Dennis Vacation Packages 2025/2026 from $405

Dennis flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$405

per person

Nov 8 - Nov 10

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Hyatt Regency Boston Harbor

East Boston

Save 100% on your flight

$594

per person

Dec 10 - Dec 15

found 22 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) 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.

Hampton Inn Boston Logan Airport Chelsea

Save 100% on your flight

$415

per person

Dec 10 - Dec 15

found 22 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

A gym, self parking, and laundry facilities are featured at this hotel. Guests will appreciate freebies like continental breakfast, WiFi in public areas, and a roundtrip airport shuttle. Luggage storage and a safe deposit box are also provided.

Embassy Suites Boston Logan Airport

East Boston

Save 100% on your flight

$443

per person

Dec 10 - Dec 15

found 22 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) 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 free airport shuttle. Enjoy the gym and perks like free train station pick-up.

Boston Marriott Long Wharf

North End

Save 100% on your flight

$897

per person

Dec 10 - Dec 15

found 22 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Dennis hotels deals

Sesuit Harbor House

1421 Main Street, Dennis, MA

Free Cancellation

Reserve now, pay when you stay

$284 nightly

$325 total

Oct 1 - Oct 2

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.

Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$193 nightly

$221 total

Sep 21 - Sep 22

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.

Bayside Resort Hotel

225 Route 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$195 total

Sep 21 - Sep 22

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.

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$85 total

Sep 18 - Sep 19

Total with taxes and fees

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.

Hyannis Plaza Hotel

662 Main Street, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Sep 21 - Sep 22

Total with taxes and fees

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.

Aiden by Best Western Cape Cod - West Yarmouth

476 Route 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$135 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the 24-hour gym and perks like free self parking.

Don't see what you're looking for?

See all available properties in Dennis

View all properties

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.

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.

Frequently asked questions

How much are vacation packages to Dennis?

You can pick up an excellent hotel and flight bundle for as low as $405. 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.