A white church with a steeple and red accents, surrounded by autumn trees.

Find Romantic Hotels in Windham, ME from CA $358

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Check availability on Windham Romantic Hotels

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Windham romantic hotels

A dirt path in a park with autumn foliage.
A rustic cabin with a red door, wooden exterior, and a patio with Adirondack chairs and a table.
A rustic cabin with a red door, surrounded by trees with autumn foliage.
A wooden cabin-style kitchen with a large island, built-in appliances, and a view of the forest.

1. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
United States
Genevieve W.
CA $616
CA $881 total
includes taxes & fees
Oct 26 - Oct 27
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A corner room with large windows offering a city view.
A cozy room with a wooden table, a sofa, a bookshelf, and a window with a view.
A street lined with buildings, one with a red door and a sign that reads "MINATO".
A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.

2. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
United States
Kiernan
CA $211
CA $358 total
includes taxes & fees
Oct 26 - Oct 27
Adorable Portland getaway on the Eastern Promenade
A neatly made bed with white linens and pillows, a bedside lamp, and a framed artwork on the wall.
A living room with a sofa, armchairs, a coffee table, and a potted plant.
A living room with a white sofa, a small table with a potted orchid, a bookshelf, and a radiator.
A street lined with buildings, one with a red door and a sign that reads "MINATO".

3. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
United States
William
CA $330
CA $549 total
includes taxes & fees
Oct 26 - Oct 27
Glorious getaway on Portland's Eastern Promenade.
A modern kitchen with a central island, a dining area with a sofa and coffee table, and large windows providing natural light.
A modern kitchen with a central island, white bar stools, stainless steel appliances, and a brick backsplash.
A modern kitchen with a central island, bar stools, a refrigerator, a microwave, and a brick wall backsplash.
A modern kitchen with a stainless steel refrigerator, a microwave, a gas stove, and a sink. There are three white bar stools and a large pendant light above the island.

4. Completely remodeled 2 bedroom apartment in Portland's West End

Completely remodeled 2 bedroom apartment in Portland's West End
West End
United States
Deborah
CA $308
CA $625 total
includes taxes & fees
Oct 26 - Oct 27
Completely remodeled 2 bedroom apartment in Portland's West End
A bedroom with a bed, a desk, a chair, a television, and a bathroom visible through a door.
An outdoor patio with a table and chairs, a string of lights, and a covered umbrella.
A beach with waves and a distant shoreline.
A small, single-story house with a porch and a garage.

5. Location, location, location

Location, location, location
Old Orchard Beach
United States
Katherine R.
CA $213
CA $435 total
includes taxes & fees
Oct 27 - Oct 28
Location, location, location
An aerial view of a lakeside property with a house, a dock, and a boat.
A cozy room with a stone fireplace, a television mounted above it, a wooden door, and a bed with a colorful quilt.
A wooden dock extending into a frozen lake with snow-covered trees on either side.
A cozy cabin interior with a large TV, a coffee table, a leather sofa, and a bookshelf filled with DVDs.

6. Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn

Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Bridgton
United States
Peggy P.
CA $559
CA $817 total
includes taxes & fees
Nov 2 - Nov 3
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
A view through a window of a lake surrounded by trees and a small house.
A deck with a table and chairs, a green umbrella, and a view of a lake and trees.
An aerial view of a residential area with a large house, a smaller house, and a dock extending into a lake.
A lake with a sandy beach and trees on the left.

7. Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Bridgton
United States
Cortney C.
CA $210
CA $517 total
includes taxes & fees
Oct 27 - Oct 28
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
View all properties

Top Windham Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Room was clean, rooms had been recently updated. Staff were helpful."
Patrick 1-night trip
Posted 9 hours ago
Spark by Hilton Portland Airport Maine Mall
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Good dining options and a mall nearby."
Masaya 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Portland
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"We arrived late at the hotel and were greeted by a very nice lady, considering it was 2:00 in the morning."
Ramona 4-night trip
Posted 12 hours ago
Hampton Inn Portland Downtown - Waterfront
Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"All good"
Gary 1-night trip
Posted 17 hours ago
Inn at St John Portland In-Town

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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