South Dennis Holidays from £1,223
Book a Hotel + Flight or Car together to unlock savings
Your South Dennis Holiday
Lock in a South Dennis holiday 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 holiday to South Dennis to suit your style of travel, whatever that may look like.
Top South Dennis Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
£1,223
per person
29 Oct - 3 Nov
found 3 hours ago
Return direct flight included
London (LGW) 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 19 Aug 2026
The Newbury Boston
Back Bay
£2,055
per person
24 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (702 reviews)
Beautiful property, excellent location, unfortunately restaurant/bar too crowded and front desk team unhelpful.
Reviewed on 20 Aug 2026
South Dennis Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Barnstable Municipal Airport (HYA) |
Population | 3,600 |
Max Temp Winter | 4ºC |
Max Temp Summer | 21ºC |
Top Sights | Cape Cod Inflatable Park, Cape Codder Water Park and West Dennis Beach |
Top hotels in South Dennis
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
£205
20 Sept - 21 Sept
includes taxes & 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 20 Aug 2026
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
£144
7 Sept - 8 Sept
includes taxes & 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 20 Aug 2026
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
£122
7 Sept - 8 Sept
includes taxes & 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 19 Aug 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.
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.
What to do in South Dennis
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
£19
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
£38
per adult
Frequently asked questions
How much does a South Dennis travel package cost?
We make it easy for everyone to travel, with South Dennis packages starting from as low as £1,223. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and activities to your travel itinerary?
If I'm not able to travel, can I cancel my South Dennis travel package?
You can cancel your South Dennis booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to South Dennis?
Just imagine all the wonderful things you could do in South Dennis with a wad of extra cash in your wallet. Watch your savings stack up when you combine your hotel and airfare bookings into a South Dennis travel package. You have plenty of choice with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotel options worldwide. Whether you're heading away with the entire family or adventuring alone, organising a trip to South Dennis is better with a package.
Does Expedia offer Book Now, Pay Later South Dennis holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can book that well-deserved holiday now.
- Pay in instalments holidays: If you'd prefer to pay for your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.
Where should I stay in South Dennis?
With loads to explore in South Dennis, it's a good idea to stay near its attractions. Cape Cod Museum of Art, Corporation Beach and Cape Playhouse are some good ones to put on your to-do list.
What are the top hotels in South Dennis?
Get your holiday off to a flying start by booking a room at Boston Park Plaza. It's one of most popular hotels in South Dennis. Another welcoming option is Embassy Suites Boston Logan Airport.
How far in advance should I book my South Dennis holiday?
Reward yourself with the biggest variety at the lowest prices by booking your South Dennis holiday nice and early. Airlines tend to release flights around a year before departure, so secure your spot as soon as possible. That being said, Expedia is dedicated to providing you with the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia South Dennis travel package include?
From airfares and hotels to car rentals, Expedia can help you craft a South Dennis package that's perfect for you. Holidaying for a while? Consider a flight, hotel and rental car bundle. If your break is short, a flight and hotel deal may be more your style. Tours and activities can be added once you've made your booking. Our travel packages make it simple to save and plan.
What should I know before booking a South Dennis travel package?
When you book your flights, hotels and car rentals together, you'll nab awesome discounts. Whether you're planning a rural escape in a cottage or prefer to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a South Dennis Expedia travel package?
You can, and with over 550 airlines to pick from globally, it's all about choice. Search the available options and find out which airline best fits your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.