South Dennis Vacation Packages
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Your South Dennis Vacation
Lock in a South Dennis vacation package and get ready for a fantastic adventure. With a reputation for its coastal scenery and family-friendly attractions, there's plenty to love about this city. If your trip to South Dennis includes a little sightseeing, take in popular attractions like Cape Cod Museum of Art, Cape Cod Museum of Natural History and Mayflower Beach. Expedia is here to help you escape the everyday. Tailor your vacation to South Dennis to suit your style of travel, whatever that may look like.
Top South Dennis Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,482, price is now CA $1,587 per person
CA $1,587
per person
Jun 13 - Jun 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
Eurostars The Boxer
West End
Price was CA $2,943, price is now CA $1,892 per person
CA $1,892
per person
Jun 12 - Jun 16
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
The room we stayed in was very very dark, very little natural light and lighting in the room was not fully functional.
Room was also right on top and I mean right on top of the elevator, so pretty steady stream of noise into our room from there.
Reviewed on Mar 27, 2026
The Langham, Boston
Downtown Boston
Price was CA $5,091, price is now CA $3,653 per person
CA $3,653
per person
Jun 12 - Jun 16
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Room was spacious, clean & well set up. Nice that they use Dyptique hand soap shampoo & shower gel. That is a 5 star touch.
Bed was nice and very quiet location.
Reviewed on Mar 22, 2026
South Dennis Hotel Deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Mar 29 to Mar 30
CA $211
CA $320 total
Mar 29 - Mar 30
includes taxes & fees
8.6/10 Excellent! (503 reviews)
Hotel was clean and well decorated. Room had Keurig with coffee and tea pods as well as needed condiments for such. Bath items like a robe, shampoo, soap, moisturizer are provided along with plenty of fresh towels. Child enjoyed the splash pad and lazy river. A tad busy right after school, less crowded ...
Reviewed on Mar 25, 2026
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Apr 12 to Apr 13
CA $157
CA $196 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,549 reviews)
I truly enjoyed my time
Reviewed on Mar 27, 2026
Aiden by Best Western Cape Cod - West Yarmouth
476 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 10 to Apr 11
CA $152
CA $174 total
Apr 10 - Apr 11
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Breakfast was very good! Indian Restaursant was fantastic. Service was excellent! Will be going again soon.
Reviewed on Mar 27, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in South Dennis
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
CA $31
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $68
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
