Deals on vacations and trips to Bailey Island
Save when you book Bailey Island package deals
Bailey Island flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Freeport by IHG
Price was $631, price is now $626 per person
$626
per person
Apr 2 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Spinneys Guesthouse & Beach Cottages
Price was $688, price is now $654 per person
$654
per person
Apr 2 - Apr 4
found 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
A restaurant and a bar/lounge are featured at this guesthouse. Free self parking and a picnic area are also offered on site.
Residence Inn Bath Brunswick Area
Price was $680, price is now $674 per person
$674
per person
Apr 2 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Hampton Inn Bath (Brunswick Area)
Price was $665, price is now $660 per person
$660
per person
Apr 2 - Apr 4
found 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a lobby fireplace, and express check-out are also on offer.
SpringHill Suites by Marriott Freeport Brunswick
Price was $643, price is now $643 per person
$643
per person
Apr 2 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
An indoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Top Bailey Island hotels deals
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Bailey Island ME
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $87 total per night
$87 total
Jan 6 - Jan 7
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.
Pool
Hot Tub
The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Jan 20 - Jan 21
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 center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Spa
Pet friendly
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $148 total per night
$148 total
Jan 5 - Jan 6
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hot Tub
Spa
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $73 total per night
$73 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
Portland Harbor Hotel
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $163 total per night
$163 total
Jan 11 - Jan 12
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, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Pet friendly
Free WiFi
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.
Popular places to visit
Bailey Island Bridge
Find out about the history of Bailey Island when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
Land's End Gift Shop
Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
Cobwork Bridge
You can find out about the history of Bailey Island when you stop by Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.
Frequently asked questions
Photos of local treasures
Browse Bailey Island vacation photos for more inspiration
