Find Romantic Hotels in Windham, ME

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Check availability on Windham Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Windham Romantic Hotels

And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (73)
"Really lovely place and great hospitality from the owners!"
The price is AED 626
AED 683 total
includes taxes & fees
19 Oct - 20 Oct
And. N B&B
Inn On Peaks Island
Front of property - evening/night

Inn On Peaks Island

3.0 star property
9.0 out of 10, Wonderful, (102)
"Excellent little getaway in a very quaint island!"
The price is AED 591
AED 644 total
includes taxes & fees
2 Nov - 3 Nov
Inn On Peaks Island
The Harraseeket Inn & Event House Freeport Downtown
Garden

The Harraseeket Inn & Event House Freeport Downtown

3.5 star property
9.4 out of 10, Exceptional, (814)
"Within walking distance of many restaurants and L L Bean….a really nice place to stay"
The price is AED 400
AED 436 total
includes taxes & fees
2 Nov - 3 Nov
The Harraseeket Inn & Event House Freeport Downtown
The Poland Spring Resort
Aerial view

The Poland Spring Resort

3.5 star property
8.0 out of 10, Very Good, (799)
"Beautiful area "
The price is AED 481
AED 524 total
includes taxes & fees
9 Oct - 10 Oct
The Poland Spring Resort
Inn By The Sea
On the beach, fishing

Inn By The Sea

4.0 star property
9.4 out of 10, Exceptional, (281)
"Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. "
Inn By The Sea
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (120)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
The price is AED 433
AED 793 total
includes taxes & fees
3 Nov - 4 Nov
Adorable Portland getaway on the Eastern Promenade
Highland Lake Resort
Fitness facility

Highland Lake Resort

2.5 star property
9.4 out of 10, Exceptional, (362)
"Nice small motel with lake view."
The price is AED 421
AED 459 total
includes taxes & fees
3 Nov - 4 Nov
Highland Lake Resort
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very Good, (1006)
"Good place to stay and convenient to walk to the beach "
Old Orchard Beach Inn
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (119)
"Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. "
Longfellow Hotel
Waterfront Private Apartment, minutes from LLBean!
Interior

Waterfront Private Apartment, minutes from LLBean!

10.0 out of 10, Exceptional, (14)
"Very beautiful home on a great piece of land to explore with our dog. Impeccable cleanliness and wonderful hosts. We’ll definitely stay again when we are in the area!"
The price is AED 757
AED 1,201 total
includes taxes & fees
26 Oct - 27 Oct
Waterfront Private Apartment, minutes from LLBean!
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.
View all properties

Top Windham Hotel Reviews

Old Orchard Beach Inn

Old Orchard Beach Inn

8/10 Good
"The room was clean, and had everything we needed, but the beds were not in great condition and the blankets & bed spreads looked about 15 yrs, old. We also never saw any staff at the front desk in the 2 days that we were there. We arrived late, and another guest helped us get into the building. The location was good & the parking was great. "
Lisa 2-night trip
Posted 2 days ago
Old Orchard Beach Inn

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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.