
7.2/10 Good! (712 reviews)
"The shower needs to be fixed."

Reviewed on Aug 22, 2026

Clarion Pointe South Portland
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
$91 nightly
The price is $99 total per night from Sep 16 to Sep 17
$99 total
Sep 16 - Sep 17
Total with taxes and fees
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
6.4/10 (1,082 reviews)
"A living nightmare. Looks like the house in The Texas Chainsaw Massacre."

Reviewed on Aug 22, 2026

Quality Inn & Suites South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$118 nightly
The price is $131 total per night from Sep 7 to Sep 8
$131 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,635 reviews)
"The hotel is in a good location, close to everything and even has a gas station right next door, very convenient. The staff are pleasant and helpful. The property outside is well maintained and clean with ample parking. They have breakfast with a sit down service, decent menu, tasty food and fairly ..."

Reviewed on Aug 22, 2026

Clarion Hotel Portland Airport ME
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.
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities

Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities

Windham ME
Stay at this cabin in Windham. Enjoy laundry facilities, patios, and in-room fireplaces. Popular attractions Sebago Lake and Seacoast Adventure are located ...
7.6/10 Good! (7 reviews)
"DIRTY and UNINHABITABLE! My family and I had a horrible experience staying at this property. We all ended up having to go to the doctors for treatment as we got horrible itchy skin rashes, my 8 year olds was the worst. The main cabin was infested with something that caused this. The only one in our ..."

Reviewed on Jul 28, 2026

Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
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 Maine Mall and Cross ...
9.8/10 Exceptional! (113 reviews)
"We had a wonderful stay. Highly recommend!"

Reviewed on Aug 19, 2026

The Weldon Hotel
Evalina Hotel

Evalina Hotel

2.5 out of 5
215 Commercial St Portland ME
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Thompson's Point and Portland Head ...
10/10 Exceptional! (10 reviews)
"Great location! Fun space! Comfortable and clean!"

Reviewed on Aug 17, 2026

Evalina Hotel
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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