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

Terrace/patio
Admirals Quarters Inn

Admirals Quarters Inn

2.0 star property
Boothbay Harbor
9.4 out of 10, Exceptional, (28)
"Amazing property and the staff was so nice! "
United States
Kelly
Admirals Quarters Inn
Interior
Captain's Quaters 1BR Apt. Quiet. Walk to everything. No fees. Pets stay free!

Captain's Quaters 1BR Apt. Quiet. Walk to everything. No fees. Pets stay free!

Bath
7.6 out of 10, Good, (12)
"Quaint and historic old house in a quiet neighborhood. The location was very convenient to the sights around Bath."
United States
Ricky R.
The price is AED 264
AED 368 total
includes taxes & fees
1 Dec - 2 Dec
Captain's Quaters 1BR Apt. Quiet. Walk to everything. No fees. Pets stay free!
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 505
AED 550 total
includes taxes & fees
25 Nov - 26 Nov
The Brunswick Hotel
Smart TV, books
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

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

Brunswick
9.8 out of 10, Exceptional, (28)
"Great place to stay for Bowdoin drop-off. So close! Very comfortable."
United States
Kim O.
The price is AED 496
AED 1,301 total
includes taxes & fees
1 Dec - 2 Dec
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Fridge, microwave, oven, stovetop
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.
The price is AED 349
AED 881 total
includes taxes & fees
17 Dec - 18 Dec
2King Bed BR Private Apt Downtown Brunswick
Smart TV, books
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.
The price is AED 327
AED 953 total
includes taxes & fees
3 Dec - 4 Dec
Little Lincoln beautiful home
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, (860)
"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
Front of property - evening/night
Inn On Peaks Island

Inn On Peaks Island

3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (106)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is AED 591
AED 644 total
includes taxes & fees
1 Dec - 2 Dec
Inn On Peaks Island
On the beach, fishing
Inn By The Sea

Inn By The Sea

4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (290)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
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, (1002)
"Great hotel. We'll definitely be back."
United States
Kristie
The price is AED 349
AED 386 total
includes taxes & fees
30 Nov - 1 Dec
AC Hotel Portland Downtown/Waterfront, ME
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 1 day 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.