Dennis Vacation Packages 2026 from $573

Dennis flight + hotel vacation packages

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

Castle Manor Inn

$573

per person

Apr 20 - Apr 25

found 23 hours ago

Roundtrip flight included

Minneapolis (MSP) to Boston (BOS)

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

The Colonnade Hotel Back Bay

Back Bay

Save 100% on your flight

$743

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.

The Whitney Hotel

Beacon Hill

Save 100% on your flight

$1,035

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

The Inn at Hastings Park, Relais & Chateaux - Boston

$787

per person

Mar 20 - Mar 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Renaissance by Marriott Boston Patriot Place Hotel

$862

per person

Apr 15 - Apr 21

found 5 hours ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the 24-hour gym and perks like free self parking.

Top Dennis hotels deals

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

Dennis MA

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This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Mermaid Cottage! beautiful propety!

Dennis MA

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This cottage features a garden, laundry facilities, and barbecue grills.

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$201 total

Feb 16 - Feb 17

Total with taxes and fees

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.

Chatham Bars Inn

297 Shore Rd Chatham MA

$364 nightly

$417 total

Feb 16 - Feb 17

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.

Chatham Wayside Inn

512 Main St Chatham MA

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$207 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

Courtyard Resort

125 North St Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$125 total

Feb 15 - Feb 16

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a garden, and a picnic area are also offered.

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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

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

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.

Theater actors in costumes play in the play

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 $573. 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.