Find Romantic Hotels in Windham, ME

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Check availability on Windham Romantic Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Windham Romantic Hotels

Garden
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 star property
Freeport
9.4 out of 10, Exceptional, (869)
"Great stay "
United States
Sofia
The price is SAR 409
SAR 446 total
includes taxes & fees
14 Dec - 15 Dec
The Harraseeket Inn & Event House Freeport Downtown
On the beach, fishing
Inn By The Sea

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
Inn By The Sea
Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1127)
"Hotel was great."
United States
Joshua
The price is SAR 351
SAR 389 total
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Portland Maine
Exterior
Hampton Inn Portland Downtown - Waterfront

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
The price is SAR 345
SAR 382 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Portland Downtown - Waterfront
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

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
The price is SAR 327
SAR 361 total
includes taxes & fees
21 Dec - 22 Dec
AC Hotel Portland Downtown/Waterfront, ME
Exterior
Holiday Inn Portland-By the Bay by IHG

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
The price is SAR 278
SAR 307 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Portland-By the Bay by IHG
Terrace/patio
Portland Regency Hotel & Spa

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
Portland Regency Hotel & Spa
View from property
The Westin Portland Harborview

The Westin Portland Harborview

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1002)
"Helpful and friendly staff"
United States
Wei Chien
The price is SAR 368
SAR 407 total
includes taxes & fees
4 Jan - 5 January 2026
The Westin Portland Harborview
Bar (on property)
Canopy by Hilton Portland Waterfront

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
The price is SAR 459
SAR 507 total
includes taxes & fees
17 Dec - 18 Dec
Canopy by Hilton Portland Waterfront
Front of property - evening/night
Inn On Peaks Island

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
The price is SAR 603
SAR 658 total
includes taxes & fees
15 Dec - 16 Dec
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.
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Top Windham Hotel Reviews

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"Great time"
Elaine 1-night trip
Posted 3 days ago
Hyatt Place Portland Downtown - Old Port Square

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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.