Find Romantic Hotels in Windham, ME from $82

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Top Windham Romantic Hotels

The Harraseeket Inn & Event House Freeport Downtown

3.5 star property
Freeport
9.4 out of 10, Exceptional, (869)
"Great stay "
United States
Sofia
$109 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Harraseeket Inn & Event House Freeport Downtown

Inn By The Sea

4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (292)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
$245 nightly
The price is $267
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inn By The Sea

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1127)
"Hotel was great."
United States
Joshua
$94 nightly
The price is $104
Dec 14 - Dec 15
Total with taxes and fees
Embassy Suites by Hilton Portland Maine

Hampton Inn Portland Downtown - Waterfront

2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Clean, comfortable and convenient location."
United States
Kurt
$92 nightly
The price is $102
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Portland Downtown - Waterfront

AC Hotel Portland Downtown/Waterfront, ME

3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1002)
"Location, service, and room"
United States
phillip
$87 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
AC Hotel Portland Downtown/Waterfront, ME

Holiday Inn Portland-By the Bay by IHG

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1419)
"The staff was very helpful and the location was great!! "
United States
Donna
$74 nightly
The price is $82
Dec 23 - Dec 24
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG

Portland Regency Hotel & Spa

3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1555)
"It's fantastic location and perfect amenities has drawn me back 3 times!"
United States
Karen
$136 nightly
The price is $151
Dec 11 - Dec 12
Total with taxes and fees
Portland Regency Hotel & Spa

The Westin Portland Harborview

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Helpful and friendly staff"
United States
Wei Chien
$98 nightly
The price is $108
Dec 21 - Dec 22
Total with taxes and fees
The Westin Portland Harborview

Canopy by Hilton Portland Waterfront

4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1000)
"Yes great stay great staff"
United States
Douglas
$122 nightly
The price is $135
Dec 17 - Dec 18
Total with taxes and fees
Canopy by Hilton Portland Waterfront

Inn On Peaks Island

3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (106)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
$161 nightly
The price is $175
Dec 7 - Dec 8
Total with taxes and fees
Inn On Peaks Island
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.

Find out more about Windham

Windham attractions for couples

Windham, Maine, offers a captivating blend of outdoor adventure and family-friendly activities that will delight travelers seeking quality experiences. Start your journey at Sebago Lake State Park, where you can enjoy swimming, hiking, and picnicking amidst stunning natural scenery. The park features over 1,400 acres of pristine woodland and a beautiful sandy beach perfect for a day of family fun. For those who love a bit of thrill, head to the nearby Songo River where you can rent kayaks or canoes, exploring the serene waters while taking in the picturesque surroundings. If you're traveling with children, don’t miss the delightful Windham Public Library, which often hosts engaging events and story hours that can enrich your family’s experience. For a taste of local culture, visit the Windham Historical Society, where you can learn about the town's rich history through captivating exhibits. As you plan your stay, consider accommodations near the bustling Main Street, where you'll find a selection of charming hotels and inns offering modern amenities and attentive service, ensuring your family feels pampered after a day of exploration. Enjoy the convenience of being close to restaurants and shops, allowing for a seamless blend of relaxation and adventure.

Top Windham Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Windham?
Are you looking for a romantic vacation? Our guests also enjoy Windham for its restaurants and lakeside setting. If you'd like to explore some of the area's notable sights, you might make a stop by Little Sebago Lake, Sebago Lake, or Sebago Lake Basin. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Windham?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures 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 is there to do in Windham?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all there is to see and do in Windham. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Windham for its restaurants. You might think about stopping by Little Sebago Lake, Sebago Lake, or Sebago Lake Basin while you're seeing the sights.
What's the best way to get to Windham and around town during my romantic getaway?
This information about transportation options in Windham might help your romantic trip go off without a hitch: The closest major airport is Portland Intl. Jetport Airport (PWM), located 8.9 mi (14.3 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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