Dennis Port Vacation Packages 2026 from $634

Dennis Port flight + hotel vacation packages

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

Eurostars The Boxer

West End

$634

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.

The Langham, Boston

Downtown Boston

$850

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Raffles Boston

Back Bay

$1,348

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free WiFi. You'll appreciate the a rooftop terrace, bar/lounge, and concierge services.

By the Sea Guests Bed & Breakfast & Suites

$1,059

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip flight included

Memphis (MEM) to Boston (BOS)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Boston Marriott Newton

Auburndale

$855

per person

Jan 4 - Jan 11

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Top Dennis Port hotels deals

Dennis Port Surf Club (Boutique Hotel)

329 Main Street Dennis Port MA

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This motel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and a picnic area are also provided.

Pool

Pet friendly

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 aparthotel 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

Edgewater Beach Resort

95 Chase Avenue Dennis Port MA

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

Pool

Kitchen

Kingfisher Oceanside

15 Sea St Dennis Port MA

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A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden, a picnic area, and express check-out are also on offer.

Pool

Parking included

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

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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

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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.

Stay near popular Dennis Port attractions

An aerial view of a coastal town with a beach, houses, and a bay.

Sea Street Beach

8.6/10 (122 reviews)

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.

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Frequently asked questions

How much are vacation packages to Dennis Port?

You can score an amazing hotel and flight bundle from just $634. 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.