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Kennebunk Vacation Packages

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Kennebunk Flight + Hotel Packages

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

The McKernan Inn

3 out of 5
Price was $536, price is now $455 per person
$455
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Portland Harbor Museum are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $928, price is now $681 per person
$681
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,361, price is now $1,059 per person
$1,059
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
84 Main

84 Main

4 out of 5
Price was $1,309, price is now $1,054 per person
$1,054
per person
Apr 30 - May 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 Kennebunk Free Library and Brick Store Museum are located nearby.
Casco Bay Inn

Casco Bay Inn

2 out of 5
Price was $918, price is now $767 per person
$767
per person
May 4 - May 11
found 15 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eartha and Clay Play are located nearby.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $754, price is now $652 per person
$652
per person
May 14 - May 18
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this beach guesthouse in Phippsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Popham Beach and Fort Popham State Historic Site are located nearby.
The Trident Inn

The Trident Inn

2 out of 5
Price was $1,423, price is now $1,232 per person
$1,232
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Hidden Pond

Hidden Pond

4 out of 5
Price was $1,628, price is now $1,410 per person
$1,410
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this beach hotel in Kennebunkport. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Goose Rocks Beach and Seashore Trolley Museum are located nearby.

Kennebunk Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $754, price is now $652 per person
$652
per person
May 14 - May 18
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $928, price is now $681 per person
$681
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,361, price is now $1,059 per person
$1,059
per person
May 8 - May 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
84 Main

84 Main

4 out of 5
Price was $1,309, price is now $1,054 per person
$1,054
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Kennebunk Vacation Packages 5-7 Night Stays

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

84 Main

4 out of 5
Price was $936, price is now $721 per person
$721
per person
May 12 - May 17
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Casco Bay Inn

Casco Bay Inn

2 out of 5
Price was $918, price is now $767 per person
$767
per person
May 4 - May 11
found 15 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,222, price is now $1,028 per person
$1,028
per person
May 11 - May 16
found 22 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
Price was $1,489, price is now $1,291 per person
$1,291
per person
May 12 - May 17
found 21 hours ago
Roundtrip non-stop 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, Mar 26 - Sun, Mar 29
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Mar 26 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Mar 29, priced at $130 found 2 days ago
Breeze Airways
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$144 Roundtrip, found 7 hours ago
$144
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 6, priced at $144 found 7 hours ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$178 Roundtrip, found 7 hours ago
$178
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $178 found 7 hours ago
Breeze Airways
Sat, May 23 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, May 23 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Jun 24, priced at $195 found 7 hours ago