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Cumberland Foreside Vacation Packages

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Cumberland Foreside Flight + Hotel Packages

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

Portland Harbor Hotel

4 out of 5
Price was $751, price is now $597 per person
$597
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,670, price is now $1,102 per person
$1,102
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 5-star luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Wells Beach are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $809, price is now $602 per person
$602
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,067, price is now $806 per person
$806
per person
Nov 14 - Nov 17
found 18 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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $859, price is now $667 per person
$667
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,155, price is now $918 per person
$918
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,319, price is now $1,055 per person
$1,055
per person
Dec 23 - Dec 27
found 17 hours ago
Roundtrip non-stop 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.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,246, price is now $1,013 per person
$1,013
per person
Dec 23 - Dec 27
found 16 hours ago
Roundtrip non-stop 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.

Cumberland Foreside Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $809, price is now $602 per person
$602
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $1,670, price is now $1,102 per person
$1,102
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,067, price is now $806 per person
$806
per person
Nov 14 - Nov 17
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $859, price is now $667 per person
$667
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Cumberland Foreside Vacation Packages 5-7 Night Stays

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

Dormir

3 out of 5
Price was $950, price is now $769 per person
$769
per person
Nov 1 - Nov 8
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,915, price is now $1,501 per person
$1,501
per person
Nov 1 - Nov 8
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
Price was $1,139, price is now $958 per person
$958
per person
Nov 1 - Nov 8
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,727, price is now $1,467 per person
$1,467
per person
Nov 1 - Nov 8
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Top Flight Deals

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

JetBlue Airways
Tue, Oct 21 - Sat, Oct 25
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$109 Roundtrip, found 6 hours ago
$109
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Oct 21 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sat, Oct 25, priced at $109 found 6 hours ago
Breeze Airways
Wed, Oct 29 - Wed, Nov 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 5 days ago
$164
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Oct 29 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Nov 5, priced at $164 found 5 days ago
United
Sun, Oct 26 - Wed, Oct 29
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select United flight, departing Sun, Oct 26 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, Oct 29, priced at $167 found 5 days ago
JetBlue Airways
Wed, Nov 19 - Wed, Nov 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Nov 19 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Nov 26, priced at $189 found 5 days ago