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Peaks Island Vacation Packages

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Peaks Island 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 $793, price is now $639 per person
$639
per person
Mar 30 - Apr 3
found 1 day 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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $861, price is now $663 per person
$663
per person
Mar 30 - Apr 3
found 1 day 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.
84 Main

84 Main

4 out of 5
Price was $998, price is now $792 per person
$792
per person
Mar 29 - Apr 4
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.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $757, price is now $664 per person
$664
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Marginal Way are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,102, price is now $986 per person
$986
per person
Mar 29 - Apr 4
found 1 day 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.
Hidden Pond

Hidden Pond

4 out of 5
Price was $1,369, price is now $1,230 per person
$1,230
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this beach hotel in Kennebunkport. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Dock Square and Engine are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Price was $921, price is now $829 per person
$829
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Neal S. Dow House and Center for Cultural Exchange are located nearby.

Peaks Island 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 $759, price is now $621 per person
$621
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $861, price is now $663 per person
$663
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip 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 $793, price is now $639 per person
$639
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
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)

Peaks Island 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 $928, price is now $691 per person
$691
per person
Mar 29 - Apr 4
found 1 day 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 $1,006, price is now $733 per person
$733
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $948, price is now $719 per person
$719
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
84 Main

84 Main

4 out of 5
Price was $998, price is now $792 per person
$792
per person
Mar 29 - Apr 4
found 1 day 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.

Breeze Airways
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$168 Roundtrip, found 8 hours ago
$168
Roundtrip
found 8 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 8 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 4 hours ago
$227
Roundtrip
found 4 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 4 hours ago