South Dennis Holidays from £1,246

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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.

The Latest South Dennis Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
28 Jul - 4 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
28 Jul - 4 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.

Reviewed on 23 Jun 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
28 Jul - 4 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (3,026 reviews)
Beautiful 5 star hotel with amazing service. There’s a free water shuttle that is fun to take downtown. There’s free parking! It’s also a non-smoking hotel. The gym is awesome.

Reviewed on 27 Jun 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
28 Jul - 4 Aug
found 21 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (448 reviews)
Great stay here at this Boston property. Staff was on point from bell man / Front Desk / F&B / Room Service.

Reviewed on 11 Jun 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
28 Jul - 4 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,599 reviews)
Very nice property, bathroom was excellent and beds were comfortable. Took a long time to have our room ready.

Reviewed on 27 Jun 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
28 Jul - 4 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (407 reviews)
Staff was amazing. onsite restaurant was great for breakfast, and evening cocktail. Location is very convenient to inner-harbor.

Reviewed on 20 Jun 2025

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

Our pick of the best South Dennis Hotel Deals

Cape Sands Inn
Cape Sands Inn
2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool and a sauna. Our guests praise the pool and the helpful staff in their ...
8.2/10 Very Good! (1,004 reviews)
"Beautiful property, well kept, gorgeous views, quiet, super central to a lot of attractions and locations nearby"

Reviewed on 27 Jun 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
Stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the helpful staff in their reviews. ...
8.8/10 Excellent! (588 reviews)
"Very easy to find, room was great, location awesome!"

Reviewed on 25 Jun 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Hyannis Harbor Hotel
Hyannis Harbor Hotel
3.5 out of 5
213 Ocean St, Hyannis, MA
Stay at this 3.5-star business-friendly hotel in Hyannis. Enjoy free Wi-Fi, an outdoor pool and parking (surcharge). Our guests praise the helpful staff in their ...
8/10 Very Good! (1,000 reviews)
"Front desk was lovely and welcoming. Towels were dirty and hair in the shower. Makes you wonder what else was not clean"

Reviewed on 24 Jun 2025

Hyannis Harbor Hotel
See all 6,051 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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 £1,246. 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.

Unmissable things to do in South Dennis

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

£37
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Step Up to Taste

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

£10
per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

£13
per traveller
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
See all activities in South Dennis

* 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.