South Dennis Holidays from AU$3,646

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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

Eurostars The Boxer

4 out of 5
West End
Price was AU$4,573, price is now AU$3,646 per person
AU$3,646
per person
27 Sept - 3 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
It was a great experience and very friendly staff!

Reviewed on 11 July 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$6,494, price is now AU$4,996 per person
AU$4,996
per person
27 Sept - 3 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Boston (BOS)
9.6/10 Exceptional! (576 reviews)
Good location

Reviewed on 10 July 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was AU$7,318, price is now AU$5,902 per person
AU$5,902
per person
27 Sept - 3 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Boston (BOS)
9.4/10 Exceptional! (670 reviews)
I highly recommend this location! The staff went above and beyond the call of duty to ensure we had a wonderful stay. The service throughout the property was truly excellent.

Reviewed on 9 July 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was AU$4,911, price is now AU$3,997 per person
AU$3,997
per person
27 Sept - 3 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Boston (BOS)
9/10 Wonderful! (3,186 reviews)
Hotel is in a great location. Staff were courteous and helpful. The room had seen better days and needs a refresh. None of the electronics, including the TV, worked.

Reviewed on 12 July 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was AU$7,286, price is now AU$5,986 per person
AU$5,986
per person
27 Sept - 3 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything was great. Definitely will recommend

Reviewed on 12 July 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

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is AU$504 per night from 14 July to 15 July
AU$504
14 July - 15 July
includes taxes & fees
8.6/10 Excellent! (624 reviews)
"It does have fun vibe but the in my opinion the resort is geared to families with children. This is a large property with spread out accommodations with no elevators. Additionally the pool is tucked in between buildings and somewhat difficult to find. Food at the restaurant was just OK."

Reviewed on 11 July 2026

Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is AU$444 per night from 21 July to 22 July
AU$444
21 July - 22 July
includes taxes & fees
9.4/10 Exceptional! (210 reviews)
"Wonderful stay for a girls weekend trip! Great staff, clean hotel & amenities. Great restaurant that recently opened - beautiful view, great food & service. Cute cafe open every morning with a wide variety of coffee drinks & pastries. Highly convenient area located only 5 minutes from cute downtown ..."

Reviewed on 12 July 2026

Uncommoner Hotel by Reverie Boutique Collection
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is AU$729 per night from 23 July to 24 July
AU$729
23 July - 24 July
includes taxes & fees
8.2/10 Very good! (1,011 reviews)
"The beach at this place was phenomenal and the folks at the desk were really nice. We were relying on going to their restaurant (Jona’s) but they said for some reason they weren’t able to open that morning/midday (would be open only in evening) so we didn’t get to try it, that was unfortunate since ..."

Reviewed on 13 July 2026

Riviera Beach Resort
See all 5,981 properties in South Dennis
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.
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Stay near popular South Dennis attractions

Cape Cod Rail Trail

9.2/10 (10 reviews)
Enjoy a trip to Cape Cod Rail Trail and popular activities such as golfing in South Dennis. Wander through the beautiful beaches and waterfront in this family-friendly area.
See properties

What to do in South Dennis

Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

AU$36
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

AU$65
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in South Dennis

Frequently asked questions

How much does a South Dennis holiday package cost?
You'll find cheap prices from AU$3,646 on Expedia for your South Dennis getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to South Dennis costs.
What are the cheapest months to go to South Dennis?
Plan your getaway for the off-peak season and you're likely to get cheap South Dennis holiday packages. Remember that public holidays and major local events can have an impact on prices, so do your research before booking.
How many days is enough for South Dennis?
Generally, a handful of days is enough to check out the top attractions during your South Dennis holiday. But if you'd like to have time to chill out or take day tours, consider extending your itinerary.
How to find the best South Dennis package deals?
Start your search for a South Dennis package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal South Dennis package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your South Dennis escape off to a flying start.
Is it cheaper to book a South Dennis holiday as a package?
You can enjoy significant savings on your South Dennis escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to South Dennis?
If you're planning a spontaneous South Dennis holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to South Dennis?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to South Dennis.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to South Dennis. Then, choose a property that fits your budget, whether that's an economical option or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to experience in South Dennis. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised South Dennis holiday package.

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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.