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.
Ogunquit River Inn & Suites
Price was $1,137, price is now $803 per person
$803
per person
May 5 - May 11
found 24 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $2,003, price is now $1,491 per person
$1,491
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
USA Inn
Save 100% on your flight
Price was $1,446, price is now $1,105 per person
$1,105
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Portland (PWM)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and express check-in are also on offer.
Inn By The Sea
Save 100% on your flight
Price was $1,471, price is now $1,141 per person
$1,141
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
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, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.
Portland Harbor Hotel
Downtown Portland
Price was $1,256, price is now $974 per person
$974
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
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.
Top Bailey Island hotels deals
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
Apr 12 - Apr 13
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
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Free Cancellation
$77 nightly
The price is $85 total per night
$85 total
Apr 13 - Apr 14
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
Portland Harbor Hotel
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $178 total per night
$178 total
Apr 12 - Apr 13
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
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Free Cancellation
$78 nightly
The price is $86 total per night
$86 total
Mar 31 - Apr 1
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 areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $152 total per night
$152 total
Mar 26 - Mar 27
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.
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Free Cancellation
$117 nightly
The price is $130 total per night
$130 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.
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
4.5/5(9 reviews)
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
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