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Harpswell Vacation Packages

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Harpswell Flight + Hotel Packages

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

The Wolfeboro Inn

3.5 out of 5
Price was $389, price is now $304 per person
$304
per person
Mar 27 - Mar 29
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Winnipesaukee and Hampshire Pewter Co. are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $888, price is now $654 per person
$654
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $1,048, price is now $809 per person
$809
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop 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.
River View Resort

River View Resort

2.5 out of 5
Price was $1,081, price is now $848 per person
$848
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $875, price is now $712 per person
$712
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,171, price is now $974 per person
$974
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop 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.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,162, price is now $968 per person
$968
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $766, price is now $655 per person
$655
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.

Harpswell Vacation Packages 3-4 Night Stays

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

84 Main

4 out of 5
Price was $742, price is now $597 per person
$597
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Knoxville (TYS) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $852, price is now $604 per person
$604
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Knoxville (TYS) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $935, price is now $760 per person
$760
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $875, price is now $712 per person
$712
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Harpswell 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 $905, price is now $649 per person
$649
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $1,048, price is now $809 per person
$809
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $959, price is now $743 per person
$743
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
River View Resort

River View Resort

2.5 out of 5
Price was $1,081, price is now $848 per person
$848
per person
Mar 8 - Mar 13
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Top Flight Deals

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

American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Thu, May 28, priced at $187 found 3 days ago
JetBlue Airways
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, May 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $192 found 1 day ago
Delta
Fri, Mar 6 - Mon, Mar 9
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 1 hour ago
$209
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, Mar 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Mar 9, priced at $209 found 1 hour ago
JetBlue Airways
Wed, May 27 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $240 found 1 day ago