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Old Orchard Beach Vacation Packages

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Old Orchard Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $577, price is now $503 per person
$503
per person
Apr 15 - Apr 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
84 Main

84 Main

4 out of 5
Price was $813, price is now $667 per person
$667
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $2,443, price is now $2,070 per person
$2,070
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)
Book a stay at this 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 Perkins Cove and Marginal Way are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $690, price is now $599 per person
$599
per person
Apr 15 - Apr 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,072, price is now $936 per person
$936
per person
May 7 - May 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this 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 Kennebunkport Village Green are located nearby.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was $1,042, price is now $910 per person
$910
per person
May 7 - May 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 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 Kennebunkport Village Green are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $609, price is now $534 per person
$534
per person
Apr 15 - Apr 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Preble and Portland Harbor Museum are located nearby.

Old Orchard Beach 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 $688, price is now $536 per person
$536
per person
Apr 16 - Apr 19
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $760, price is now $570 per person
$570
per person
Apr 16 - Apr 19
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $746, price is now $571 per person
$571
per person
Apr 16 - Apr 19
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $827, price is now $669 per person
$669
per person
Apr 16 - Apr 19
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)

Old Orchard Beach Vacation Packages 5-7 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 $1,134, price is now $893 per person
$893
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $1,229, price is now $911 per person
$911
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $1,153, price is now $894 per person
$894
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,171, price is now $917 per person
$917
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Portland (PWM)

Top Flight Deals

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

Breeze Airways
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$168 Roundtrip, found 16 hours ago
$168
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Jun 5, priced at $168 found 16 hours ago
Delta
Mon, Mar 9 - Sat, Mar 14
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$213 Roundtrip, found 3 days ago
$213
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Mar 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Mar 14, priced at $213 found 3 days ago
JetBlue Airways
Wed, Apr 15 - Tue, Apr 28
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Apr 15 from Tampa Intl. to Portland Intl. Jetport, returning Tue, Apr 28, priced at $218 found 1 day ago
JetBlue Airways
Tue, Jun 2 - Tue, Jun 9
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 11 hours ago
$227
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Tue, Jun 9, priced at $227 found 11 hours ago