Dennis Vacation Packages 2026 from $740

Dennis flight + hotel vacation packages

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

Good Hotels Boston

South End

Save 100% on your flight

$740

per person

Aug 4 - Aug 8

found 8 hours ago

Roundtrip non-stop flight included

Nashville (BNA) to Boston (BOS)

Express check-in, express check-out, and luggage storage are available at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Laundry facilities and a virtual front desk are also provided.

Boston Harbor Hotel

North End

$1,294

per person

Sep 1 - Sep 6

found 1 day ago

Roundtrip flight included

Nashville (BNA) 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.

Revere Hotel Boston Common

Bay Village

$766

per person

Sep 1 - Sep 6

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Studio Allston Hotel

Brighton

Save 100% on your flight

$822

per person

Sep 11 - Sep 17

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and laundry service. Enjoy the free continental breakfast each morning.

The Godfrey Hotel Boston

Downtown Boston

$794

per person

Sep 1 - Sep 6

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.

Top Dennis hotels deals

Sesuit Harbor House

1421 Main Street Dennis MA

Free Cancellation

Reserve now, pay when you stay

$294 nightly

$336 total

Jun 29 - Jun 30

Total with taxes and fees

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.

Starlight Lodge Cape Cod

203 Main St Dennis MA

Get rates

This lodge features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Pool

Pet friendly

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$349 nightly

$399 total

Jul 5 - Jul 6

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.

Pool

Hot Tub

Riviera Beach Resort

327 South Shore Drive South Yarmouth MA

$346 nightly

$396 total

Jul 7 - Jul 8

Total with taxes and fees

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

Parker Beach Lodge

192 S Shore Dr South Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$192 total

Jun 30 - Jul 1

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Express check-in, express check-out, and luggage storage are also on offer.

Pool

Parking included

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$256 nightly

$293 total

Jun 29 - Jun 30

Total with taxes and fees

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.

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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

A sunset over a snow-covered beach with dunes and grasses.

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.

A couple embracing on a stage with a red carpet.

Cape Playhouse

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

A rocky beach with large boulders and driftwood.

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.

Frequently asked questions

How much are vacation packages to Dennis?

You can pick up an excellent hotel and flight bundle for as low as $740. 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.