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Check availability on Windham Romantic Hotels

Our top choices for Windham romantic hotels

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, (1,002 reviews)
"Love this hotel. "
United States
Gabriella
The price is AED 320
AED 354 total
includes taxes & fees
25 Jan - 26 Jan
AC Hotel Portland Downtown/Waterfront, ME
Exterior

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1,014 reviews)
"The hotel was lovely, very clean and warm. The staff was extremely friendly. "
United States
Andrea
The price is AED 328
AED 363 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Portland Downtown - Waterfront
Exterior

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, (887 reviews)
"Good place and good breakfast"
United States
Jill
The price is AED 419
AED 456 total
includes taxes & fees
25 Jan - 26 Jan
The Harraseeket Inn & Event House Freeport Downtown
Exterior

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1,145 reviews)
"Great spot next to the airports "
United States
William
The price is AED 378
AED 419 total
includes taxes & fees
1 Feb - 2 Feb
Embassy Suites by Hilton Portland Maine
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, (107 reviews)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is AED 401
AED 437 total
includes taxes & fees
25 Jan - 26 Jan
Inn On Peaks Island
Children's activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (296 reviews)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
Front of property

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,575 reviews)
"Location, staff, valets, room, ambiance and lounge all were perfect! "
United States
Melissa
Portland Regency Hotel & Spa
Breakfast, lunch, dinner served; American cuisine

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1,004 reviews)
"What a great stay and great breakfast "
United States
Chrystal
The price is AED 360
AED 398 total
includes taxes & fees
8 Feb - 9 Feb
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, (1,004 reviews)
"Lovely staff, room, and great location!"
United States
Kali
The price is AED 392
AED 433 total
includes taxes & fees
2 Feb - 3 Feb
Canopy by Hilton Portland Waterfront
Exterior

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,472 reviews)
"Clean room, delightful and helpful staff, easy to access"
United States
Kimberly
The price is AED 286
AED 317 total
includes taxes & fees
29 Jan - 30 Jan
Holiday Inn Portland-By the Bay by IHG
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Room was very clean, bed was comfortable. Would stay here again. "
Brendan 2-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

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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 Seacoast Adventure, 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 Seacoast Adventure, 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.