
South Dennis Holidays from AU$2,385
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 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 Holiday
There's no better way to escape than with one of our holiday packages to South Dennis. The coastal scenery and family-friendly attractions are just a couple of the countless reasons you'll want to stay in this captivating city. Fill your schedule with tours of Cape Cod Museum of Natural History, Cape Cod Museum of Art and West Dennis Beach, some of the attractions you just have to see during your trip to South Dennis. Stop daydreaming and start adventuring. Explore the broad range of options on Expedia today and put your South Dennis holiday plans into gear!
The Latest South Dennis Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Eurostars The Boxer
West End
Price was AU$3,008, price is now AU$2,385 per person
AU$2,385
per person
21 Apr - 27 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Thank you for the cool corner suite on the 9th floor!
We stayed over after attending a Bruins game. Short stay but nice place. Good location for our adventures. We’ll stay again if when we are back in Boston! Ty
Reviewed on 29 Jan 2026

Boston Harbor Hotel
North End
Save 100% on your flight
Price was AU$6,710, price is now AU$4,066 per person
AU$4,066
per person
21 Apr - 27 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on 25 Jan 2026

The Newbury Boston
Back Bay
Price was AU$5,469, price is now AU$4,344 per person
AU$4,344
per person
21 Apr - 27 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good
Reviewed on 4 Jan 2026

Global Luxury Suites Downtown Boston
Chinatown
Price was AU$3,435, price is now AU$2,790 per person
AU$2,790
per person
21 Apr - 27 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Boston (BOS)
8/10 Very Good! (621 reviews)
Staff was friendly and helpful. Apartment was spotless. It was so cute, modern, and intimate. I love that it was completely furnished and included everything you need for a functional kitchen including cookware, dinnerware, utensils, numerous appliances, etc. Exceeded all my expectations, will definitely book here again.
Reviewed on 28 Jan 2026

The Whitney Hotel
Beacon Hill
Price was AU$3,905, price is now AU$3,181 per person
AU$3,181
per person
21 Apr - 27 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Clean room that satisfied all needs. Great location in a quaint neighborhood
Reviewed on 30 Jan 2026
South Dennis Holiday
South Dennis Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Provincetown Municipal Airport (PVC) |
Population | 3,600 |
Max Temp Winter | 4ºC |
Max Temp Summer | 21ºC |
Top Sights | Cape Codder Water Park, Mayflower Beach and West Dennis Beach |
Our pick of the best South Dennis Hotel Deals

Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is AU$524 per night from 13 Feb to 14 Feb
AU$524
13 Feb - 14 Feb
includes taxes & fees
8.6/10 Excellent! (436 reviews)
The room was great. Comfy, clean, and colorful. I enjoyed my spa treatments and use of the hot tub. I had fun and good food at the Sharks Fin Bar. I did not understand why I was charged a resort fee. Many of the extras were available to anyone who walked through the doors.
Reviewed on 24 Jan 2026

Chatham Bars Inn
297 Shore Rd Chatham MA
The price is AU$598 per night from 4 Feb to 5 Feb
AU$598
4 Feb - 5 Feb
includes taxes & fees
9.2/10 Wonderful! (807 reviews)
Beautiful property
Reviewed on 24 Jan 2026

Chatham Wayside Inn
512 Main St Chatham MA
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 2 Feb to 3 Feb
AU$271
2 Feb - 3 Feb
includes taxes & fees
9.2/10 Wonderful! (624 reviews)
Rooms and bathrooms were clean and updated. Comfortable bed. Very good quality linens/towels.
Reviewed on 27 Jan 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
AU$37
per traveller

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
AU$75
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.











