Find Romantic Hotels in Windham, ME from CA $356

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Check availability on Windham Romantic Hotels

Tonight
Mar 21 - Mar 22
Tomorrow
Mar 22 - Mar 23
Next weekend
Mar 27 - Mar 29
In two weeks
Apr 3 - Apr 5

Our top choices for Windham romantic hotels

Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (127 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
The price is CA $148
CA $356 total
includes taxes & fees
Mar 30 - Mar 31
City Amenities, Casco Bay Sunrises and Natural Beauty
Terrace/patio

Modern, Luxurious, Cabin in the Woods - 05

Modern, Luxurious, Cabin in the Woods - 05
Freeport
The price is CA $232
CA $410 total
includes taxes & fees
Mar 22 - Mar 23
Modern, Luxurious, Cabin in the Woods - 05
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (172 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is CA $200
CA $387 total
includes taxes & fees
Mar 26 - Mar 27
Glorious getaway on Portland's Eastern Promenade.
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (129 reviews)
"Great location to explore Portland as many restaurants, breweries, and sites are within easy walking distance. Room is plants of space for 2 and the bed was comfortable. "
United States
Rich M.
The price is CA $151
CA $283 total
includes taxes & fees
Mar 23 - Mar 24
Adorable Portland getaway on the Eastern Promenade
Exterior detail

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (77 reviews)
"Property is clean quiet."
United States
Spencer S.
The price is CA $220
CA $692 total
includes taxes & fees
Mar 23 - Mar 24
Elegant condo - walk to Portland's best restaurants & Old Port
Exterior

Lakefront Log Home 12 feet Away from Lake

Lakefront Log Home 12 feet Away from Lake
Bridgton
10.0 out of 10, Exceptional, (64 reviews)
"great commication and amazing cabin "
United States
Matthew A.
The price is CA $519
CA $766 total
includes taxes & fees
Mar 22 - Mar 23
Lakefront Log Home 12 feet Away from Lake
Property grounds

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

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $183
CA $639 total
includes taxes & fees
Mar 22 - Mar 23
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Dining

Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (227 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
Downtown Penthouse Suite - Stunning Harbor Views
On the beach

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Old Orchard Beach
9.6 out of 10, Exceptional, (68 reviews)
"Great location, clean and the perfect beach front property!! "
United States
Alanna M.
The price is CA $822
CA $1,707 total
includes taxes & fees
Mar 23 - Mar 24
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
TV, stereo

Penthouse Two Master Waterfront Suite with Rooftop

Penthouse Two Master Waterfront Suite with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (259 reviews)
"Well designed, impeccably clean, super comfortable, and super functional kitchen. This is a perfect apartment for spending time in Portland. I hope we can come back soon!"
United States
Denise T.
The price is CA $648
CA $1,150 total
includes taxes & fees
Mar 29 - Mar 30
Penthouse Two Master Waterfront Suite with Rooftop
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Awesome "
Samuel 2-night trip
Posted 4 hours ago
Embassy Suites by Hilton Portland Maine

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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