Find Romantic Hotels in Windham, ME

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Check availability on Windham Romantic Hotels

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Top Windham Romantic Hotels

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (71)
"It was lovely and relaxing. "
The price is AED 1,100
AED 1,450 total
includes taxes & fees
29 Jun - 30 Jun
Chebeague Island Inn

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (18)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
The price is AED 4,631
AED 6,773 total
includes taxes & fees
21 Jul - 22 Jul
Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (26)
"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"
The price is AED 3,988
AED 6,242 total
includes taxes & fees
9 Jul - 10 Jul
Waterfront, Luxury, Spacious home in Freeport!

Inn On Peaks Island

3.0 star property
9.0 out of 10, Wonderful, (94)
"We had a wonderful stay and hope to be back!"
The price is AED 1,340
AED 1,460 total
includes taxes & fees
29 Jun - 30 Jun
Inn On Peaks Island

Inn By The Sea

4.0 star property
9.6 out of 10, Exceptional, (271)
"Overall hospitality Beautiful place "
Inn By The Sea

Hampton Inn Portland Downtown - Waterfront

2.5 star property
8.8 out of 10, Excellent, (1004)
"Clean room, breakfast included and so close to the water & ferries "
The price is AED 968
AED 1,071 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Portland Downtown - Waterfront

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (153)
"Excellent location and very clean apartment"
The price is AED 1,458
AED 2,158 total
includes taxes & fees
10 Jul - 11 Jul
Glorious getaway on Portland's Eastern Promenade.

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (103)
"Perfect location. Wonderful accommodations"
The price is AED 801
AED 1,237 total
includes taxes & fees
1 Jul - 2 Jul
Adorable Portland getaway on the Eastern Promenade

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

8.8 out of 10, Excellent, (30)
"Great place, a little difficulty controlling temperature."
The price is AED 540
AED 1,536 total
includes taxes & fees
29 Jun - 30 Jun
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (61)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is AED 683
AED 1,710 total
includes taxes & fees
8 Jul - 9 Jul
Elegant condo - walk to Portland's best restaurants & Old Port
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

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 Sebago Lake Basin, Little Sebago Lake, or Sebago Lake. 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 Sebago Lake Basin, Little Sebago Lake, or Sebago Lake 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.