South Dennis Holidays from £1,282
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
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.
The Whitney Hotel
Beacon Hill
£2,472
per person
15 Nov - 19 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (627 reviews)
very clean, all staff including housekeeping were beyond helpful and accommodating. they also allowed me to check out an hour later without additional charge and keep my bags until i was leaving later after check in. highly recommend!
Reviewed on 5 Oct 2026
The Monty Boston
Downtown Boston
£2,828
per person
15 Nov - 19 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (41 reviews)
The condo was great, it was nice size for a group of 6 of us. The host was Peter was very easy to communicate with. The location for us was great, we could walk to alot of places.
Reviewed on 4 Oct 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
Chatham Bars Inn
297 Shore Rd Chatham MA
£338
3 Nov - 4 Nov
includes taxes & fees
Hyannis Travel Inn
18 North St Hyannis MA
Fully refundableReserve now, pay when you stay
£78
8 Oct - 9 Oct
includes taxes & fees
9.6/10 Exceptional! (1,015 reviews)
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Reviewed on 3 Oct 2026
Lighthouse Inn
1 Lighthouse Inn Rd West Dennis MA
£88
6 Oct - 7 Oct
includes taxes & fees
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 GPS Audio Tour Bundle (11 Tours)
£37
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 £1,282. 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.
