Dennis Port Vacation Packages

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Your Dennis Port Vacation

With all your travel needs organized before you set off, our Dennis Port vacation packages mean you can simply focus on having a good time! One neighborhood to base yourself in this captivating city is Northwest Harwich, which is great for nature and walking. Cape Cod Inflatable Park, West Dennis Beach and Seagull Beach are just some of the many attractions you'll want to explore during your trip to Dennis Port. Expedia has what you need to escape the everyday. Tailor your vacation to Dennis Port to suit your travel style, whatever that may be.

Top Dennis Port Vacation Deals

Prices and availability subject to change. Additional terms may apply.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 17 - Jul. 20
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
Very good service. Furniture in all areas and the room is low and petite. Not comfortable. Bedding is comfortable. Food on Long Bar was well prepared. However presentation is pedestrian. Ordered Avacado Toast. Tasty, but arrived on a small plate. No garnish, no fruit etc. overall good stay.

Reviewed on Apr. 8, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jul. 17 - Jul. 20
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Excellent service and excellent location, wish I could’ve stayed longer than three nights!

Reviewed on Apr. 24, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Jul. 17 - Jul. 20
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (274 reviews)
My husband and I spent one night at The Whitney and were extremely pleased with our stay. The room was lovely and the staff were very nice and helpful. We would absolutely return and recommend it without hesitation.

Reviewed on Mar. 24, 2024

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
per person
Jul. 17 - Jul. 20
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.2/10 Wonderful! (3,261 reviews)
Great hotel, great location! Highly recommend.

Reviewed on Apr. 25, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
Jul. 17 - Jul. 20
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.2/10 Very Good! (1,617 reviews)
Was great location. Rooms are very small

Reviewed on Apr. 22, 2024

Dennis Port Beach Vacation

Take a break from the stresses of everyday life and let yourself unwind on your Dennis Port vacation. Few things are more refreshing than the cool sea breeze and the soothing rhythm of waves lapping at the shore. Plan your trip to Dennis Port the easy way by locking in one of our Dennis Port packages. Many travelers opt to stay near Sea Street Beach, a must-see just 2 kilometres from the city center.

Things You Should Know About Dennis Port

  • If you're after that oceanfront lifestyle, consider our Dennis Port beach hotels. Beautiful water views and fresh sea air — what more could anyone ask for?
  • Our private vacation homes, including 25 Caleb - 2 Bedroom House and 85 Cynthia Lane Home 3 Bedrooms 2 Bathrooms Home, are a hit with visitors of all types. Check out the amenities and get set for your stay in Dennis Port!
  • There are plenty of activities that keep the 3,200 or so residents of Dennis Port occupied. Browsing our Dennis Port things to do page will let you in on what this place has to offer.
  • Land great deals with a Dennis Port vacation package. With that extra money in your wallet, you won't regret indulging in this destination's best offerings. Cape Cod Theatre Company – Home of the Harwich Jr. Theatre, Sea Street Beach and Swan Pond River are excellent places to start.

Dennis Port Hotel Deals

Holiday Hill Inn & Suites
Holiday Hill Inn & Suites
2 out of 5
352 Main Street, Dennis Port, MA
The price is CA $150 per night from May 12 to May 13
CA $150
CA $172 total
includes taxes & fees
May 12 - May 13
8.2/10 Very Good! (745 reviews)
"nice hotel in the area."

Reviewed on Nov. 25, 2023

Holiday Hill Inn & Suites
Pelham House Resort
Pelham House Resort
2.5 out of 5
14 Sea Street, Dennis Port, MA
The price is CA $381 per night from Apr. 28 to Apr. 29
CA $381
CA $468 total
includes taxes & fees
Apr 28 - Apr 29
8.4/10 Very Good! (158 reviews)
"Staff was wonderful, I never been to cape cod before, it was calm and peaceful. Pelham house resort made the stay easy and comfortable."

Reviewed on Apr. 21, 2024

Pelham House Resort
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Dennis Port
9.6/10 Exceptional! (107 reviews)
Beautiful Ocean View with Balcony
"Beautiful condo that overlooks the ocean and only steps away from the beach. Fireplace and hot tub were great for the chilly April nights. Balcony on the master bedroom overlooks the beach and was the perfect place for my morning yoga sessions. Host was very helpful and available to answer questions/concerns. ..."

Reviewed on Apr. 12, 2024

Get rates
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
See all 503 properties in Dennis Port
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Dennis Port vacation package cost?
We make it easy for everyone to travel, with Dennis Port vacation packages starting from as little as CA $1,038. You’ll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?
How do I get a cheap travel package to Dennis Port?
Combining your hotel and flight with Expedia won’t just save you time — it’ll save you money too. A Dennis Port vacation package makes it simple to create the ideal trip. With more than 550 airlines across the world to choose from, finding flights that fit your busy schedule won’t be an issue. In addition to that, we’ve got over 1,000,000 hotels globally to choose from. Now that’s what you call choice. Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Dennis Port?
With lots to discover in Dennis Port, it’d be handy for you to book a hotel close to its attractions. West Dennis Beach, Cape Cod Rail Trail and Sea Street Beach are some fascinating ones to add to your must-see list.
What are the top hotels in Dennis Port?
Get your vacation off to a fantastic start by staying at One Bedroom, 2 Bath Cape Cod Escape. It’s one of most popular properties in Dennis Port. Another top option is Walk To Beaches And Restaurants Full Kitchen.
How far in advance should I book my Dennis Port vacation?
It can be tricky to know when is the ideal time to book your Dennis Port vacation. But typically the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels nearly a year prior to your departure date. If you’re eager to escape on a last-minute getaway, no need to stress! There are fabulous bargains featured on Expedia every day.
What does an Expedia Dennis Port travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your ideal Dennis Port trip. You can also add on fun things like activities and experiences once you’ve made your booking. You’re in control! When you bundle your bookings with Expedia, you’ll enjoy deals you won’t find anywhere else.
What should I know before booking a Dennis Port travel package?
Our prices are already low. However, you’ll pick up an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and tons of choice.
Can I choose my airline with a Dennis Port Expedia vacation package?
Most definitely. Expedia has over 550 airline partners to select from around the globe. With such a huge range of choice, finding the ideal carrier to whisk you off to Dennis Port won’t be difficult.
If I'm not able to travel, can I cancel my Dennis Port vacation package?
It’s good to know that you can cancel your Dennis Port booking if your travel plans have changed. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Dennis Port

Image for Sea Street Beach

Sea Street Beach

If a restful vacation is part of your travel plans, Sea Street Beach might be the perfect place to seek out during your trip to Dennis Port. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Sea Street Beach
Image for Cape Cod Theatre Company – Home of the Harwich Jr. Theatre

Cape Cod Theatre Company – Home of the Harwich Jr. Theatre

You can get tickets for a performance at Cape Cod Theatre Company – Home of the Harwich Jr. Theatre during your stay in Northwest Harwich. Stroll along the waterfront or attend a sporting event in this family-friendly area.

Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
Image for Swan Pond River

Swan Pond River

Commune with nature and explore the great outdoors at Swan Pond River during your travels in Dennis Port. Stroll along the seaside or attend a sporting event in this family-friendly area.

Swan Pond River

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.