South Dennis Vacations from $425

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Your South Dennis Vacation

The coastal scenery and family-friendly attractions are just the start of the things South Dennis has to offer. Enjoy the best of this captivating city the way you want with a tailor-made South Dennis vacation package. Make your trip to South Dennis even more exciting by including some sightseeing. Cape Cod Museum of Art, Cape Cod Museum of Natural History and Mayflower Beach are among the most popular attractions worth exploring. Your perfect South Dennis vacation is just clicks away. Browse flights, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest South Dennis Vacation Packages

Price found within the past 48 hours. Click for updated prices.
935 Ocean A Beachside Inn

935 Ocean A Beachside Inn

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (4 reviews)
Beautiful Ocean front property, love staying here! Everyone is so friendly and the rooms are beautiful.

Reviewed on May 12, 2024

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
10/10 Exceptional! (4 reviews)
Everything was perfect

Reviewed on May 28, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug 30 - Sep 2
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
What a treat it was stay at this hotel. Besides the fact it is absolutely stunning with great attention to detail, the staff was also fantastic, from the valet, to the doormen to front desk and cleaning service. Special shout out to Thomas from front desk who we dealt with for our stay. Made sure to have a room ready for us for early check in and always made sure we had everything we needed. We had a 10 month old, they had a crib ready for us which was a life saver. Location was also fantastic. All in all a 10/10 across the board and we cannot wait to stay there again.

Reviewed on Jun 12, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 30 - Sep 2
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
EVERYTHING is thought out. Service is “old world”. Attention to details is magnificent. What’s there not to like.

Reviewed on Jun 9, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
Great place, worth the money!

Reviewed on Jun 9, 2024

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

South Dennis Hotel Deals

Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is $180 per night from Jun 18 to Jun 19
$180
$206 total
includes taxes & fees
Jun 18 - Jun 19
8.8/10 Excellent! (1,027 reviews)
"It has 2 pools, it has a nice quiet patio with fire places, the breakfast was great, and the service staff was great."

Reviewed on Jun 13, 2024

Bayside Resort Hotel
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 $99 per night from Jun 16 to Jun 17
$99
$113 total
includes taxes & fees
Jun 16 - Jun 17
8.4/10 Very Good! (966 reviews)
"Love it clean"

Reviewed on Jun 12, 2024

Cape Sands Inn
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
The price is $599 per night from Jun 16 to Jun 17
$599
$720 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (697 reviews)
"Best place ever."

Reviewed on Jun 9, 2024

Chatham Bars Inn
See all 5,955 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a South Dennis vacation package cost?
Much less than you might think — from just $425, in fact! By bundling hotels, flights and car rentals into a customized vacation package, your South Dennis escape is just a few clicks away.
How do I get a cheap travel package to South Dennis?
Just think of all the amazing things you could do in South Dennis with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a South Dennis vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from over 550 airlines and 1,000,000 hotels around the world. Whether you’re heading off with the entire family or flying solo, organizing a trip to South Dennis is better with a package.
Where should I stay in South Dennis?
A trip to South Dennis isn’t complete without seeing Cape Cod Museum of Art, Cape Cod Rail Trail and Corporation Beach. Spend your nights near these top attractions and make sightseeing a breeze.
What are the top hotels in South Dennis?
If it’s your first time in South Dennis, secure a room at Charming Cape Cottage With Patio: 4 Mi To Beach or Condo Close To The Beach And Across The Street From The Marina. Both hotels have good amenities and are top options with many travelers.
How far in advance should I book my South Dennis vacation?
It’s always wise to book early. Air carriers generally advertise flights up to 12 months ahead of departure, and this is when you can pick up some rock-bottom prices. Just been told you should take all your vacation days next week? No problem! Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia South Dennis travel package include?
Expedia has everything you need to arrange your South Dennis trip, but how you structure your package depends on you. Select from any combination of rental cars, hotels and flights. In search of some activities to keep you entertained? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a deal to match your needs.
What should I know before booking a South Dennis travel package?
So many places to explore, so many things to see. With a travel package, you can cross more of them off your list. Bundle your hotels, flights and rental cars and make big savings.
Can I choose my airline with a South Dennis Expedia vacation package?
Yes, you sure can. We offer more than 550 partner airlines worldwide, so choose the carrier that suits your needs.
If I'm not able to travel, can I cancel my South Dennis vacation package?
You can. We understand that life doesn’t always go to plan, so we’re here to help if you have to make changes to your South Dennis vacation package. It may be possible to amend or cancel your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in South Dennis

Image for Cape Cod Rail Trail

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

Image for Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

$13
Per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Image for East Coast USA: Self-Guided Driving & Walking Tour Bundle

East Coast USA: Self-Guided Driving & Walking Tour Bundle

$75
Per adult
East Coast USA: Self-Guided Driving & Walking Tour Bundle
Image for National Seashore Tour with Guided Hike

National Seashore Tour with Guided Hike

$65
Per adult
National Seashore Tour with Guided Hike
See all activities in South Dennis

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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.