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 Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$135 nightly
The price is $150 total per night from Jul 19 to Jul 20
$150 total
Jul 19 - Jul 20
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 ...
8.2/10 Very Good! (1,549 reviews)
"Wonderful stay. The pool and hot tub were a major plus guest services on point!! My airport transport was not honored when we left. That's okay. I found another way to make it back. Very comfortable beds. Super clean. Bathrooms were lovely with plenty of towels and amenities."

Reviewed on Jul 11, 2026

Clarion Hotel Portland Airport ME
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
$169 nightly
The price is $187 total per night from Jul 13 to Jul 14
$187 total
Jul 13 - Jul 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,202 reviews)
"I would rate this hotel as just OK. Nothing was great. Everything was just fine. The bed was nice and everything was clean.it was a little noisy. The staff was efficient but not super friendly or even courteous. I really expected a little more for $395."

Reviewed on Jul 11, 2026

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
$340 nightly
The price is $376 total per night from Jul 13 to Jul 14
$376 total
Jul 13 - Jul 14
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! (1,262 reviews)
"First of all, the hotel front desk and staff were excellent. Very friendly and very helpful. The most disappointing part of the stay was paying $12 for a single shot of vodka and $5.50 for a small drip coffee. Seemed out of place at a Cambria hotel in Portland Maine."

Reviewed on Jul 10, 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.
WATERFRONT ON HIGHLAND LAKE.  LESS THAN 30 MINUTES TO PORTLAND

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WINDHAM ME
Stay at this cottage in Windham. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Shaw Park and Sebago Lake Basin are located ...
9.6/10 Exceptional! (11 reviews)
"Clean cottage in a great spot. Kayaks included was a nice plus. Swimming area also works out great as the water is shallow for a long way from the shore. Only complaint would be the doors to the bedrooms and bathroom are a little funky and don't like to close correctly. Not really a problem if you ..."

Reviewed on Jun 30, 2026

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
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 ...
8/10 Very Good! (5 reviews)
"Quintessential cabin to the tee. Clear water and great convenient location. Dock area, Lakeside, and water toys were great. Master bedroom bunk house had a slightly musty smell, I personally couldn’t sleep with it. Aside from that expect a lake life cabin where you can unwind."

Reviewed on Aug 22, 2025

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 State Theatre and ...
9.8/10 Exceptional! (102 reviews)
"Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district."

Reviewed on Jul 5, 2026

The Weldon 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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