Best Resorts in Windham

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    one key illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 2 Resorts in Windham with updated reviews, rates, and availability.

The Poland Spring Resort
Aerial view

The Poland Spring Resort

3.5 star property
8.0 out of 10, Very Good, (749)
"The lodge was very clean and well maintained. Staff very pleasant. Only thing that was is that you could hear upstairs room walking on floor and tv not facing the beds."
The price is $174
includes taxes & fees
$160 per night
May 25 - May 26
The Poland Spring Resort
Bates Island: Casco Bay Glamping Experience
Property grounds

Bates Island: Casco Bay Glamping Experience

Bates Island: Casco Bay Glamping Experience
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.
Don't see what you're looking for?
See all available properties in Windham
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Windham

WATERFRONT ON PETTENGILL POND
Smart TV

WATERFRONT ON PETTENGILL POND

WATERFRONT ON PETTENGILL POND
The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.8 out of 10, Exceptional, (56)
"Great hotel"
The price is $296
includes taxes & fees
$278 per night
May 1 - May 2
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (105)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach views
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.

Frequently asked questions

What can I expect from a resort vacation in Windham?
You deserve a vacation, and a resort is the perfect place to indulge in all the services and amenities you need for a relaxing time in Windham. One of the comfortable resorts in the surrounding area could be just what you’re searching for, whether you want an amazing pool, shopping possibilities, or nightly entertainment options.
What's a favorite resort for my stay in Windham?
Here’s our top-rated resort near Windham: The Poland Spring Resort - Family-friendly resort. 18.4 mi (29.7 km) from Windham. Features 3 restaurants, 3 bars, and a golf course.
What can I do in Windham?
If you brought the kids, you can head to Maine Wildlife Park or Seacoast Adventure for some family fun. Little Sebago Lake and Sebago Lake are a few additional attractions in the area that you might like.
What's the seasonal weather like in Windham?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Windham are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Windham?
Fly into Portland Intl. Jetport Airport (PWM), which is located 8.9 mi (14.3 km) away from the heart of the city. You can also search for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 20.8 mi (33.5 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.