East Dennis Vacation Packages 2026 from $736

East Dennis flight + hotel vacation packages

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

Ashworth by the Sea

Hampton Beach

$736

per person

Oct 21 - Oct 27

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This smoke-free hotel features 3 restaurants, a bar/lounge, and an indoor pool. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,198

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Nantucket Inn

Save 100% on your flight

$1,335

per person

Sep 24 - Sep 28

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$1,287

per person

Nov 4 - Nov 9

found 8 hours ago

Roundtrip flight included

Los Angeles (LAX) 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.

The Hotel Portsmouth

Downtown

$834

per person

Nov 11 - Nov 18

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 onsite conference rooms. A snack bar/deli and concierge services are also provided.

Top East Dennis hotels deals

Sesuit Harbor House

1421 Main Street Dennis MA

Free Cancellation

Reserve now, pay when you stay

$328 nightly

$376 total

Sep 6 - Sep 7

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.

Pool

Parking included

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$230 nightly

$263 total

Sep 7 - Sep 8

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. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.

Pool

Hot Tub

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$172 nightly

$196 total

Sep 7 - Sep 8

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.

Pool

Hot Tub

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$162 total

Sep 7 - Sep 8

Total with taxes and fees

The hotel's indoor pool, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A coffee shop, a garden, and a picnic area are also on offer.

Pool

Parking included

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

Free Cancellation

$125 nightly

$143 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$97 total

Sep 20 - Sep 21

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.

Pool

Hot Tub

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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.

Stay near popular East Dennis attractions

Eden Hand Arts

10.0/10 (2 reviews)

Take the family on an outing to Eden Hand Arts during your trip to East Dennis. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to East Dennis?

With deals starting at just $736, hotel and flight packages are a fabulous way to make your vacation budget stretch further. East Dennis, here you come!

How long should my East Dennis vacation be?

If you're looking for some guidance, most visitors spend about 2 nights vacationing in East Dennis. But to uncover the true spirit of this destination, stay a few extra nights. You'll be able to get to more attractions and really immerse yourself in the local vibe.

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

It's hard to beat Travelocity when it comes to piecing together your East Dennis package deal. There are as many as 400 partner airlines and 1,000,000 properties around the world to choose from. Book your vacation now and get ready to cross another amazing place off your travel bucket list.

Why should I purchase my East Dennis vacation bundle via Travelocity?

Because life is one amazing journey, and we offer everything you need to help you on your way. With our first-rate service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can rest easy while you're on the road knowing we're always available to chat via our 24/7 support.

Can I save money on my East Dennis car rental if I combine it with hotels and flights?

With an East Dennis vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you're in the mood to discover the best of this impressive region, why not head to Fenway Park? This famous attraction is 65 mi from East Dennis. With a rental car, you'll be there in a flash.

Which airport is best for East Dennis?

Logan Intl. Airport (BOS), around 60 mi northwest of downtown East Dennis, is most likely where you'll arrive. Your other choices are Martha's Vineyard Airport (MVY) (35 mi away from central East Dennis) and Nantucket Memorial Airport (ACK) (35 mi away from central East Dennis).

Where should I stay when visiting East Dennis?

Many visitors spend their nights at the Sesuit Harbor House. It's an excellent base for your East Dennis getaway.