Find Romantic Hotels in Chebeague Island, ME from $86

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Check availability on Chebeague Island Romantic Hotels

Our top choices for Chebeague Island romantic hotels

Breakfast, dinner and brunch served
The Brunswick Hotel

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.2 out of 10, Wonderful, (878)
"The room was very clean and the staff was so friendly!!! Definitely will stay here again!"
United States
Sherri
$116 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
The Brunswick Hotel
Exterior
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (872)
"Great stay "
United States
Sofia
$109 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
The Harraseeket Inn & Event House Freeport Downtown
Children's activities
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (293)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
$233 nightly
The price is $254
Jan 6 - Jan 7, 2026
Total with taxes and fees
Inn By The Sea
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1424)
"Very nice place"
United States
Cheryl
$78 nightly
The price is $86
Dec 15 - Dec 16
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1000)
"Clean, comfortable and convenient location."
United States
Kurt
$91 nightly
The price is $101
Dec 18 - Dec 19
Total with taxes and fees
Hampton Inn Portland Downtown - Waterfront
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1001)
"The amenities and location "
United States
Michael
$87 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
AC Hotel Portland Downtown/Waterfront, ME
Interior
2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick

2King Bed BR Private Apt Downtown Brunswick
Brunswick
8.4 out of 10, Very Good, (10)
"Small place in a great location. Easily walk to several shops and restaurants. "
United States
Jillian B.
$216 nightly
The price is $235
Dec 17 - Dec 18
Total with taxes and fees
2King Bed BR Private Apt Downtown Brunswick
Interior
Little Lincoln beautiful home

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.0 out of 10, Wonderful, (14)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
$236 nightly
The price is $257
Dec 14 - Dec 15
Total with taxes and fees
Little Lincoln beautiful home
Breakfast, lunch, dinner served; American cuisine
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1001)
"Helpful and friendly staff"
United States
Wei Chien
$98 nightly
The price is $108
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Westin Portland Harborview
Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1132)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
$96 nightly
The price is $106
Dec 21 - Dec 22
Total with taxes and fees
Embassy Suites by Hilton Portland Maine
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 Chebeague Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Clean rooms and friendly staff! About a 10-15 min drive from downtown Portland."
Jessica 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

Frequently asked questions

Searching for romantic hotels in Chebeague Island?
Are you in need of a romantic escape? If you want to get out and explore the larger area, you might head to Wolfe's Neck Woods State Park, Bailey Island Bridge, or Casco Bay. If you'd like to stay close to a certain attraction, you can sort by neighborhood and proximity 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 Chebeague Island?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chebeague Island: 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 Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Chebeague Island?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Chebeague Island. If you're interested in seeing some of the area's sights and attractions, you might make a stop at Wolfe's Neck Woods State Park or Bailey Island Bridge.
What's the best way to get to Chebeague Island and around town during my romantic getaway?
This information about transportation options in Chebeague Island might help your romantic trip go off without a hitch: The closest major airport is Portland Intl. Jetport Airport (PWM), located 12.1 mi (19.4 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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