South Dennis Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in South Dennis

Cape Sands Inn
Cape Sands Inn
2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is S$174 per night from 10 Jul to 11 Jul
S$174
10 Jul - 11 Jul
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"location"

Reviewed on 7 Jul, 2025

Cape Sands Inn
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,382 reviews)
"Clean room. Nice staff. Well kept grounds. Great breakfast and pool area. Hallways and rooms were a bit musty and dark. Pub did not serve food as on the website and complementary drinks couldn’t be purchased at the pool. Only at the pub which didn’t open til 5 pm. Sandwich at pool was AWFUL!"

Reviewed on 7 Jul, 2025

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Bayside Resort Hotel
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (206 reviews)
Doesn’t disappoint
"beautiful grounds, music and delicious food. Many young families enjoying the double water park. Free outdoor pool way undersized and fenced in from rooms. Large grassy area with over sized hammocks , music, games was the place to be. Having Cape beaches so close is great. We will return. We loved ..."

Reviewed on 5 Jul, 2025

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Margaritaville Resort Cape Cod
See all 6,027 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.

What to do in South Dennis

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

S$58
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Step Up to Taste

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

S$17
per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Cape Cod Self- Guided Walking Audio Tour

Cape Cod Adventure: Smartphone Guided Audio Tour

S$22
per traveller
Cape Cod Adventure: Smartphone Guided Audio Tour
See all activities in South Dennis

Frequently asked questions

How much does a South Dennis holiday package cost?
You'll find cheap prices 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.