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
$112 nightly
The price is $122 total per night from Nov 2 to Nov 3
$122 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,008 reviews)
"Great late check in"

Reviewed on Sep 28, 2025

Dormir
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
$93 nightly
The price is $103 total per night from Nov 2 to Nov 3
$103 total
Nov 2 - Nov 3
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 ...
7.8/10 Good! (1,103 reviews)
Pleasant Stay Despite Looks
"Front desk guest service was friendly, easy, and reliable. The room was more spacious than I anticipated, although the bathroom was as small as you’d expect. They only have bars of soap for the bathroom. I did a quick trip so I thought it was better than expected. There are noticeable areas that ..."

Reviewed on Sep 30, 2025

Clarion Hotel Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
$90 nightly
The price is $98 total per night from Oct 13 to Oct 14
$98 total
Oct 13 - Oct 14
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 ...
7.4/10 Good! (288 reviews)
"It was convenient right off the highway. The room was clean and comfortable and the staff was friendly"

Reviewed on Oct 2, 2025

Germaine Inn South Portland
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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
54 York St, Portland, ME
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point ...
9.8/10 Exceptional! (81 reviews)
"Clean apartment, all utilities included, and all-round a wonderful stay."

Reviewed on Sep 26, 2025

The Weldon Hotel
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
Book a stay at this beach vacation home in Old Orchard Beach. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Old Orchard Beach ...
9.4/10 Exceptional! (64 reviews)
"Great location, clean and the perfect beach front property!!"

Reviewed on Sep 14, 2025

Sensational Beachfront Property Old Orchard Beach, with indoor elevator
68 East Grand Ave

68 East Grand Ave

3 out of 5
68 E Grand Ave, Old Orchard Beach, ME
Stay at this 3-star apartment in Old Orchard Beach. Enjoy free WiFi, free parking, and air conditioning. Popular attractions Old Orchard Beach Pier and Old Orchard ...
8.4/10 Very Good! (9 reviews)
"Nicole deserves a raise! She was helpful and informative with any of our inquiries. The unit could use a few more pans etc. for reheating the delicious Maine fried seafood! Bathroom could use a new shower curtain and grout! Would definitely stay here again!!"

Reviewed on Aug 26, 2025

68 East Grand Ave
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.

Popular places to visit

Things to do

Reviews of Windham

4.4
Top Destination
5 - Excellent
26
5 - Excellent 47%
4 - Good
24
4 - Good 44%
3 - Okay
4
3 - Okay 7%
2 - Disappointing
1
2 - Disappointing 2%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Loved area. Also reasonable distance from Portland as well as the White Mountains. Very enjoyable trip with family.

2/5 - Disappointing

Verified traveler

They need to widen the roads, so much traffic.

4/5 - Good

Jen

A good place to stay. Just bring socks and a white noise machine.

4/5 - Good

Verified traveler

It was a very busy road tk tuen left out of the property. Maybe lights in the future?

3/5 - Okay

Verified traveler

Highly recommend Kelly’s for breakfast and Mosquitos for ice cream.

4/5 - Good

Verified traveler

I was only there for 1 night

Cities near Windham

Explore a world of travel with Expedia

Explore a world of travel with Expedia