Dennis Port Vacations 2025 from CA $1,094

Dennis Port flight + hotel packages

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

Fairmont Copley Plaza, Boston

Back Bay

per person

Mar. 8 - Mar. 12

just found

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

per person

Mar. 15 - Mar. 19

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

Stay at this 4-star family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Raffles Boston

Back Bay

Save 100% on your flight

per person

Mar. 8 - Mar. 12

just found

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

The Langham, Boston

Downtown Boston

Save 100% on your flight

per person

Mar. 15 - Mar. 19

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

Mar. 13 - Mar. 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Top Dennis Port hotels deals

Edgewater Beach Resort, a VRI resort

95 Chase Avenue, Dennis Port, MA

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Stay at this 3.5-star beach aparthotel in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Pleasant Road Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are located nearby.

Pool

Kitchen

Bluegreen Vacations The Soundings, Ascend Resort Collection

79 Chase Avenue, Dennis Port, MA

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Stay at this 3-star beach hotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cliff Metcalf Memorial Beach and Pleasant Road Beach are located nearby.

Pool

Parking included

Pelham House Resort

14 Sea Street, Dennis Port, MA

CA $200

CA $261 total

includes taxes & fees

30 Dec - 31 Dec

Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Haigis Beach are located nearby.

On private beach

Pool

Holiday Hill Inn & Suites

352 Main Street, Dennis Port, MA

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Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Sea Street Beach are located nearby.

Pool

Parking included

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

CA $300

CA $615 total

includes taxes & fees

5 Jan - 6 Jan 2025

Book a stay at this beach condo in Dennis Port. Enjoy a beach locale, a garden, and a pool table. Popular attractions Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are located nearby.

Kitchen

Washer

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

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Book a stay at this beach cottage in Dennis Port. Enjoy a beach locale, a garden, and patios. Popular attractions Haigis Beach and Swan Pond River are located nearby.

Kitchen

Washer

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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 seaside or attend a sporting event in this family-friendly area.

Dennis Port Vacations

Have more fun, worry less and wander wisely in Dennis Port! Get your adventure off to a winning start by learning the basics about this interesting destination.

From the heart of Cape Cod, you'll need to journey southeast for 9 miles (14 kilometers) to reach this neighborhood.

Hotels in Dennis Port

Ready to explore all that Dennis Port offers? First you'll need cozy place to get some shut-eye. Lock in one of the 16 accommodations close by and get your journey off to a sensational start.

Look into the deals on offer at the Bluegreen Vacations The Soundings, Ascend Resort Collection (79 Chase Avenue) and The Corsair & Cross Rip Oceanfront Resort (41 Chase Ave). They're our top picks.

Places to visit in Dennis Port

It's hard to picture how people once coped at home without all the gadgets we have these days. Take a look around Jericho House and Barn Museum and see how they did. Need more options? The intimacy and mastery of theater is difficult to ignore. Buy your tickets for a show at Cape Cod Theatre Company – Home of the Harwich Jr. Theatre to experience the magic for yourself!

Where do you fly into for Dennis Port?

Fasten your seatbelt, turn off your laptop and get ready to hit the tarmac at Barnstable Municipal Airport (HYA). Want some awesome news? You'll be just 8 miles (13 kilometers) to the west of Dennis Port.

Frequently asked questions

How much are vacation packages to Dennis Port?

You can score an amazing hotel and flight bundle from just CA $1,094. 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 113 kilometers from Dennis Port.

Which airport is best for Dennis Port?

Many fly into Martha’s Vineyard Airport (MVY), 48 kilometers southwest of downtown Dennis Port. Others prefer Nantucket Memorial Airport (ACK) (48 kilometers away from central Dennis Port) or Provincetown Municipal Airport (PVC) (48 kilometers 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.