Deals on vacations and trips to Bailey Island
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Bailey Island flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove
Save 100% on your flight
Price was $726, price is now $488 per person
$488
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Make the most of the gym and outdoor tennis court, and relax with drinks at one of the 3 bars/lounges.
Blind Tiger Portland - Danforth Street.
West End
Price was $2,610, price is now $1,670 per person
$1,670
per person
Sep 9 - Sep 14
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.
Ogunquit River Inn & Suites
Moody
Save 100% on your flight
Price was $1,074, price is now $721 per person
$721
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free continental 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.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $2,536, price is now $1,744 per person
$1,744
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $176 total per night
$176 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free on-the-go breakfast each morning.
Pool
Breakfast included
Portland Harbor Hotel
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$394 nightly
The price is $435 total per night
$435 total
Jul 12 - Jul 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
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Free Cancellation
$266 nightly
The price is $294 total per night
$294 total
Jul 12 - Jul 13
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, free WiFi in public areas, and valet parking. A safe deposit box is provided and the front desk is staffed around-the-clock.
Pet friendly
Free WiFi
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Free Cancellation
$90 nightly
The price is $98 total per night
$98 total
Jul 21 - Jul 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Portland Regency Hotel & Spa
20 Milk Street Portland ME
$214 nightly
The price is $237 total per night
$237 total
Jul 12 - Jul 13
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
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Free Cancellation
$139 nightly
The price is $151 total per night
$151 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the express check-out, laundry service, and free train station pick-up. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
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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