East Dennis Vacation Packages 2025/2026 from $344

East Dennis flight + hotel vacation packages

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

Eurostars The Boxer

West End

Save 100% on your flight

$344

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the business center. A computer station, dry cleaning, and luggage storage are also on offer.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$392

per person

Nov 8 - Nov 10

found 1 day 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.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,001

per person

Dec 4 - Dec 7

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.

Raffles Boston

Back Bay

Save 100% on your flight

$1,125

per person

Dec 6 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Beacon Hill Hotel

Beacon Hill

$545

per person

Nov 21 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free continental breakfast is served.

Top East Dennis hotels deals

Sesuit Harbor House

1421 Main Street, Dennis, MA

Free Cancellation

Reserve now, pay when you stay

$282 nightly

$323 total

Oct 5 - Oct 6

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

$177 nightly

$203 total

Oct 26 - Oct 27

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.

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$85 total

Oct 5 - Oct 6

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.

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Hyannis Harbor Hotel

213 Ocean St, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$173 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, 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.

Hyannis Travel Inn

18 North St, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$113 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and express check-out are also on offer.

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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

Cape Cod Rail Trail

Enjoy a trip to Cape Cod Rail Trail and popular activities like golfing in South Dennis. Wander the beautiful beaches and waterfront in this family-friendly area.

Frequently asked questions

How much are vacation packages to East Dennis?

With deals starting at just $344, 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.