Dennis Port Vacation Packages 2025 from $445

Dennis Port flight + hotel vacation packages

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D. Hotel Suites & Spa

Save 100% on your flight

per person

Jul 20 - Jul 25

found 6 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.

The Inn at Hastings Park, Relais & Chateaux - Boston

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per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Boston Harbor Hotel

North End

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per person

Aug 7 - Aug 10

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

Encore Boston Harbor

Save 100% on your flight

per person

Jul 22 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.

Good Hotels Boston

South End

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per person

Aug 12 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Boston (BOS)

This hotel features express check-out, luggage storage, and laundry facilities. Enjoy the free self-serve breakfast each morning. A virtual front desk are provided for your convenience.

Top Dennis Port hotels deals

The Corsair & Cross Rip Oceanfront Resort

41 Chase Ave, Dennis Port, MA

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This hotel's private beach, 2 outdoor pools, and 2 hot tubs are some of the highlights. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the indoor pool and perks like free self parking and free WiFi.

On private beach

Pool

Holiday Hill Inn & Suites

352 Main Street, Dennis Port, MA

Free Cancellation

Reserve now, pay when you stay

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This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with mini golf and an arcade/game room, and supervised childcare is an added bonus. There's a seasonal outdoor pool on site, and a 24-hour front desk and a snack bar/deli are also provided.

Pool

Parking included

Oceanside Motel

329 Main Street, Dennis Port, MA

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An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is also provided.

Pool

Parking included

Bluebird Dennisport

426 Lower County Rd, Dennis Port, MA

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This hotel features an indoor pool and a seasonal outdoor pool. WiFi in public areas is free. Luggage storage is also provided.

Pool

Pet friendly

Edgewater Beach Resort, a VRI resort

95 Chase Avenue, Dennis Port, MA

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A private beach and an outdoor pool are featured at this smoke-free aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. There's a gym on site, and laundry facilities and concierge services are also offered.

Pool

Kitchen

Jonathan Edwards Motel

393 Main St, Dennis Port, MA

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An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden and a picnic area are also provided.

Pool

Pet friendly

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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.

Popular places to visit

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.

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.

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

5/5(1 review)

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.

Frequently asked questions

How much are vacation packages to Dennis Port?

You can score an amazing hotel and flight bundle from just $445. With one of our Travelocity vacation packages, a stay in Dennis Port has never looked so enticing! Save some time and money and then start packing that suitcase.

How long should my Dennis Port vacation be?

There are no firm rules when it comes to how long you should spend in Dennis Port, but the majority of people like to stay for around 3 nights. Got some leeway with your departure date? Consider booking another night or two. Then you’ll have loads of time to check out the area’s hidden treasures too.

Where can I get the best vacation package deals for Dennis Port?

Find your dream escape at Travelocity. With access to 400 airlines and a whopping 1,000,000 properties across the globe, finding the perfect Dennis Port package deal couldn’t be simpler.

Why should I purchase my Dennis Port vacation bundle via Travelocity?

We have experiences and destinations for every kind of traveler, excellent service and 24/7 customer support. And to top it off, we’ll match any better price you happen to find with our Price Match Guarantee.

Will I save money on my Dennis Port car rental if I bundle it with a hotel or flight?

Certainly — combine your car, hotel and flight into a Dennis Port vacation package and you can save a ton. With so much to see and do in and around Dennis Port, that rental car will make exploring easy. Once you’ve buckled yourself in, get out on the wide open road and find your way to Fenway Park, a must-see attraction around 70 mi from Dennis Port.

Which airport is best for Dennis Port?

Many fly into Martha’s Vineyard Airport (MVY), 30 mi southwest of downtown Dennis Port. Others prefer Nantucket Memorial Airport (ACK) (30 mi away from central Dennis Port) or Provincetown Municipal Airport (PVC) (30 mi away from central Dennis Port).

What is there to do in Dennis Port?

Dennis Port is teeming with sights to discover, like Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre. These two impressive attractions are on most people’s travel itineraries.

Where should I stay when visiting Dennis Port?

If you’re searching for a place to base yourself, take a look at the By The Sea Guests Bed And Breakfast And Suites. It’s the top choice for many visitors.