East Dennis Vacation Packages 2026 from $529

East Dennis flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

$529

per person

Jan 2 - Jan 4

found 21 hours ago

Roundtrip non-stop flight included

Denver (DEN) 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

$770

per person

Jan 16 - Jan 19

found 11 hours ago

Roundtrip flight included

Orlando (MCO) 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.

The Newbury Boston

Back Bay

$1,092

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate the picnic area and in-room childcare. 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.

The Langham, Boston

Downtown Boston

$784

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Eurostars The Boxer

West End

$569

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.

Top East Dennis hotels deals

Sesuit Harbor House

1421 Main Street Dennis MA

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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

Chatham Bars Inn

297 Shore Rd Chatham MA

$353 nightly

$404 total

Nov 8 - Nov 9

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.

On private beach

Pool

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$145 total

Nov 15 - Nov 16

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 free continental breakfast each morning.

Pool

Breakfast included

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$78 total

Nov 8 - Nov 9

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

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$137 total

Dec 1 - Dec 2

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

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$123 total

Nov 20 - Nov 21

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

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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.

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Frequently asked questions

How much are vacation packages to East Dennis?

With deals starting at just $529, 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.