Kittery Foreside Vacation Packages

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The Latest Kittery Foreside Vacation Packages

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

Sept 7 - Sept 9
Boston Lodge and Suites + Flight
Dorchester
2 nights
4.0 star property
8.4/10 - Very good (190 reviews)
"Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles."
Reviewed May 19, 2026
Roundtrip • Toronto (YYZ) - Boston (BOS)
YYZ - BOS • Nonstop BOS - YYZ • Nonstop
~~CA $1,218~~
CA $665
per traveller
found 1 day ago
Boston Lodge and Suites
Sept 6 - Sept 12
Pier 7 Condominiums + Flight
Bass River
6 nights
2.0 star property
8.6/10 - Excellent (17 reviews)
"I loved this place so much! The place was extremely clean and I felt very comfortable during my stay. The air conditioning ran super cold, the kitchen provided most things needed to make a quick meal, and the pool was very comfortable. They also have games and ping pong available."
Reviewed August 6, 2026
Roundtrip • Montreal (YUL) - Boston (BOS)
YUL - BOS • Nonstop BOS - YUL • 1 stop
~~CA $1,307~~
CA $855
per traveller
found 1 day ago
Pier 7 Condominiums
Oct 26 - Oct 29
By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port
3 nights
3.5 star property
9.4/10 - Exceptional (208 reviews)
"Gorgeous location, room and common areas with lots of historic charm mixed with thoughtful touches throughout. Lovely to have the well-kept private beach all set up and ready to enjoy. Room was bright and cheerful and breakfast was delicious as well. If you’re looking for peaceful and quiet, this is a great choice."
Reviewed August 7, 2026
Roundtrip • Toronto (YTO) - Boston (BOS)
YTZ - BOS • Nonstop BOS - YTZ • Nonstop
~~CA $1,064~~
CA $700
per traveller
found 7 hours ago
By the Sea Guests Bed & Breakfast & Suites
Sept 16 - Sept 20
Sesuit Harbor House + Flight
Dennis
4 nights
3.0 star property
9.6/10 - Exceptional (200 reviews)
"The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well."
Reviewed August 1, 2026
Roundtrip • Toronto (YTO) - Boston (BOS)
YTZ - BOS • Nonstop BOS - YTZ • Nonstop
~~CA $1,480~~
CA $987
per traveller
found 11 hours ago
Sesuit Harbor House
Sept 16 - Sept 20
The Mansion at Ocean Edge + Flight
Brewster
4 nights
4.0 star property
8.2/10 - Very good (1,000 reviews)
"Hotel and Expedia canceled my booking last minute and I had to spend 3 hours on call to get alternate booking. I paid same high price for something that was much less than my original booking. Last minute cancelation of hotel bookings is extremely disappointing, especially if it's in middle of vacation. There should be binding cancelation policy for hotels as well."
Reviewed July 30, 2026
Roundtrip • Toronto (YTO) - Boston (BOS)
YTZ - BOS • Nonstop BOS - YTZ • Nonstop
~~CA $4,448~~
CA $2,980
per traveller
found 11 hours ago
The Mansion at Ocean Edge