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Check availability on South Portland Romantic Hotels

Our top choices for South Portland romantic hotels

Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (176 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is £332
includes taxes & fees
22 Jun - 23 Jun
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, (133 reviews)
"The host was very friendly and it was an easy apartment to check into. "
United States
Kendall M.
The price is £235
includes taxes & fees
11 Jun - 12 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 £380
includes taxes & fees
11 Jun - 12 Jun
Completely remodeled 2 bedroom apartment in Portland's West End
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, (128 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 £379
includes taxes & fees
29 Jun - 30 Jun
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 £518
includes taxes & fees
28 Jun - 29 Jun
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, (251 reviews)
"We loved our stay and will definitely book again the next time we come to Portland. The location is perfect - right in the middle of restaurants and just a short block’s walk to Fore St. for shopping. We loved the relaxing design of the apartment, and the views did not disappoint. Can’t wait to go back!"
United States
Barbara K.
The price is £1,098
includes taxes & fees
30 Jun - 1 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 £1,123
includes taxes & fees
11 Jun - 12 Jun
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 £462
includes taxes & fees
14 Jun - 15 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 £848
includes taxes & fees
29 Jun - 30 Jun
Quintessential Maine Get-a-Way.
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"We had a great stay at the Regency. Our room was very comfortable and the location is ideal, right in the Old Port with many excellent restaurants, fun stores, and the waterfront steps away. Very friendly and helpful staff. We appreciated the airport shuttle. Our only disappointment was that the spa / jacuzzi closes at 6 pm. We had hoped to use it after busy days of walking and sightseeing."
Jennifer 3-night trip
Posted 9 hours ago
Portland Regency Hotel & Spa

Frequently asked questions

Searching for romantic hotels in South Portland?
Are you and your partner looking for a romantic getaway? 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 close to a certain attraction, you can sort by neighbourhood 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, take a look at these details about year-round temperatures in South Portland: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in South Portland are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in South Portland?
There's nothing better than wandering around 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 trip go off without a hitch: To get to South Portland, book a flight to Portland, ME (PWM-Portland Intl. Jetport), which is the closest major airport, located 3.5 mi (5.7 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.