South Dennis Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 $2,468, price is now CA $1,570 per person
CA $1,570
per person
Jun 13 - Jun 17
found 1 day 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 $2,230, price is now CA $1,466 per person
CA $1,466
per person
May 21 - May 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Great hotel, in the middle of downtown, walking distance from td garden, friendly staff and great amenities, will be back for sure
Reviewed on Mar 30, 2026
The Inn on Arsenal
Price was CA $2,342, price is now CA $1,667 per person
CA $1,667
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.2/10 Very Good! (84 reviews)
It was a great place to stay for the night. Clean and professional. The only complaint is that the bathroom door didn’t close completely and the heater was really loud.
Reviewed on Mar 28, 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 $212 per night from Apr 1 to Apr 2
CA $212
CA $322 total
Apr 1 - Apr 2
includes taxes & fees
8.6/10 Excellent! (512 reviews)
They did a great job witNo hot water in our room.
Reviewed on Mar 30, 2026
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Apr 12 to Apr 13
CA $158
CA $197 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,552 reviews)
Awesome breakfast, great location
Reviewed on Mar 30, 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 $141 per night from Apr 14 to Apr 15
CA $141
CA $161 total
Apr 14 - Apr 15
includes taxes & fees
8/10 Very Good! (1,006 reviews)
We felt everything about the hotel was great. I stayed there a while ago when it was Cape Point and I feel it is now better! I would definitely stay again
Reviewed on Mar 30, 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
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
