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 $2,479, price is now CA $1,673 per person
CA $1,673
per person
Jun 13 - Jun 17
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,353, price is now CA $2,072 per person
CA $2,072
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on Mar 23, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,513, price is now CA $1,704 per person
CA $1,704
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products.

Reviewed on Mar 29, 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Price was CA $2,516, price is now CA $1,771 per person
CA $1,771
per person
Jun 18 - Jun 21
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
No reviews
Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Nantucket Town
Price was CA $2,833, price is now CA $2,033 per person
CA $2,033
per person
Jun 18 - Jun 21
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.

Reviewed on Sep 26, 2025

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

GuestLodge

GuestLodge

2 out of 5
221 Main Street West Dennis MA
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Apr 15 to Apr 16
CA $88
CA $100 total
Apr 15 - Apr 16
includes taxes & fees
GuestLodge
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 $179 per night from May 3 to May 4
CA $179
CA $284 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (513 reviews)
They did a great job witNo hot water in our room.

Reviewed on Mar 30, 2026

Margaritaville Resort Cape Cod
See all 5,443 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.
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Discover the most popular places to visit in West Dennis

West Dennis Beach

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

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 $31
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $68
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
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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.