Find Romantic Hotels in Bailey Island, ME

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Check availability on Bailey Island Romantic Hotels

Tonight
1 Aug - 2 Aug
Tomorrow
2 Aug - 3 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Bailey Island Romantic Hotels

Newagen Seaside Inn
Aerial view

Newagen Seaside Inn

3.5 star property
9.4 out of 10, Exceptional, (307)
"Beautiful location with excellent ocean views"
The price is AED 980
AED 1,168 total
includes taxes & fees
3 Aug - 4 Aug
Newagen Seaside Inn
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, (747)
"Great place. "
The price is AED 578
AED 630 total
includes taxes & fees
2 Sep - 3 Sep
The Harraseeket Inn & Event House Freeport Downtown
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, (332)
"Love it"
The price is AED 960
AED 1,147 total
includes taxes & fees
1 Sep - 2 Sep
Sebasco Harbor Resort & Golf Club
Best Western Merry Manor Inn
Property amenity

Best Western Merry Manor Inn

2.5 star property
8.8 out of 10, Excellent, (1006)
"Very nice stay"
The price is AED 609
AED 664 total
includes taxes & fees
1 Sep - 2 Sep
Best Western Merry Manor Inn
The Brunswick Hotel
Porch

The Brunswick Hotel

3.0 star property
9.2 out of 10, Wonderful, (813)
"Great stay!"
The Brunswick Hotel
Captain's Quarters 1BR Apartment. Walk to everything.
Property grounds

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (7)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is AED 367
AED 641 total
includes taxes & fees
12 Aug - 13 Aug
Captain's Quarters 1BR Apartment. Walk to everything.
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)
"Very nice place! Super friendly and helpful staff. "
The price is AED 653
AED 711 total
includes taxes & fees
1 Sep - 2 Sep
Portland Sheraton at Sable Oaks
Inn On Peaks Island
Front of property - evening/night

Inn On Peaks Island

3.0 star property
9.0 out of 10, Wonderful, (98)
"We had a wonderful stay and hope to be back!"
The price is AED 1,340
AED 1,460 total
includes taxes & fees
11 Aug - 12 Aug
Inn On Peaks Island
Spruce Point Inn
2 restaurants, breakfast, lunch, dinner served; local cuisine

Spruce Point Inn

3.5 star property
8.8 out of 10, Excellent, (365)
"Great place for a family with young kids. Highly recommend."
The price is AED 1,583
AED 1,985 total
includes taxes & fees
6 Aug - 7 Aug
Spruce Point Inn
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (101)
"Only stayed here for a night but it was a real treat. Luxury amenities and nice touches throughout. Great food, friendly staff and good location in Portland. Would highly recommend."
Longfellow Hotel
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.

Top Bailey Island Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Fabulous old building with LOTS of character, and even better people running the place. Only knock was the narrow stairs, would stay here again though"
James 3-night trip
Posted 1 day ago
Inn at St John Portland In-Town

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.
How many romantic hotels can we expect to find in Bailey Island?
Expedia has 10 romantic Bailey Island hotels for you both to enjoy.
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.