South Dennis Holidays from £900

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to £195 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your South Dennis Holiday

Book a South Dennis holiday package and concentrate on what's important — having fun. This means no more stressful planning, just a lot more free time to discover the best of this fascinating city, such as its coastal scenery and family-friendly attractions. Cape Cod Museum of Art, Cape Cod Museum of Natural History and West Dennis Beach are just some of the many sights worth visiting during your trip to South Dennis. Don't put off visiting this city any longer. The perfect South Dennis holiday is a few quick clicks away with Expedia.

The Latest South Dennis Holiday Deals

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
1 Aug - 5 Aug
Return flight included
London (LON) to Boston (BOS)
8.4/10 Very Good! (1,667 reviews)
The room needed some sheetrock repair. For me how to work the blinds ( because the switch was a cross the room) was counterintuitive. Have no idea how to work the towel warmer. Once you have left the hotel it is pretty much impossible to speak with a live person on the phone

Reviewed on 19 May 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
26 Jun - 30 Jun
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (276 reviews)
The Whitney is an absolute jewel. We had a wonderful stay in a gorgeous room in an ideal location. The staff is extremely courteous and helpful and everything was immaculately clean. The rooms are perfectly appointed and it felt as though all of the details from toiletries to the clothes steamer were curated. The beds and pillows were extremely comfortable. We loved the convenience of the location with so much walkability and beautiful paths behind the hotel on the water. We will definitely stay at the Whitney again!

Reviewed on 17 May 2024

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
per person
26 Jun - 30 Jun
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (347 reviews)
Very clean and comfortable.

Reviewed on 14 Apr 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
1 Aug - 5 Aug
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (270 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.

Reviewed on 22 May 2024

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
26 Jun - 30 Jun
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (2,219 reviews)
The room clean staff is amazing.

Reviewed on 21 May 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
26 Jun - 30 Jun
Return flight included
London (LON) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
Impressive lobby, disappointing rooms … urgent refurbish needed !

Reviewed on 18 May 2024

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 ...
8.4/10 Very Good! (936 reviews)
"very nice"

Reviewed on 16 May 2024

Cape Sands Inn
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
8.8/10 Excellent! (1,017 reviews)
"We had a beautiful view of the marshes. Nice property outside. Two fire pits and Adirondack chairs. Not busy when we stayed for 3 nights. Breakfast is great!i loved the indoor pool with small sauna and hot tub."

Reviewed on 21 May 2024

Bayside Resort Hotel
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 free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (440 reviews)
"I almost always stay at Marriott properties since they are consistent in the amenities I value. This Fairfield Inn did not disappoint. So close to everything we wanted to see/do on the Cape."

Reviewed on 17 May 2024

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 5,863 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 £900. 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.

Discover the most popular places to visit in South Dennis

Image for Cape Cod Rail Trail

Cape Cod Rail Trail

5/5(1 review)

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.

Cape Cod Rail Trail

Unmissable things 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

£10
Per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Image for Cape Cod Tour: Self-Guided Drive

Cape Cod Tour: Self-Guided Drive

£11
Per adult
Cape Cod Tour: Self-Guided Drive
Image for East Coast USA: Self-Guided Driving & Walking Tour Bundle

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

£59
Per adult
East Coast USA: Self-Guided Driving & Walking Tour Bundle
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.