The Best Romantic Hotels in South Portland, ME from AED 371 in 2026

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Our top choices for South Portland romantic hotels

2 bedrooms, desk, iron/ironing board, WiFi

Coffee/tea maker, fridge, microwave, oven

1. Waterfront Two Master Suite Penthouse with Rooftop

Downtown Portland

Arthur B.

2. Penthouse Two Master Waterfront Suite with Rooftop

Downtown Portland

Daryl R.

2 bedrooms, iron/ironing board, WiFi, bed sheets

3. Downtown Penthouse Suite - Stunning Harbor Views

Downtown Portland

Kevin P.

AED 3,349

AED 4,856 total

includes taxes & fees

27 Aug - 28 Aug

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

West End

Todd M.

1 bedroom, iron/ironing board, WiFi (free), bed sheets

5. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

AED 724

AED 1,149 total

includes taxes & fees

6 Sep - 7 Sep

2 bedrooms, desk, iron/ironing board, WiFi (free)

6. Glorious getaway on Portland's Eastern Promenade.

Munjoy Hill

Cynthia

AED 1,091

AED 1,718 total

includes taxes & fees

1 Sep - 2 Sep

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

Westbrook

Genevieve W.

AED 1,484

AED 2,118 total

includes taxes & fees

9 Aug - 10 Aug

Flat-screen TV, DVD player, books, video library

8. OCEANVIEW SERENITY COTTAGE•3BR/2BA PRIVATE BEACH ACCESS PATH•PRISTINE BEACHFRONT

Old Orchard Beach

Amy G.

AED 1,653

AED 2,722 total

includes taxes & fees

2 Sep - 3 Sep

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Top South Portland Hotel Reviews

Portland Regency Hotel & Spa

10/10 Excellent

"Great location. Beautiful historic property. I felt updated and modernized. Definitely recommend."

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"Thank you"

Best Western Merry Manor Inn

8/10 Good

"The check in process was easy and staff was friendly. The outdoor pool was amazing, as was the breakfast! Some maintenance issues definitely detract from the experience -- bubbling wallpaper on the walls, rusty tub, etc. The layout of the hotel is a little strange as well. Overall, a good experience, though."

Long Creek Hotel by IHG

10/10 Excellent

"I was worried based on reviews to stay here but it was really nice and clean. It did look like it was being renovated in areas. Our room was great. The pool area was out dated but functioning well."

Courtyard by Marriott Portland Airport

8/10 Good

"Very clean and beds were very comfortable. The beds had normal size pillows, and duvets. The stay was fine, front desk and staff were very nice. But even with the air condition on in the room for some reason it was extremely humid and muggy in the room. More so than outside. the weather was great. The bathroom light didn't work only the shower light, and the restaurant wasn't open anytime we were awake.if they were, it must've been very early in the morning, for a very short time because we were there all day for 3 nights, and there was nothing going on in the way of food or restaurant. We went out at night and came back and there was nowhere to get any food, except snacks in the lobby. It wouldn't be a problem, but when I read about the hotel it said there was a fantastic restaurant. Maybe I read wrong but I do love Marriott. It was just unfortunate. Next time we may stay in a different Marriott."

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, Bug Light, or Maine Mall. 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, Bug Light, or Maine Mall.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on South Portland Romantic Hotels

Our top choices for South Portland romantic hotels

1. Waterfront Two Master Suite Penthouse with Rooftop

2. Penthouse Two Master Waterfront Suite with Rooftop

3. Downtown Penthouse Suite - Stunning Harbor Views

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

5. Adorable Portland getaway on the Eastern Promenade

6. Glorious getaway on Portland's Eastern Promenade.

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

8. OCEANVIEW SERENITY COTTAGE•3BR/2BA PRIVATE BEACH ACCESS PATH•PRISTINE BEACHFRONT

9. Sensational Beachfront Property Old Orchard Beach, with indoor elevator

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