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Check availability on South Portland Romantic Hotels

Our top choices for South Portland romantic hotels

Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (134 reviews)
"The host was very friendly and it was an easy apartment to check into. "
United States
Kendall M.
The price is AED 724
AED 1,153 total
includes taxes & fees
25 Jun - 26 Jun
Adorable Portland getaway on the Eastern Promenade
Interior

Completely remodeled 2 bedroom apartment in Portland's West End

Completely remodeled 2 bedroom apartment in Portland's West End
West End
10.0 out of 10, Exceptional, (78 reviews)
"Had a great time exploring Maine. Close to restaurants and "
United States
Megan N.
The price is AED 1,098
AED 1,994 total
includes taxes & fees
21 Jun - 22 Jun
Completely remodeled 2 bedroom apartment in Portland's West End
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (177 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is AED 1,017
AED 1,625 total
includes taxes & fees
21 Jun - 22 Jun
Glorious getaway on Portland's Eastern Promenade.
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, (129 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is AED 1,157
AED 1,890 total
includes taxes & fees
20 Jul - 21 Jul
City Amenities, Casco Bay Sunrises and Natural Beauty
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (97 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is AED 1,561
AED 2,678 total
includes taxes & fees
1 Jul - 2 Jul
The Globe House on Munjoy Hill - Walk to Breweries
Interior

Old Port Penthouse Suite - Amazing Harbor Views

Old Port Penthouse Suite - Amazing Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (249 reviews)
"Very nice accommodations great location. "
United States
Anonymous traveler
The price is AED 3,471
AED 5,008 total
includes taxes & fees
14 Jul - 15 Jul
Old Port Penthouse Suite - Amazing Harbor Views
Smart TV, fireplace, books

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Freeport
10.0 out of 10, Exceptional, (30 reviews)
"Lovely place and beautiful views! "
United Kingdom
Jacque C.
The price is AED 6,568
AED 9,463 total
includes taxes & fees
6 Jul - 7 Jul
Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Property grounds

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

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is AED 1,650
AED 2,355 total
includes taxes & fees
20 Jun - 21 Jun
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Outdoor dining

Quintessential Maine Get-a-Way.

Quintessential Maine Get-a-Way.
Granite Point
9.8 out of 10, Exceptional, (33 reviews)
"Great stay in a beautiful location. Would recommend to anybody "
United States
Madeline L.
The price is AED 2,388
AED 4,116 total
includes taxes & fees
30 Jun - 1 Jul
Quintessential Maine Get-a-Way.
TV, fireplace

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (197 reviews)
"Wonderful spot. Cant wait to come back. "
United States
Maarten H.
The price is AED 3,632
AED 5,437 total
includes taxes & fees
24 Jun - 25 Jun
Waterfront Two Master Suite Penthouse 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 South Portland Hotel Reviews

Courtyard by Marriott Portland Airport

Courtyard by Marriott Portland Airport

8/10 Good
"Great Location"
Curt 1-night trip
Posted 4 hours ago
Courtyard by Marriott Portland Airport

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Frequently asked questions

Searching for romantic hotels in South Portland?
Are you looking for a romantic vacation? Our guests also love South Portland for its major shopping area, array of dining options, and sporting events. If you'd like to explore some of the area's notable sights, you might make a stop by Willard Beach, Maine Mall, or Casco Bay. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to South Portland?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in South Portland: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in South Portland are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in South Portland?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that South Portland has to offer. Couples looking for a little of everything will enjoy South Portland for its shopping, restaurants, and sporting events. You might consider a visit to Willard Beach, Maine Mall, or Casco Bay.
What's the best way to get to South Portland and around town during my romantic getaway?
These transportation options in South Portland might help your romantic getaway go off without a hitch: To get to South Portland, book a flight to Portland Intl. Jetport Airport (PWM), which is the closest major airport, located 3.5 mi (5.7 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.