South Dennis Packages (Flight + Hotel)

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Top hotels in South Dennis

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 ฿8,616 per night from 6 Aug to 7 Aug
฿8,616
฿11,784 total
6 Aug - 7 Aug
includes taxes & fees
8.6/10 Excellent! (628 reviews)
"Well, overall, a lovely experience. Our first night with room facing Waterpark was not my favorite part. Just wasnt the best for us that need fresh air coming in so the next night we were moved to courtyard view with patio to sit out and enjoy the beautiful evening. Loved the area for the lawn games, ..."

Reviewed on 17 Jul 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 ฿9,321 per night from 21 Jul to 22 Jul
฿9,321
฿11,041 total
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (213 reviews)
"Hôtel parfait pour le prix. Le restaurant et le coin bar avec les installations extérieurs sont super !"

Reviewed on 17 Jul 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 ฿14,426 per night from 28 Jul to 29 Jul
฿14,426
฿18,326 total
28 Jul - 29 Jul
includes taxes & fees
Riviera Beach Resort
See all 6,032 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.

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 & Provincetown Self-Guided Driving & Walking Audio Tour

Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour

฿836
per traveller
100% of travellers recommend
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

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

฿836
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk 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.

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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.