South Dennis Trips (flight + hotel)

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Top hotels in South Dennis

Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is P5,578 per night from Sep 3 to Sep 4
P5,578
P6,957 total
Sep 3 - Sep 4
includes taxes & fees
6.8/10 (823 reviews)
"Parking was not an issue. Room's were spacious and clean and beds comfortable. There was minimal towels in bathroom and the TV kept freezing up for a second or two at times. The pool towels, when available were very small. The handle on the pool stairs was very wobbly, and pool needs renovating. ..."

Reviewed on Jul 31, 2025

Hyannis Plaza Hotel
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,438 reviews)
"Nice breakfast menu and daily service. Courteous staff"

Reviewed on Aug 2, 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
The price is P10,509 per night from Aug 24 to Aug 25
P10,509
P15,311 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (249 reviews)
"We had a great weekend. The kids loved the water park and all the fun activities in the courtyard…s’mores etc. There should be better customer service. Miscommunication with the front desk. The outdoor pool is so nice but closes way too early. We had a long wait time for fresh linen then had to bag ..."

Reviewed on Aug 4, 2025

Margaritaville Resort Cape Cod
See all 6,008 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

P2,834
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Cape Cod Self- Guided Walking Audio Tour

Cape Cod Adventure: Smartphone Guided Audio Tour

P963
per traveler
Cape Cod Adventure: Smartphone Guided Audio Tour
Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

P963
per traveler
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
See all activities in South Dennis

Frequently asked questions

How much does a South Dennis vacation 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 vacation 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 vacation 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 vacation. 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 vacation as a package?
You can enjoy significant savings on your South Dennis escape by booking a customized vacation 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 vacation package to South Dennis?
If you're planning a spontaneous South Dennis vacation, 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, favorite 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 customized South Dennis vacation package.

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