South Dennis Vacations from $617
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Boston Lodge and Suites
Dorchester
$617
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Boston Harbor Hotel
North End
$854
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Arrived late and not many food options. Room service was delayed. But otherwise a beautiful place!
Reviewed on Aug 19, 2026
Don't see what you're looking for?
See all available trips from Columbus to South Dennis
View all tripsStay 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 like golfing in South Dennis. Wander the beautiful beaches and waterfront in this family-friendly area.
What to do in South Dennis
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
$50
per adult
Cape Cod Self-Guided Driving Audio Tour
$17
per traveler
100% of travellers recommend
South Dennis Hotel Deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$247 nightly
$283 total
Sep 8 - Sep 9
Total with taxes and fees
8.6/10 Excellent! (703 reviews)
"Our stay at Margaritaville was superb. The hotel was clean and the rooms were delightful. The staff was very friendly and helpful. Very family friendly."
Reviewed on Aug 20, 2026
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$172 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,589 reviews)
"Breakfast could have been better. It wasn’t fresh. No fruit and the eggs were watery. Not a good representation for a continental breakfast. It’s not like you’re paying $100.00 a night to stay there. They can do better with their food choices."
Reviewed on Aug 20, 2026
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$142 nightly
$162 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (277 reviews)
"Clean rooms , friendly staff , delicious breakfast , indoor outdoor pools , our room was overlooking a lake, very quite , highly recommend"
Reviewed on Aug 19, 2026
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.
Find the Best South Dennis Vacation Packages
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 |
More vacations you might like
Frequently asked questions
How much does a South Dennis vacation package cost?
You'll find cheap prices from $617 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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
- Wellfleet Hotels
- Provincetown Hotels
- Oceanfront Hotels in Dennis Port
- Hotels near Mayflower Beach
- B&B in Cape Cod
- West Yarmouth Hotels
- Nantucket Hotels
- Pet-Friendly Hotels in Cape Cod
- Plymouth Hotels
- Beach Hotels in Cape Cod
- Family Hotels in Cape Cod
- Hilton Hotels in Cape Cod
- Dennis Port Hotels
- Romantic Hotels in Cape Cod
- Brewster Hotels
- Dennis Hotels
- All-Inclusive Resorts in Cape Cod
- Hotels with an Indoor Pool in Cape Cod
- Cottages in Cape Cod
- Falmouth Hotels
- Marriott Hotels & Resorts in Cape Cod
- South Yarmouth Hotels
- Hyannis Hotels
- Harwich Hotels
- Orleans Hotels
- Barnstable Hotels
- Harwich Port Hotels
- Hotels with Hot Tubs in Cape Cod
- Resorts in Cape Cod
- Oceanfront Hotels in Cape Cod
- Cabin Rentals in Cape Cod
- Chatham Hotels
- Cheap Hotels in Cape Cod
- Vacation Homes in Cape Cod
- Motels in Cape Cod
- Flights from New York (LGA) to Nantucket (ACK)
- Flights to Cape Cod
- Flights to Nantucket Island
- Flights from Washington (DCA) to Hyannis (HYA)
- Flights from New York (JFK) to Hyannis (HYA)
- Flights to Martha's Vineyard
- Flights from New York (JFK) to Vineyard Haven (MVY)
- Flights from Newark Liberty Intl. Airport (EWR) to Hyannis (HYA)
- Flights to Hyannis
- Flights from Philadelphia (PHL) to Hyannis (HYA)
- Flights from Barnstable Municipal
- Adams National Historic Park
- Eden Hand Arts
- Visit Dennis Port
- Grays Beach
- Scargo Stoneware Pottery & Art Gallery
- Corporation Beach
- Stony Brook Grist Mill and Museum
- Visit Centerville
- Kalmus Beach
- Cape Cod Museum of Art
- Breakwater Beach
- Dorothy Quincy Homestead
- Werner Schmidt Observatory
- Scargo Hill Observation Tower
- Quincy Vacations
- Jericho House and Barn Museum
- Little Brewster
- West Dennis Beach
- Paine's Creek Beach
- Mayflower Beach
- Cape Cod Rail Trail
- Josiah Dennis Manse and Old West Schoolhouse
- Bass River Golf Course
- Cape Cod Inflatable Park
- Visit Cape Cod
- Wilbur Park
- Nantucket Vacations
- Quincy Historical Society Museum
- Visit South Dennis
- Bud's Go Karts
- Dennis Vacations
- Follins Pond
- Visit Dennis
- Seagull Beach
- Visit Hyannis Port
- Harris-Black House and Higgins Farm Windmill
- Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
- Fort Warren
- Cape Cod Lavender Farm
- Visit Harwich Port
- Hancock Cemetery
- Cape Cod Museum of Natural History
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
