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 $2,592, price is now CA $1,604 per person
CA $1,604
per person
Jun 17 - Jun 21
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
The Westin Boston Seaport District
Seaport District
Price was CA $2,150, price is now CA $1,407 per person
CA $1,407
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.2/10 Wonderful! (2,404 reviews)
Excellent front desk staff. All staff were polite and welcoming and very helpful.
Clean spacious room.
Just wish the restaurabt offered a few simpler meal options
Reviewed on Apr 5, 2026
The Atlas Hotel
Allston
Price was CA $2,221, price is now CA $1,518 per person
CA $1,518
per person
Jun 17 - Jun 21
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
10/10 Exceptional! (18 reviews)
We absolutely loved our stay at this new hotel. My family and I kept saying what a really nice hotel and the staff was great as well. The food at Ama (we ate breakfast) was delicious. The property is beautiful. Can’t wait to stay again.
Reviewed on Apr 5, 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 $179 per night from May 3 to May 4
CA $179
CA $285 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (520 reviews)
Everything was clean food was so good
Reviewed on Apr 5, 2026
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Apr 12 to Apr 13
CA $167
CA $207 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,546 reviews)
Clean room, great breakfast and cozy
Reviewed on Apr 6, 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 $147 per night from Apr 20 to Apr 21
CA $147
CA $168 total
Apr 20 - Apr 21
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Staff was not friendly
Reviewed on Apr 6, 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.
