West Dennis Vacation Packages

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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.

Top West Dennis Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $1,296, price is now CA $968 per person
CA $968
per person
May 6 - May 8
found 24 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (251 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $5,613, price is now CA $3,342 per person
CA $3,342
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,403, price is now CA $1,031 per person
CA $1,031
per person
Apr 30 - May 3
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Bar restaurant staff courteous

Reviewed on Mar 5, 2026

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

2 out of 5
South End
Price was CA $2,011, price is now CA $1,499 per person
CA $1,499
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
7.2/10 Good! (135 reviews)
I couldn’t quite get the plug in stove to work. But overall it was an alright stay!!

Reviewed on Mar 2, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,483, price is now CA $1,111 per person
CA $1,111
per person
Apr 30 - May 3
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,384 reviews)
It was fine. Very irritating/unexpected service charge at check in. Employee could not explain it.

Reviewed on Mar 4, 2026

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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 2 kilometres 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!

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West Dennis Hotel Deals

Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
8.8/10 Excellent! (182 reviews)
The feel of the property. It was like you were on your own island. It had everything you needed!

Reviewed on Nov 28, 2025

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Lighthouse Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Mar 16 to Mar 17
CA $171
CA $274 total
Mar 16 - Mar 17
includes taxes & fees
8.6/10 Excellent! (474 reviews)
Staff are amazing, place is beautiful, clean and all around wonderful place

Reviewed on Mar 2, 2026

Margaritaville Resort Cape Cod
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is CA $497 per night from Mar 14 to Mar 15
CA $497
CA $569 total
Mar 14 - Mar 15
includes taxes & fees
Chatham Bars Inn
See all 5,401 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in West Dennis

West Dennis Beach which includes a beach as well as a small group of people

West Dennis Beach

3.5/5(4 reviews)

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.

West Dennis Beach
Bass River Lighthouse featuring a house and a lighthouse

Bass River Lighthouse

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

Bass River Lighthouse

What to do in West Dennis

Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

CA $34
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $69
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in West Dennis

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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.