Dennis Port Vacation Packages 2026 from $180

Dennis Port flight + hotel vacation packages

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

Coachman Inn

Save 100% on your flight

$180

per person

Feb 12 - Feb 17

found 13 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the seasonal outdoor pool and conveniences like a picnic area and free newspapers.

Boston Lodge and Suites

Dorchester

$314

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Boston Harbor Hotel

North End

$1,415

per person

Mar 8 - Mar 14

found 22 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

The Whitney Hotel

Beacon Hill

Save 100% on your flight

$337

per person

Jan 27 - Jan 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

Four Points by Sheraton Boston Newton

Newton Corner

Save 100% on your flight

$512

per person

Feb 6 - Feb 12

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-out are also provided.

Top Dennis Port hotels deals

Edgewater Beach Resort, a VRI resort

95 Chase Avenue Dennis Port MA

$281 nightly

$322 total

Dec 27 - Dec 28

Total with taxes and fees

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

Pelham House Resort

14 Sea Street Dennis Port MA

$164 nightly

$188 total

Dec 23 - Dec 24

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and a coffee shop and concierge services are also provided.

On private beach

Pool

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

Bluegreen Vacations The Soundings, an Ascend Collection Resort

79 Chase Avenue Dennis Port MA

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This hotel features an indoor pool and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, express check-out, and laundry facilities are also on offer.

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

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

61 Chase Ave Dennis Port MA

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

On private beach

Pool

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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.

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.

Swan Pond River

Commune with nature and explore the great outdoors at Swan Pond River during your travels in Dennis Port. 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 $180. 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.