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
$109 nightly
The price is $119 total per night from Jan 20 to Jan 21
$119 total
Jan 20 - Jan 21
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 ...
8.8/10 Excellent! (1,010 reviews)
clean rooms, quiet, nice place

Reviewed on Jan 8, 2026

Dormir
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$78 nightly
The price is $87 total per night from Jan 14 to Jan 15
$87 total
Jan 14 - Jan 15
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! (1,319 reviews)
Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries.

Reviewed on Jan 5, 2026

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
$98 nightly
The price is $108 total per night from Feb 9 to Feb 10
$108 total
Feb 9 - Feb 10
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! (1,008 reviews)
Room was clean and had all amenities.

Reviewed on Jan 6, 2026

The Westin Portland Harborview
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 Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!

The Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!

Windham ME
Stay at this vacation home in Windham. Enjoy laundry facilities, a pool table, and balconies. Popular attractions Seacoast Adventure and Sebago Lake Basin are ...
9.4/10 Exceptional! (10 reviews)
Overall our stay was great. The house was clean and spacious. The view of the pond is gorgeous. We were able to quickly get in touch with the owner to troubleshoot an issue. I will note that the house is on a very busy road and it is quite loud, even inside the house.

Reviewed on Oct 21, 2025

The Lookout on Pettingill Pond - waterfront house, 5 min from Sebago Lake!
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! (91 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and ...

Reviewed on Jan 3, 2026

The Weldon Hotel
 New Well Built Elegant Home on the Water 2 miles to Freeport, 9  to Portland!

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

South Freeeport ME
Stay at this vacation home in Freeport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions LL Bean Flagship Store and Bradbury Mountain State ...
9.8/10 Exceptional! (181 reviews)
We had a wonderful stay. This waterfront property is beautiful. Even though I'm a Maine resident I never tire of ocean views. The home size was perfect for our family of 12. We gathered for an early holiday celebration and really appreciated the open spaces and well equipped kitchen.

Reviewed on Dec 15, 2025

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to 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.

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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

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