South Dennis Holidays from £924

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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.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
17 Jun - 24 Jun
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on 28 Apr 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
18 Jun - 21 Jun
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (264 reviews)
Huge rooms in the middle of Back Bay. Bed was so comfortable!

Reviewed on 13 Mar 2024

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
17 Jun - 24 Jun
Return flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (148 reviews)
What a great stay! From the fantastic location, to the truly exceptional hospitality service provided by the team at the Beacon Hill Hotel, everything was top notch. We also had a chance to dine in the restaurant, which also exceeded expectations.

Reviewed on 27 Apr 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
22 Jun - 27 Jun
Return direct flight included
Birmingham (BHX) to Boston (BOS)
8.2/10 Very Good! (1,617 reviews)
This is a fairly new property in a very safe neighborhood in Boston. The location has good shopping and restaurants nearby and 2 restaurants and bars onsite. The rooms are very small but well designed. The is no room service or in room coffee or fridge.

Reviewed on 30 Apr 2024

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
per person
17 Jun - 24 Jun
Return flight included
London (LON) to Boston (BOS)
7.6/10 Good! (120 reviews)
All the staff was friendly and accommodating. Very close and convenient to the green line stations markets and eats. Cute white college neighborhood. I didn’t have a vehicle to park but anyone who says they don’t tell you they charge for parking doesn’t read all the details when booking. I will stay here every time I come to town. Well done.

Reviewed on 24 Apr 2024

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
17 Jun - 24 Jun
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (1,002 reviews)
Location. Maintenance. Comfort. Service .

Reviewed on 12 Apr 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

Hyannis Travel Inn
Hyannis Travel Inn
2.5 out of 5
18 North St, Hyannis, MA
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
9.4/10 Exceptional! (1,003 reviews)
"Decent place."

Reviewed on 28 Apr 2024

Hyannis Travel 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 WiFi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
8.8/10 Excellent! (1,011 reviews)
"Always nice and clean. Staff are always friendly. Breakfast is good with a nice variety of food."

Reviewed on 28 Apr 2024

Bayside Resort Hotel
Cape Codder Resort and Spa
Cape Codder Resort and Spa
3 out of 5
1225 Iyannough Rd, Hyannis, MA
Stay at this spa resort in Hyannis. Enjoy free WiFi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.4/10 Good! (1,000 reviews)
"Loved the rooms with waterpark view. They were very spacious, nice decor, and not loud even though we were right next to the entrance to the water park."

Reviewed on 28 Apr 2024

Cape Codder Resort and Spa
See all 5,852 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 £924. 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

£12
Per adult
Cape Cod Tour: Self-Guided Drive
Image for Newport Cliff Walk Self Guided Scavenger Hunt and Walking Tour

Newport Cliff Walk Self Guided Scavenger Hunt and Walking Tour

£8
Per adult
Newport Cliff Walk Self Guided Scavenger Hunt and Walking 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.