Dennis Port Vacations from $298

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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.

The Latest Dennis Port vacation packages

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $470, price is now $298 per person
$298
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,156 reviews)
Absolutely loved it all- hip new vibe. Easy going staff at the ready. Gorgeous rooms and the ‘down the hall bathroom’ was across from room and all amenities perfect. Private bathroom suites. Parking right around the corner. Such a good 24 hours in Boston!

Reviewed on Sep 13, 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $572, price is now $360 per person
$360
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,742 reviews)
Good location. Comfortable room.

Reviewed on Sep 15, 2025

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $545, price is now $350 per person
$350
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,906 reviews)
Love this place will Definitely live to return. Wish there was a hot tub.

Reviewed on Sep 15, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
Price was $1,885, price is now $1,218 per person
$1,218
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,105 reviews)
This is a beautiful place. I enjoyed my time there and the people who work there. My room was lovely. I just wish I would have been told that there was going to be a MASSIVE, LOUD party for several hours Saturday afternoon when I had planned on resting. Some kind of warning, any kind of warning, would have been great.

Reviewed on Sep 15, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,448, price is now $954 per person
$954
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,028 reviews)
Beautiful, central location in Boston. Loved our stay!

Reviewed on Sep 15, 2025

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Discover the most popular places to visit in Dennis Port

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

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 beautiful beaches or attend a sporting event in this family-friendly area.

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

Swan Pond River

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

Swan Pond River

Dennis Port Hotel Deals

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street, Dennis Port, MA
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Sep 29 to Sep 30
$122 total
Sep 29 - Sep 30
Total with taxes and fees
8.2/10 Very Good! (933 reviews)
"Nice rooms and property is well maintained. I would stay here again."

Reviewed on Sep 10, 2025

Holiday Hill Inn & Suites
Oceanside Motel

Oceanside Motel

2 out of 5
329 Main Street, Dennis Port, MA
6.4/10 (596 reviews)
Not bad
"You’re getting what you pay for but the room was clean, no bugs etc."

Reviewed on Sep 3, 2025

Get rates
Oceanside Motel
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave, Dennis Port, MA
$149 nightly
The price is $169 total per night from Sep 17 to Sep 18
$169 total
Sep 17 - Sep 18
Total with taxes and fees
8.4/10 Very Good! (198 reviews)
"Great hotel with two outdoor pools, two hot tubs, views of the water from pool and very well taken care of beach area!"

Reviewed on Sep 7, 2025

The Corsair & Cross Rip Oceanfront Resort
See all 499 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.

Dennis Port Beach Vacation

Forget the stresses of daily life and let your mind, body and soul unwind on your Dennis Port vacation. There's nothing more invigorating than a cool ocean breeze and the soothing melody of waves crashing onto the shore. Plan your trip to Dennis Port the easy way by choosing one of our Dennis Port vacation deals. Many people decide to spend their nights near Sea Street Beach, a local highlight just 0.5 miles from the city center.

Things You Should Know About Dennis Port

  • Reserve a room in one of our Dennis Port beach hotels and experience this destination at its best. Wander along the water's edge and watch some stunning sunrises right outside your front door.
  • Our private vacation homes, like The Corsair & Cross Rip Oceanfront Resort and Bluebird Dennisport, are popular with travelers of all sorts. Consider the amenities and get set for your stay in Dennis Port!
  • Some 3,200 people live in Dennis Port. If you're after suggestions about what to see and do around these parts, why not start a conversation with one or two of the locals? Our Dennis Port things to do page is also a handy source of information.
  • Sea Street Beach, Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are some great sights that should be on your travel agenda. With our Dennis Port vacation deals, you'll have more money in your back pocket to explore.

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Frequently asked questions

How much does a Dennis Port vacation package cost?
You'll find cheap prices from $298 on Expedia for your Dennis Port escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Dennis Port costs.
What are the cheapest months to go to Dennis Port?
October, November and December are great times to look for cheap Dennis Port vacation packages. Choosing to travel in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Dennis Port?
Usually, a handful of days is enough for a Dennis Port vacation. With a well-organized itinerary, you can check out all the main sights such as Swan Pond River, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Dennis Port?
Boasting a host of highlights starting with its excellent watersports, Dennis Port is a good vacation destination. Whether you want to visit sights such as Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre or venture off the beaten track, you'll have plenty to see and do on your Dennis Port vacation.
How to find the best Dennis Port package deals?
Bagging a cheap Dennis Port package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Dennis Port package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Dennis Port vacation as a package?
You can enjoy significant savings on your next Dennis Port break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Dennis Port?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Dennis Port adventure.
Does Expedia offer Book Now, Pay Later Dennis Port vacation packages?
Jet off on your ideal getaway to Dennis Port with our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up bargains before they disappear.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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