West Dennis Vacation Packages 2026 from $891

West Dennis flight + hotel vacation packages

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

Eurostars The Boxer

West End

$891

per person

Apr 17 - Apr 19

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) 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.

The Langham, Boston

Downtown Boston

Save 100% on your flight

$1,960

per person

Apr 18 - Apr 21

found 22 hours ago

Roundtrip flight included

Charlotte (CLT) 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.

The Charles Hotel

West Cambridge

Save 100% on your flight

$1,124

per person

Apr 18 - Apr 21

found 22 hours ago

Roundtrip flight included

Charlotte (CLT) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,268

per person

May 16 - May 18

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

$966

per person

Apr 21 - Apr 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

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

Top West Dennis hotels deals

Lighthouse Inn

1 Lighthouse Inn Rd West Dennis MA

Get rates

A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$201 total

Mar 16 - Mar 17

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

$112 nightly

$128 total

Apr 13 - Apr 14

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.

Aiden by Best Western Cape Cod - West Yarmouth

476 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$104 total

Mar 15 - Mar 16

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.

Chatham Bars Inn

297 Shore Rd Chatham MA

$368 nightly

$421 total

Mar 18 - Mar 19

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.

Chatham Wayside Inn

512 Main St Chatham MA

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$168 total

Mar 15 - Mar 16

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace 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

West Dennis Beach

One of the most popular beaches in Dennis, this part of Cape Cod is vast and has the perfect weather for a range of land-based and offshore activities.

Bass River Lighthouse

Many people visit this historical lighthouse for its lore. It is also a wonderful place to enjoy a walk.

Jericho House and Barn Museum

You can spend an afternoon studying the exhibits at Jericho House and Barn Museum in West Dennis. Stroll along the waterfront or attend a sporting event in this family-friendly area.

Frequently asked questions

How much are vacation packages to West Dennis?

With vacation packages available from as low as $891, you won't need to empty your piggy bank for your trip to West Dennis. Travelocity can help. Bundle your flights, hotels and tours into a package and score some exciting discounts. The more you book, the more you save.

How long should my West Dennis vacation be?

Your West Dennis escape can be as short or as long as you like, but many travelers stay about 3 nights. Hoping to hop off the beaten path and discover some hidden treasures? Lock in a few extra nights and experience another side of this place.

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

It's difficult to beat Travelocity when it comes to crafting your West Dennis package deal. There are as many as 400 partner airlines and 1,000,000 properties around the world to select from. Lock in your trip now and get ready to tick another place off your must-see list.

Why should I purchase my West Dennis vacation package with Travelocity?

From amazing destinations to memorable experiences, we have everything you need to satisfy your love for travel. Our friendly 24/7 customer support will also make sure you're being well taken care of during your trip. And don't fret if you notice a better price on your booking, we'll match it. That's our Price Match Guarantee.

Can I save on my West Dennis car rental if I book it with a hotel or flight?

Combining your car, flight and hotel into a West Dennis vacation package is the best way to score an incredible deal. Plus, having your own rental car gives you the freedom to get to all those famous sights you're eager to check out. Situated 65 mi from West Dennis, Fenway Park is one attraction that should be on your to-do list. Turn up the tunes and make a day trip of it.

Which airport is best for West Dennis?

Many people choose to fly into Martha's Vineyard Airport (MVY), 30 mi southwest of downtown West Dennis. Others prefer Nantucket Memorial Airport (ACK) (30 mi away from central West Dennis) or Provincetown Municipal Airport (PVC) (30 mi away from central West Dennis).

What is there to do in West Dennis?

Bass River Lighthouse is just one of the amazing sights that make West Dennis a popular place to visit. But give yourself enough time to experience the city's lesser-known attractions too. This is often where the best memories are created.

Where should I stay when visiting West Dennis?

Many visitors choose to spend their nights at the Pelham on Main. It's the perfect base for your West Dennis escape.