South Dennis Holidays from AU$3,286

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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.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was AU$4,279, price is now AU$3,286 per person
AU$3,286
per person
24 Dec - 31 Dec
found 20 hours ago
Return direct flight included
Brisbane (BNE) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)
I don't normally submit reviews but felt compelled to for this hotel - Just stayed for 2 nights for a quick weekend trip to Boston - Positives were the staff were all very helpful and friendly, the hotel was clean and convenient to most attractions and sites . However photos look better online than the hotel actually is especially for the money - Furnishings were old- baths were old and very basic with extremely small shower. Carpet and furniture were worn overall for the price the hotel is underwhelming with very few amenities - Can find a nicer hotel for same or a little more money - overall disappointing.

Reviewed on 9 Nov 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was AU$4,682, price is now AU$3,447 per person
AU$3,447
per person
24 Dec - 31 Dec
found 20 hours ago
Return direct flight included
Brisbane (BNE) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
By far one of the worst hotels I have stayed in.

Reviewed on 9 Nov 2026

The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
Price was AU$4,380, price is now AU$3,317 per person
AU$3,317
per person
24 Dec - 31 Dec
found 20 hours ago
Return direct flight included
Brisbane (BNE) to Boston (BOS)
9.6/10 Exceptional! (2,164 reviews)
Great location, amazing hotel!! Loved the record players in the rooms, loved the vibe and the rooms were clean and comfortable!

Reviewed on 9 Nov 2026

Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Downtown Boston
Price was AU$4,501, price is now AU$3,522 per person
AU$3,522
per person
24 Dec - 31 Dec
found 20 hours ago
Return direct flight included
Brisbane (BNE) to Boston (BOS)
9/10 Wonderful! (1,876 reviews)

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was AU$4,363, price is now AU$3,428 per person
AU$3,428
per person
24 Dec - 31 Dec
found 20 hours ago
Return direct flight included
Brisbane (BNE) to Boston (BOS)
9.6/10 Exceptional! (7,276 reviews)

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

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"

Dennis MA
10/10 Exceptional! (38 reviews)
"The house was a perfect fit for our crew. The house had all the features stated in the listing, house was clean and organized. Louise allowed us to arrive early and accompanied our stay. We most certainly would return!"

Reviewed on 1 Nov 2026

Get rates
Cape Cod's "Beach Rose"
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is AU$588 per night from 11 Nov to 12 Nov
AU$588
11 Nov - 12 Nov
includes taxes & fees
9.2/10 Wonderful! (876 reviews)
"Amazing place to stay. Can't wait to go back."

Reviewed on 30 Oct 2026

Chatham Bars Inn
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

3 out of 5
867 Iyannough Road Hyannis MA
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 15 Nov to 16 Nov
AU$211
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (761 reviews)
"Sheets dirty I had to change rooms very inconvenient"

Reviewed on 8 Nov 2026

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 5,638 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 GPS Audio Tour Bundle (11 Tours)

AU$72
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Self Guided Driving Audio Tour Cape Cod

Self Guided Driving Audio Tour Cape Cod

AU$24
per traveller
Self Guided Driving Audio Tour Cape Cod
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$3,286 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.