Dennis Port Vacation Packages 2026 from $901

Dennis Port flight + hotel vacation packages

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

Hotel Ivy Boston Common

Bay Village

Save 100% on your flight

$901

per person

Jul 14 - Jul 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. There's locker space and multilingual staff can provide around-the-clock assistance.

By the Sea Guests Bed & Breakfast & Suites

$1,173

per person

Jul 10 - Jul 16

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) 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 Harbor Hotel

North End

Save 100% on your flight

$1,140

per person

Jul 16 - Jul 19

found 1 day ago

Roundtrip 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.

Nantucket Inn

Save 100% on your flight

$3,526

per person

Aug 8 - Aug 14

found 10 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Luxury Apartments by Hyatus at Boston Everett

Save 100% on your flight

$1,402

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

This apartment features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.

Top Dennis Port hotels deals

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$118 total

Jun 2 - Jun 3

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

By the Sea Guests Bed & Breakfast & Suites

57 Chase Avenue & Inman Road Extension Dennis Port MA

$226 nightly

$258 total

Jun 11 - Jun 12

Total with taxes and fees

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

The Corsair & Cross Rip Oceanfront Resort

41 Chase Ave Dennis Port MA

$178 nightly

$202 total

Jun 1 - Jun 2

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.

On private beach

Pool

Edgewater Beach Resort, a VRI resort

95 Chase Avenue Dennis Port MA

Get rates

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

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

61 Chase Ave Dennis Port MA

Get rates

A private beach and an indoor pool are featured at this smoke-free aparthotel. 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.

Pool

Hot Tub

Sea Shell Motel

45 Chase Avenue Dennis Port MA

$185 nightly

$211 total

Jun 11 - Jun 12

Total with taxes and fees

This motel features a picnic area, concierge services, and free self parking. Enjoy the free continental breakfast each morning. Express check-in, express check-out, and barbecue grills are also on offer.

On private beach

Breakfast 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.

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 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 $901. 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.