Dennis Vacation Packages 2025/2026 from $758

Dennis flight + hotel vacation packages

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

The Beverly

Save 100% on your flight

per person

Aug 13 - Aug 18

found 1 hour ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. Express check-out and a virtual front desk are also provided.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

Aug 13 - Aug 18

just found

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Hyatt Regency Boston Harbor

East Boston

Save 100% on your flight

per person

Sep 5 - Sep 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate perks like free WiFi and a free airport shuttle. Valet parking, a 24-hour business center, and a terrace are also offered.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

Sep 4 - Sep 7

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.

The Club at New Seabury

Save 100% on your flight

per person

Aug 25 - Aug 29

found 2 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

A golf course, 2 restaurants, and 15 outdoor tennis courts are all featured at this smoke-free condo resort. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas. Enjoy the gym and unwind at the bar/lounge and beach bar.

Top Dennis hotels deals

Sesuit Harbor House

1421 Main Street, Dennis, MA

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A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.

Pool

Parking included

Riviera Beach Resort

327 South Shore Drive, South Yarmouth, MA

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A private beach and an indoor pool are 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 club and a children's pool, and families will appreciate the onsite laundry facilities.

On private beach

Pool

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

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This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the hot tub and perks like free self parking and free WiFi.

Pool

Hot Tub

Bayside Resort Hotel

225 Route 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

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This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Hot Tub

Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Free Cancellation

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This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Hyannis Plaza Hotel

662 Main Street, Hyannis, MA

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An outdoor pool is featured at this hotel, along with free self parking. There's a garden and multilingual staff can provide around-the-clock assistance.

Pool

Pet friendly

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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

Mayflower Beach

4.5/5(93 reviews)

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.

Corporation Beach

4.5/5(17 reviews)

If a restful vacation is part of your travel plans, Corporation Beach might be the perfect place to seek out during your trip to Dennis. While you're in the area, stroll along the waterfront.

Cape Playhouse

You can make plans for a show at Cape Playhouse during your stay in Dennis. Stroll along the waterfront or attend a sporting event in this family-friendly area.

Frequently asked questions

How much are vacation packages to Dennis?

You can pick up an excellent hotel and flight bundle for as low as $758. With a Travelocity vacation package, a trip to Dennis has never been more tempting! Save both time and money and then get a start on packing those bags.

How long should my Dennis vacation be?

If you need some guidance, most visitors spend about 3 nights vacationing in Dennis. But to discover the true spirit of this destination, stay a bit longer. That way you can see more and really experience the local vibe.

Where can I get the best vacation package deals for Dennis?

You'll come across a fantastic range of Dennis package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, arranging a dream vacation will be a piece of cake.

Why should I book my Dennis vacation bundle via Travelocity?

By booking your flights, hotel, activities and car rental altogether, you'll save time and money. We offer a dedicated team of experts available 24/7, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what's stopping you? Book the vacation of your dreams today and start packing!

Can I save money on my Dennis car rental if I book it with a hotel or flight?

You certainly can --- bundle your car, hotel and flight into a Dennis vacation package and you can save a tidy sum. With so many things to do in Dennis, that rental car will make exploring easy. Once you've settled into the driver's seat, hit the wide open road and head toward Fenway Park, a must-see sight about 65 mi from Dennis.

Which airport is best for Dennis?

Logan Intl. Airport (BOS) is a main hub. You'll find it roughly 60 mi northwest of Dennis. Your other options are Martha's Vineyard Airport (MVY) (30 mi away from central Dennis) and Nantucket Memorial Airport (ACK) (35 mi away from central Dennis).

What is there to do in Dennis?

You'll notice an undeniable magic as you stroll through the streets of Dennis. Cape Cod Museum of Art and Corporation Beach are just a couple of landmarks that make this city such a sought-after destination, so put them on your itinerary.

Where should I stay when visiting Dennis?

The Isaiah Hall Bed And Breakfast Inn is the top choice of many travelers. Book now to avoid missing out.