Romantic Hotels & Resorts in Bailey Island from NZ$204

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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

Best Bailey Island Romantic Hotels

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
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 NZ$204
includes taxes & fees
2 Nov - 3 Nov
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, (350)
"It was really good stay."
The price is NZ$400
includes taxes & fees
5 Oct - 6 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 NZ$301
includes taxes & fees
2 Nov - 3 Nov
Inn On Peaks Island
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 NZ$205
includes taxes & fees
2 Nov - 3 Nov
Portland Sheraton at Sable Oaks
Fireside Inn & Suites Portland
Indoor pool, seasonal outdoor pool, pool loungers

Fireside Inn & Suites Portland

3.0 star property
8.0 out of 10, Very good, (1001)
"Rooms are comfortable and it is very quiet here"
The price is NZ$210
includes taxes & fees
2 Nov - 3 Nov
Fireside Inn & Suites Portland
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
Spruce Point Inn
2 restaurants, breakfast, lunch, dinner served; local cuisine

Spruce Point Inn

3.5 star property
8.8 out of 10, Excellent, (386)
"What a beautiful resort. I can’t wait to visit again. The staff were all wonderful well."
The price is NZ$675
includes taxes & fees
5 Oct - 6 Oct
Spruce Point Inn
Little Lincoln beautiful home
Smart TV, books

Little Lincoln beautiful home

9.2 out of 10, Wonderful, (12)
"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!"
The price is NZ$460
includes taxes & fees
22 Oct - 23 Oct
Little Lincoln beautiful home
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Our stay at the Regency was very enjoyable, the breakfast was outstanding and the staff's willingness to accommodate any of our requests was terrific. I highly recommend booking a room and then enjoying your stay."
Jim 2-night trip
Posted 4 days ago
Portland Regency Hotel & Spa

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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, Cobwork Bridge or Land's End Gift Shop. 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, 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 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.