South Dennis Vacations from $485

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Your South Dennis Vacation

Lock in a South Dennis vacation package and get ready for a fantastic adventure. With a reputation for its coastal scenery and family-friendly attractions, there's plenty to love about this city. If your trip to South Dennis includes a little sightseeing, take in popular attractions like Cape Cod Museum of Art, Cape Cod Museum of Natural History and Mayflower Beach. Expedia is here to help you escape the everyday. Tailor your vacation to South Dennis to suit your style of travel, whatever that may look like.

The Latest South Dennis vacation packages

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
Price was $791, price is now $485 per person
$485
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (2,224 reviews)
The hotel is just OK. The beds are very uncomfortable. They have these futuristic beds that elevate the head of the bed like a Tempur-pedic but the springs on the mattress are terribly uncomfortable. Overall, it was average. Valet is expensive at $80 a night. Not the prettiest part of town. This was an area of warehouses that is trying to be trending now. Overall, just OK.

Reviewed on Oct 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,774, price is now $1,279 per person
$1,279
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Easy access to mass transit and to all the downtown areas of interest.

Reviewed on Oct 4, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $996, price is now $499 per person
$499
per person
Dec 4 - Dec 7
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,638, price is now $991 per person
$991
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
I really enjoyed my stay at the Charles. Initially, they gave me a connecting room. In the adjacent room, apparently there was a dog as he barked frequently. I asked especially for a quiet room and was really upset that i was put in a room next to a barking dog. Then, I called them and they immediately moved me a much quieter room. From there on, the stay was smooth and enjoyable. Thanks.

Reviewed on Oct 6, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,687, price is now $1,043 per person
$1,043
per person
Dec 7 - Dec 13
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (246 reviews)
Lean room, nice staff but the elevator broke and it took a while to fix it

Reviewed on Oct 1, 2025

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Discover the most popular places to visit in South Dennis

Cape Cod Rail Trail

4.5/5(8 reviews)

Enjoy a trip to Cape Cod Rail Trail and popular activities like golfing in South Dennis. Wander the beautiful beaches and waterfront in this family-friendly area.

Cape Cod Rail Trail

What to do in South Dennis

Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

$17
per traveler
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

$45
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
See all activities in South Dennis

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
$177 nightly
The price is $203 total per night from Oct 26 to Oct 27
$203 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (374 reviews)
Fun place to stay
"Very bright and clean! Bed was very noisy and breakfast was not free but looked like a typical hotel breakfast line so that was disappointing"

Reviewed on Oct 6, 2025

Margaritaville Resort Cape Cod
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
$75 nightly
The price is $85 total per night from Oct 8 to Oct 9
$85 total
Oct 8 - Oct 9
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Nice place very clean"

Reviewed on Oct 1, 2025

Cape Sands Inn
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road, Hyannis, MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Nov 2 to Nov 3
$116 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (616 reviews)
"Comfy beds…. Nice breakfast buffet!"

Reviewed on Sep 26, 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 5,931 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.

South Dennis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Barnstable Municipal Airport (HYA)
Population
3,600
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Cape Cod Inflatable Park, Cape Codder Water Park and Mayflower Beach

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Frequently asked questions

How much does a South Dennis vacation package cost?
You'll find cheap prices from $485 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?
If you'd like to book a cheap South Dennis vacation package, consider traveling in November, December and January. You'll typically find better prices on hotels and flights during these months — ideal for budget-conscious travelers.
How many days is enough for South Dennis?
Generally, a handful of days is enough to see the major attractions during your South Dennis vacation. However, if you'd like to have more time to relax or go on day trips, think about 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 when to get away: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to visit South Dennis.
  2. Plan your budget wisely: On top of the cost of your stay, you'll need to factor in other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that may come up during your trip to South Dennis.
  3. Explore South Dennis using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to South Dennis. You can also save your favorite places, collaborate with friends and family and manage all your plans in one place.
  4. Decide how long to go away for: Now that you know more about South Dennis, you can work out the perfect length of your break. Create a rough itinerary and give yourself enough time for all the things you want to do.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a South Dennis vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on South Dennis's highlights. Find all the incredible things to do in South Dennis with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later South Dennis vacation packages?
Jet off on your dream trip to South Dennis with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up travel deals while they last.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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