Find Romantic Hotels in Bailey Island, ME

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Check availability on Bailey Island Romantic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Bailey Island Romantic Hotels

The Harraseeket Inn & Event House Freeport Downtown
Garden

The Harraseeket Inn & Event House Freeport Downtown

3.5 star property
9.4 out of 10, Exceptional, (815)
"Within walking distance of many restaurants and L L Bean….a really nice place to stay"
The price is AED 400
AED 436 total
includes taxes & fees
2 Nov - 3 Nov
The Harraseeket Inn & Event House Freeport Downtown
The Brunswick Hotel
Porch

The Brunswick Hotel

3.0 star property
9.2 out of 10, Wonderful, (845)
"Excellent stay!"
The Brunswick Hotel
Newagen Seaside Inn
Aerial view

Newagen Seaside Inn

3.5 star property
9.4 out of 10, Exceptional, (335)
"Location was beautiful and food was great. "
Newagen Seaside Inn
Sebasco Harbor Resort & Golf Club
Seasonal outdoor pool, pool umbrellas

Sebasco Harbor Resort & Golf Club

3.5 star property
8.4 out of 10, Very Good, (351)
"It was really good stay."
The price is AED 694
AED 857 total
includes taxes & fees
6 Oct - 7 Oct
Sebasco Harbor Resort & Golf Club
Inn On Peaks Island
Front of property - evening/night

Inn On Peaks Island

3.0 star property
9.0 out of 10, Wonderful, (102)
"Excellent little getaway in a very quaint island!"
The price is AED 591
AED 644 total
includes taxes & fees
2 Nov - 3 Nov
Inn On Peaks Island
Fireside Inn & Suites Portland
Indoor pool, seasonal outdoor pool, sun loungers

Fireside Inn & Suites Portland

3.0 star property
8.0 out of 10, Very Good, (1003)
"Rooms are comfortable and it is very quiet here"
The price is AED 396
AED 445 total
includes taxes & fees
2 Nov - 3 Nov
Fireside Inn & Suites Portland
Best Western Merry Manor Inn
Property amenity

Best Western Merry Manor Inn

2.5 star property
8.8 out of 10, Excellent, (1010)
"The room was very clean, pool was nice, and the breakfast was great! Would recommend staying here. "
The price is AED 453
AED 493 total
includes taxes & fees
3 Nov - 4 Nov
Best Western Merry Manor Inn
Inn By The Sea
On the beach, fishing

Inn By The Sea

4.0 star property
9.4 out of 10, Exceptional, (282)
"Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. "
Inn By The Sea
Embassy Suites by Hilton Portland Maine
Exterior

Embassy Suites by Hilton Portland Maine

3.5 star property
9.4 out of 10, Exceptional, (1120)
"Very nice hotel, clean, comfortable and breakfast was excellent."
The price is AED 435
AED 481 total
includes taxes & fees
2 Nov - 3 Nov
Embassy Suites by Hilton Portland Maine
Portland Sheraton at Sable Oaks
Breakfast and dinner served, American cuisine

Portland Sheraton at Sable Oaks

4.0 star property
8.4 out of 10, Very Good, (1002)
"Enjoyed our stay"
The price is AED 403
AED 439 total
includes taxes & fees
2 Nov - 3 Nov
Portland Sheraton at Sable Oaks
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.
View all properties

Top Bailey Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Wonderful experience all around!"
STEPHANIE 1-night trip
Posted 3 days ago
Hampton Inn Portland Downtown - Waterfront

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Frequently asked questions

Searching for romantic hotels in Bailey Island?
Are you and your partner looking for a romantic getaway? If you'd like to explore some of the area's notable sights, you might make a stop by Bailey Island Bridge, Cobwork Bridge, or Land's End Gift Shop. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Bailey Island?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Bailey 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 Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Bailey Island?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Bailey Island. A visit to Bailey Island Bridge, Cobwork Bridge, or Land's End Gift Shop might be just the ticket when you're checking out the sights.
What's the best way to get to Bailey Island and around town during my romantic getaway?
This information about transportation options in Bailey Island might help your romantic getaway go off without a hitch: Make your way to Bailey Island with a flight to Portland Intl. Jetport Airport (PWM), which is the closest major airport located 17 mi (27.3 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.