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Bailey Island Vacation Packages

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Bailey Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $458, price is now $345 per person
$345
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,571, price is now $960 per person
$960
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $1,465, price is now $1,016 per person
$1,016
per person
Oct 22 - Oct 29
found 5 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this 3-star B&B in Fryeburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Fryeburg Public Library and Bradley Memorial Park are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,051, price is now $751 per person
$751
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4-star luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
River View Resort

River View Resort

2.5 out of 5
Price was $1,272, price is now $919 per person
$919
per person
Oct 8 - Oct 15
found 5 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and 4 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $840, price is now $617 per person
$617
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Nonantum Resort

Nonantum Resort

3.5 out of 5
Save 100% on your flight
Price was $765, price is now $566 per person
$566
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $919, price is now $693 per person
$693
per person
Nov 21 - Nov 25
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.

Bailey Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Nonantum Resort

Nonantum Resort

3.5 out of 5
Save 100% on your flight
Price was $765, price is now $566 per person
$566
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,571, price is now $960 per person
$960
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,051, price is now $751 per person
$751
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $840, price is now $617 per person
$617
per person
Nov 7 - Nov 11
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Bailey Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
River View Resort

River View Resort

2.5 out of 5
Price was $1,272, price is now $919 per person
$919
per person
Oct 8 - Oct 15
found 5 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $1,465, price is now $1,016 per person
$1,016
per person
Oct 22 - Oct 29
found 5 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,611, price is now $1,812 per person
$1,812
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,372, price is now $1,681 per person
$1,681
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Fri, Oct 17 - Wed, Oct 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 17 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 22, priced at $107 found 1 day ago
Delta
Wed, Oct 15 - Thu, Oct 23
LGA
LaGuardia
PWM
Portland Intl. Jetport
$109 Roundtrip, found 3 hours ago
$109
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Oct 15 from LaGuardia to Portland Intl. Jetport, returning Thu, Oct 23, priced at $109 found 3 hours ago
United
Fri, Oct 24 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 24 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sun, Oct 26, priced at $109 found 1 day ago
Bargain Flight
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $186 found 1 day ago