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Check availability on Freeport Romantic Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Freeport romantic hotels

Property grounds

Waterfront Private Apartment, minutes from LLBean!

Waterfront Private Apartment, minutes from LLBean!
Freeport
10.0 out of 10, Exceptional, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is AED 914
AED 1,449 total
includes taxes & fees
7 Jun - 8 Jun
Waterfront Private Apartment, minutes from LLBean!
Property grounds

Captain's House 1BR Apt. Walk to everything.

Captain's House 1BR Apt. Walk to everything.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is AED 419
AED 536 total
includes taxes & fees
4 Jun - 5 Jun
Captain's House 1BR Apt. Walk to everything.
Interior

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.0 out of 10, Wonderful, (16 reviews)
"The host was very welcoming and responsive when we had a question. We would stay here again when we come back to Brunswick. "
United States
Michael S.
The price is AED 441
AED 1,085 total
includes taxes & fees
31 May - 1 Jun
Little Lincoln beautiful home
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (132 reviews)
"The host was very friendly and it was an easy apartment to check into. "
United States
Kendall M.
The price is AED 428
AED 775 total
includes taxes & fees
31 May - 1 Jun
Adorable Portland getaway on the Eastern Promenade
Interior

2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.6 out of 10, Excellent, (13 reviews)
"Clean convenient location and quiet with comfortable beds. Just what we needed. "
United States
caralyn g.
The price is AED 533
AED 1,109 total
includes taxes & fees
31 May - 1 Jun
2King Bed BR Private Apt Downtown Brunswick
Fridge, microwave, oven, stovetop

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (32 reviews)
" Very spacious, clean and beautiful."
United States
robert p.
The price is AED 643
AED 1,481 total
includes taxes & fees
3 Jun - 4 Jun
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is AED 1,084
AED 1,738 total
includes taxes & fees
31 May - 1 Jun
Centerview cottage
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)
"Beautiful home across from the water!"
United States
Anonymous traveler
The price is AED 1,157
AED 1,898 total
includes taxes & fees
29 Jun - 30 Jun
City Amenities, Casco Bay Sunrises and Natural Beauty
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 2,327 total
includes taxes & fees
31 May - 1 Jun
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (174 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is AED 724
AED 1,269 total
includes taxes & fees
1 Jun - 2 Jun
Glorious getaway on Portland's Eastern Promenade.
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 Freeport Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Great location in the heart of the historic district."
David 5-night trip
Posted 5 hours ago
Portland Regency Hotel & Spa

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Frequently asked questions

Searching for romantic hotels in Freeport?
If you and your partner need some romantic time away, we'd like to help you plan for it. Our guests also love Freeport for its array of dining options and major shopping area. If you want to explore the area, you might head to LL Bean Flagship Store, Wolfe's Neck Woods State Park, or Desert of Maine. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity 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 Freeport?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Freeport: 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 29°F. The snowiest months in Freeport are January, February, March, and December, with each month seeing an average of 6 inches of snowfall.
What is there to do in Freeport?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Freeport has to offer. Couples looking for a little of everything will enjoy Freeport for its restaurants, cafes, and shopping. You might think about visiting LL Bean Flagship Store, Wolfe's Neck Woods State Park, or Desert of Maine.
What's the best way to get to Freeport and around town during my romantic getaway?
This information about transportation options in Freeport might help your romantic trip go off without a hitch: If you're looking to fly to Freeport, the closest major airport is Auburn, ME (LEW-Auburn - Lewiston Municipal), located 16.1 mi (25.9 km) from the city center. If you want to venture outside of the area, hop on a train at Freeport Station.