Find Romantic Hotels in Bailey Island, ME

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Check availability on Bailey Island Romantic Hotels

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Bailey Island Romantic Hotels

Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1129)
"Hotel was great."
United States
Joshua
The price is AED 350
AED 387 total
includes taxes & fees
7 Dec - 8 Dec
Embassy Suites by Hilton Portland Maine
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1015)
"Great location, clean and great staff"
United States
Deb
The price is AED 350
AED 387 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Portland Downtown - Waterfront
Garden
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, (861)
"Afternoon tea was exceptional so was the breakfast"
United States
Gilda
The price is AED 400
AED 436 total
includes taxes & fees
14 Dec - 15 Dec
The Harraseeket Inn & Event House Freeport Downtown
View from property
The Westin Portland Harborview

The Westin Portland Harborview

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1002)
"I enjoyed my stay here."
United States
Nicholas
The price is AED 360
AED 398 total
includes taxes & fees
14 Dec - 15 Dec
The Westin Portland Harborview
Exterior
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, (1418)
"The staff was very helpful and the location was great!! "
United States
Donna
The price is AED 306
AED 338 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Portland-By the Bay by IHG
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1003)
"Great hotel. We'll definitely be back."
United States
Kristie
The price is AED 349
AED 386 total
includes taxes & fees
14 Dec - 15 Dec
AC Hotel Portland Downtown/Waterfront, ME
Terrace/patio
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 star property
Downtown Portland
9.4 out of 10, Exceptional, (1535)
"Fantastic location in the old port area. "
United States
Craig
Portland Regency Hotel & Spa
Porch
The Brunswick Hotel

The Brunswick Hotel

3.0 star property
Brunswick
9.4 out of 10, Exceptional, (869)
"Wonderful stay;)"
United States
Heidi
The price is AED 568
AED 619 total
includes taxes & fees
26 Nov - 27 Nov
The Brunswick Hotel
Bar (on property)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1006)
"Yes great stay great staff"
United States
Douglas
The price is AED 389
AED 430 total
includes taxes & fees
16 Dec - 17 Dec
Canopy by Hilton Portland Waterfront
On the beach, fishing
Inn By The Sea

Inn By The Sea

4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (291)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
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 Bailey Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Our trip was great. Check in was smooth, our room was very clean and comfortable; and check out was smooth. Thank you for making the lodging portion of our trip great!"
Karen 1-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

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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, Land's End Gift Shop, or Mackerel Cove. 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, Land's End Gift Shop, or Mackerel Cove 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.