Romantic Hotels & Resorts in Bailey Island from NZ$164

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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

Best 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
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 NZ$267
includes taxes & fees
25 Nov - 26 Nov
The Brunswick Hotel
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 NZ$212
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 NZ$312
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 NZ$187
includes taxes & fees
14 Dec - 15 Dec
AC Hotel Portland Downtown/Waterfront, ME
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 NZ$188
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Portland Downtown - Waterfront
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
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 NZ$209
includes taxes & fees
1 Dec - 2 Dec
Canopy by Hilton Portland Waterfront
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, (1417)
"The staff was very helpful and the location was great!! "
United States
Donna
The price is NZ$164
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Portland-By the Bay by IHG
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Good clean stay "
joseph 3-night trip
Posted 4 days ago
DoubleTree by Hilton Hotel Portland

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Frequently asked questions

Searching for romantic hotels in Bailey Island?
Are you and your partner looking for a romantic holiday? 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're interested in staying close to a certain attraction, you can sort by neighbourhood 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, take a look at these details about year-round temperatures in Bailey Island: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Bailey Island?
There's nothing better than seeing 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 trip get off to a smooth start: Make your way to Bailey Island with a flight to Portland, ME (PWM-Portland Intl. Jetport), which is the closest major airport located 17 mi (27.3 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.