West Dennis Vacations from $495

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Your West Dennis Vacation

Experience the unique personality of West Dennis with a tailor-made West Dennis vacation package. From its family-friendly attractions to its laid-back lifestyle and beyond, you'll never have a dull moment in this city. Every trip to West Dennis needs a well-planned itinerary. Fill yours with famous sights like Cape Cod Museum of Art, Hyannis Harbor and Mayflower Beach. Don't delay exploring this city any longer. Your perfect West Dennis vacation is just a few clicks away with Expedia.

The Latest West Dennis vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,014, price is now $495 per person
$495
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
8.4/10 Very Good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,473, price is now $873 per person
$873
per person
Jan 6 - Jan 9
found 21 hours ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
Price was $839, price is now $516 per person
$516
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (431 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,072, price is now $719 per person
$719
per person
Jan 7 - Jan 10
found 24 hours ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was $1,828, price is now $1,272 per person
$1,272
per person
Dec 23 - Dec 26
found 11 hours ago
Roundtrip flight included
Austin (AUS) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)
Overall Excellent! clean room, very nice staff

Reviewed on Nov 4, 2026

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Stay near popular West Dennis attractions

A sandy path with wooden posts and a rope fence leading to the ocean.

West Dennis Beach

9.2/10 (289 reviews)
This two-mile stretch along Nantucket Sound offers warm, calm waters perfect for windsurfing and swimming. Spread out on the uncrowded sandy shore with easy access to the beachfront snack bar and playground.
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What to do in West Dennis

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

$50
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

$17
per traveler
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
Self Guided Driving Audio Tour Cape Cod

Self Guided Driving Audio Tour Cape Cod

$17
per traveler
Self Guided Driving Audio Tour Cape Cod
See all activities in West Dennis

West Dennis Hotel Deals

Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
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Lighthouse Inn
Travelodge by Wyndham Cape Cod Area

Travelodge by Wyndham Cape Cod Area

2 out of 5
99 Main St West Dennis MA
Get rates
Travelodge by Wyndham Cape Cod Area
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$353 nightly
The price is $404 total per night from Nov 8 to Nov 9
$404 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (876 reviews)
"Amazing place to stay. Can't wait to go back."

Reviewed on Oct 30, 2026

Chatham Bars Inn
See all 5,344 properties in West Dennis
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.

Find the Best West Dennis Vacation Packages

West Dennis Beach Vacation

Live out your beach fantasies on your West Dennis vacation. Enjoy a refreshing walk, savor the sweeping coastal vistas and collect pretty seashells during your trip to West Dennis. Situated just 1 mile (2 km) from the center of town, West Dennis Beach is the place to be for many travelers. Look through our West Dennis vacation packages and watch your travel budget stretch further!

West Dennis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Nantucket Memorial Airport (ACK)
Population
2,200
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Cape Cod Inflatable Park, Cape Codder Water Park and Mayflower Beach

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Frequently asked questions

How much does a West Dennis vacation package cost?
Offering excellent value package deals from $495 on Expedia, you'll be surprised at how little a vacation to West Dennis costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to West Dennis?
November, December and January are the best times to look for cheap West Dennis vacation packages. Choosing to travel in less busy periods means you can typically find lower prices on flights and hotels.
How many days is enough for West Dennis?
When planning your West Dennis vacation, a few days will be enough to explore the best spots. Be sure to check out Jericho House and Barn Museum — it's one of the most popular attractions in this destination. If you're after more activities, think about basing yourself here and heading off on some trips from West Dennis.
Is it worth booking a vacation package to West Dennis?
It's easy to see why a West Dennis vacation is on the to-do list of many travelers. Well-known attractions like West Dennis Beach are just the beginning of things to keep you busy here.
How to find the best West Dennis package deals?
Landing a cheap West Dennis package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly West Dennis package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a West Dennis vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can personalize your West Dennis getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to West Dennis?
If you have your West Dennis travel dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
How to plan a trip to West Dennis?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the activities on offer will also help you decide when to vacation in West Dennis.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to West Dennis. Then, choose a hotel that matches your budget, whether that's a low-cost option or a more upscale retreat.
  3. Discover West Dennis with our trip planning tool: Gain insights into the top attractions and best properties for your trip to West Dennis. You can also save your must-visit places, collaborate with friends and family and organize all your plans in one place.
  4. Determine how many days away: Start by listing all the attractions you'd like to get to in West Dennis. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized West Dennis vacation package.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in West Dennis. Book tickets or make reservations before you go to save time and avoid the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later West Dennis vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your West Dennis vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.