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Casco Bay Islands Vacation Packages

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Casco Bay Islands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $658, price is now $477 per person
$477
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Save 100% on your flight
Price was $709, price is now $502 per person
$502
per person
Nov 25 - Nov 30
found 6 hours ago
Roundtrip flight included
Detroit (DTW) 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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $685, price is now $512 per person
$512
per person
Nov 25 - Nov 30
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $1,072, price is now $811 per person
$811
per person
Nov 25 - Nov 30
found 6 hours ago
Roundtrip flight included
Detroit (DTW) 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.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,469, price is now $1,120 per person
$1,120
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop 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.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Save 100% on your flight
Price was $980, price is now $768 per person
$768
per person
Nov 25 - Nov 30
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $800, price is now $629 per person
$629
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $723, price is now $581 per person
$581
per person
Nov 25 - Nov 30
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Casco Bay Islands Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $448, price is now $351 per person
$351
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $658, price is now $477 per person
$477
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,469, price is now $1,120 per person
$1,120
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $800, price is now $629 per person
$629
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Casco Bay Islands Vacation Packages 5-7 Night Stays

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
Save 100% on your flight
Price was $709, price is now $502 per person
$502
per person
Nov 25 - Nov 30
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,117, price is now $749 per person
$749
per person
Dec 20 - Dec 26
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $731, price is now $539 per person
$539
per person
Dec 20 - Dec 26
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,376, price is now $1,016 per person
$1,016
per person
Dec 20 - Dec 26
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Top Flight Deals

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

United
Tue, Nov 11 - Wed, Nov 12
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$137 Roundtrip, found 5 hours ago
$137
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Nov 11 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, Nov 12, priced at $137 found 5 hours ago
Delta
Mon, Nov 10 - Sun, Nov 16
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 5 hours ago
$147
Roundtrip
found 5 hours ago
Select Delta flight, departing Mon, Nov 10 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sun, Nov 16, priced at $147 found 5 hours ago
Delta
Sat, Nov 8 - Thu, Nov 13
LGA
LaGuardia
PWM
Portland Intl. Jetport
$150 Roundtrip, found 5 hours ago
$150
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Nov 8 from LaGuardia to Portland Intl. Jetport, returning Thu, Nov 13, priced at $150 found 5 hours ago
Breeze Airways
Wed, Nov 5 - Sat, Nov 8
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Nov 5 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Nov 8, priced at $195 found 2 days ago