Search Deals on
Kennebunkport Vacation Packages

Build your package with 2 more options

Kennebunkport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,351, price is now $957 per person
$957
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Marginal Way and Ogunquit Beach are located nearby.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,642, price is now $1,057 per person
$1,057
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum are located nearby.
84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $1,495, price is now $1,011 per person
$1,011
per person
Jul 2 - Jul 6
found 2 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Save 100% on your flight
Price was $1,944, price is now $1,472 per person
$1,472
per person
Jul 5 - Jul 9
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Save 100% on your flight
Price was $2,166, price is now $1,646 per person
$1,646
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) 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 Thompson's Point and Maine Mall are located nearby.
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

2 out of 5
Save 100% on your flight
Price was $3,167, price is now $2,423 per person
$2,423
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Save 100% on your flight
Price was $2,987, price is now $2,311 per person
$2,311
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Maine Mall are located nearby.
Longfellow Hotel

Longfellow Hotel

4 out of 5
Save 100% on your flight
Price was $2,883, price is now $2,279 per person
$2,279
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

Kennebunkport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,142, price is now $818 per person
$818
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $1,495, price is now $1,011 per person
$1,011
per person
Jul 2 - Jul 6
found 2 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,351, price is now $957 per person
$957
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,901, price is now $1,410 per person
$1,410
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)

Kennebunkport Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,642, price is now $1,057 per person
$1,057
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $3,515, price is now $2,447 per person
$2,447
per person
Jul 17 - Jul 24
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $3,832, price is now $2,906 per person
$2,906
per person
Jul 17 - Jul 24
found 24 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 $2,166, price is now $1,646 per person
$1,646
per person
Jul 1 - Jul 8
just found
Roundtrip non-stop flight included
Appleton (ATW) 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, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $122 found 1 day ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $164 found 3 days ago
Breeze Airways
Wed, May 27 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 12 hours ago
$180
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $180 found 12 hours ago
JetBlue Airways
Mon, Jun 1 - Sun, Jun 14
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$186 Roundtrip, found 20 hours ago
$186
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Mon, Jun 1 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sun, Jun 14, priced at $186 found 20 hours ago