Dennis Port Vacation Packages 2026 from $675

Dennis Port flight + hotel vacation packages

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

Sea Crest Beach Resort

Save 100% on your flight

$675

per person

Aug 18 - Aug 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the picnic area.

Boston Harbor Hotel

North End

Save 100% on your flight

$933

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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 Charles Hotel

West Cambridge

$1,286

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

The Langham, Boston

Downtown Boston

Save 100% on your flight

$748

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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

$2,731

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Top Dennis Port hotels deals

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$162 total

Jun 29 - Jun 30

Total with taxes and fees

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

The Corsair & Cross Rip Oceanfront Resort

41 Chase Ave Dennis Port MA

$209 nightly

$237 total

Jun 30 - Jul 1

Total with taxes and fees

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.

Bluebird Dennisport

426 Lower County Rd Dennis Port MA

$240 nightly

$274 total

Jul 7 - Jul 8

Total with taxes and fees

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

By the Sea Guests Bed & Breakfast & Suites

57 Chase Avenue & Inman Road Extension Dennis Port MA

Get rates

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.

On private beach

Parking included

Dennis Port Surf Club (Boutique Hotel)

329 Main Street Dennis Port MA

Free Cancellation

Reserve now, pay when you stay

$301 nightly

$344 total

Jun 29 - Jun 30

Total with taxes and fees

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

Doryman Motel

73 Sea Street Dennis Port MA

$170 nightly

$195 total

Jun 28 - Jun 29

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this motel. WiFi in public areas is free. A terrace, a library, and a picnic area are also on offer.

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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

Dane Street Beach at Mackerel Cove aerial view panorama in city of Beverly, Massachusetts MA, USA.

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.

Mute Swan at the Cape Cod National Seashore in Eastham

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.

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 seaside 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 $675. 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.