Explore top 2026 4 Star Hotels in Bailey Island
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Bailey Island 4 Star hotels
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Apr 5 to Apr 6
$108 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
8.8/10 Excellent! (1,006 reviews)
Beautiful room, clean shower
Reviewed on Mar 17, 2026
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Fully refundable
$83 nightly
The price is $92 total per night from Mar 22 to Mar 23
$92 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
9/10 Wonderful! (1,475 reviews)
Great breakfast, real plants in the common areas. Free coffee for guests. Nice pool, gym, etc. Hotel employees were friendly and kind.
Reviewed on Mar 17, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $178 total per night from Mar 22 to Mar 23
$178 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
9.2/10 Wonderful! (1,772 reviews)
Nice hotel. From check in to check out, we had everything we needed and pleasant and informed staff to help us enjoy our stay
Reviewed on Mar 18, 2026
Canopy by Hilton Portland Waterfront
9 Center Street Portland ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $153 total per night from Mar 29 to Mar 30
$153 total
Mar 29 - Mar 30
Total with taxes and fees
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also ...
DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $88 total per night from Mar 25 to Mar 26
$88 total
Mar 25 - Mar 26
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, ...
8/10 Very Good! (1,364 reviews)
Thanks
Reviewed on Mar 18, 2026
The Press Hotel, Marriott Autograph Collection
119 Exchange Street Portland ME
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $173 total per night from Mar 29 to Mar 30
$173 total
Mar 29 - Mar 30
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. ...
9.4/10 Exceptional! (1,002 reviews)
The Portland Press Hotel is a beautiful property. Everything is well maintained and clean. I was most impressed with the welcoming staff and easy valet parking. I do wish there was better signage for the elevators needing a room key, but that was a minor inconvenience. The simplicity of the rooms ...
Reviewed on Mar 18, 2026
Longfellow Hotel
754 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $181 total per night from Mar 23 to Mar 24
$181 total
Mar 23 - Mar 24
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Valet parking, ...
9.6/10 Exceptional! (151 reviews)
I cannot say enough about how amazing the Longfellow Hotel is!! I almost don’t want to say how great it is so that I will be able to stay here whenever I like, and it won’t be booked!! so incredibly comfortable, hip, accommodating. Very simple yet every need is met just the way I like it.
Reviewed on Mar 18, 2026
Portland Sheraton at Sable Oaks
200 Sable Oaks Dr South Portland ME
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $127 total per night from Apr 2 to Apr 3
$127 total
Apr 2 - Apr 3
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
8.4/10 Very Good! (1,000 reviews)
it was a great stay in conjunction with the New Year’s Eve event!
Reviewed on Jan 16, 2026
Inn By The Sea
40 Bowery Beach Road Cape Elizabeth ME
$247 nightly
The price is $269 total per night from Mar 30 to Mar 31
$269 total
Mar 30 - Mar 31
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, ...
9.4/10 Exceptional! (305 reviews)
Such a beautiful place, great to walk on beach, nice view, staff great.. cozy place.. so well decorated.. highly recommend for a nice quiet get away
Reviewed on Mar 4, 2026
HomeAwhile
205 Southborough Drive Scarborough ME
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $104 total per night from Mar 20 to Mar 21
$104 total
Mar 20 - Mar 21
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
10/10 Exceptional! (3 reviews)
As I’ve stayed in many hotels in the area, this one is by far the cleanest quietest, and best location, and the staff has been extremely helpful. As long as the clientele doesn’t decline, this is an excellent place to stay.
Reviewed on Mar 18, 2026
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.
4 Star Hotels Bailey Island
Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?
Come on, you deserve it!
The best part about staying in Bailey Island 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.
Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.
The best four star hotels in Bailey Island will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!
If you’re looking for 4 star hotels in Bailey Island, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.
Recent Bailey Island hotel reviews by fellow wanderers
Portland Regency Hotel & Spa
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"I love to stay at the Regency because it gives that authentic Portland feel. It’s a renovated armory, so don’t expect it to be brand new and modern. But it’s clean, comfortable and quirky. Kinda like me. "
A verified traveler stayed at Portland Regency Hotel & Spa
