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.

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
$125 nightly
The price is $138 total per night from Jun 22 to Jun 23
$138 total
Jun 22 - Jun 23
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! (2,198 reviews)
"The property was very clean and quiet. The outside parking was ample and the surface had just been re-paved. The room was clean and comfortable, the a/c worked great and we had plenty of hot water with adequate water pressure. Breakfast was simple (bagels, waffle, cereal, eggs/sausage)but adequate. ..."

Reviewed on Jun 19, 2026

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

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$308 nightly
The price is $340 total per night from Jul 5 to Jul 6
$340 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.4/10 Exceptional! (1,767 reviews)
"Beautiful hotel, great location, friendly associates, but would not return to this location. Unfortunately many negatives.They offer what they call is a “kitchen” on every floor- coffee maker did not work and the ice machine did not work- spoke to an associate and was told coffee machine has been ..."

Reviewed on Jun 20, 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
$274 nightly
The price is $303 total per night from Jun 21 to Jun 22
$303 total
Jun 21 - Jun 22
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! (1,249 reviews)
"I loved staying at Cambria in Portland. The location was perfect; the rooms were spacious and clean. The pillows were really comfortable. The staff was excellent."

Reviewed on Jun 20, 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! (9 reviews)
"It’s exactly what I imagined when looking for a classic Maine-lake cottage. It was cozy with a great kitchen (it’s hard to find a decent-sized kitchen in a cottage). The living room was big enough to fit 2 XL dog crates and still have plenty of room. We didn’t try out all the beds, but the one we ..."

Reviewed on Jun 13, 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 Thompson's Point and ...
9.8/10 Exceptional! (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"

Reviewed on Apr 23, 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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