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Kennebunkport Vacation Packages

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Kennebunkport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $336, price is now $256 per person
$256
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $444, price is now $307 per person
$307
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $383, price is now $284 per person
$284
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $408, price is now $307 per person
$307
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this 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 N.W. Barrett Gallery and Fore Street Gallery are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $620, price is now $473 per person
$473
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,496, price is now $1,153 per person
$1,153
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $578, price is now $446 per person
$446
per person
Mar 9 - Mar 12
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 concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
Save 100% on your flight
Price was $986, price is now $764 per person
$764
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.

Kennebunkport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was $336, price is now $256 per person
$256
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $444, price is now $307 per person
$307
per person
Mar 9 - Mar 12
found 1 day 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 $383, price is now $284 per person
$284
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $408, price is now $307 per person
$307
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Kennebunkport 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
Save 100% on your flight
Price was $698, price is now $460 per person
$460
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $717, price is now $489 per person
$489
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,549, price is now $1,101 per person
$1,101
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
Save 100% on your flight
Price was $986, price is now $764 per person
$764
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)

Top Flight Deals

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

Breeze Airways
Thu, Jan 8 - Sun, Jan 11
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$95 Roundtrip, found 19 hours ago
$95
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Thu, Jan 8 from Orlando Intl. to Portsmouth Intl., returning Sun, Jan 11, priced at $95 found 19 hours ago
Breeze Airways
Thu, Feb 19 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 7 hours ago
$102
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Feb 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Feb 22, priced at $102 found 7 hours ago
Breeze Airways
Mon, Jan 5 - Fri, Jan 9
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$170 Roundtrip, found 12 hours ago
$170
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Jan 5 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Jan 9, priced at $170 found 12 hours ago
Breeze Airways
Mon, Dec 29 - Wed, Jan 7
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$178 Roundtrip, found 20 hours ago
$178
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Mon, Dec 29 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Jan 7, priced at $178 found 20 hours ago