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
$93 nightly
The price is $101 total per night from Dec 21 to Dec 22
$101 total
Dec 21 - Dec 22
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! (1,001 reviews)
Awesome and cozy place.

Reviewed on Dec 11, 2025

Dormir
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
$67 nightly
The price is $73 total per night from Jan 11 to Jan 12
$73 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,646 reviews)
The room was nice and the staff were very nice.

Reviewed on Dec 8, 2025

Tru by Hilton Portland Airport Area
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
$145 nightly
The price is $160 total per night from Dec 17 to Dec 18
$160 total
Dec 17 - Dec 18
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 ...
9.2/10 Wonderful! (1,709 reviews)
Amazing. Everything was great!

Reviewed on Dec 11, 2025

Portland Harbor 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.
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! (88 reviews)
Everything and everyone was amazing! So clean, modern, and well thought out. Shoutout to Sherry who came to help us outside with the gate when we had an unfortunate unrelated incident with our car, and she saw us and helped us right away! I will come back when I return!

Reviewed on Dec 8, 2025

The Weldon Hotel
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Old Orchard Beach ME
Stay at this vacation home in Old Orchard Beach. Enjoy a water park, a garden, and laundry facilities. Popular attractions Engine and Pirate's Cove are located ...
9.6/10 Exceptional! (38 reviews)
The rental was very nice big yard. Outdoor cookers were good patio actually two in the yard. The place was clean well stocked with amenities nice view of the ocean. The flight itself was very clean all in all. I would tell friends about it.

Reviewed on Aug 25, 2025

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
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

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