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 Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,491, price is now CA $1,012 per person
CA $1,012
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (150 reviews)
New and well presented hotel in a great location to access Cambridge and Boston

Reviewed on Jun 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $5,318, price is now CA $2,797 per person
CA $2,797
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $2,645, price is now CA $1,753 per person
CA $1,753
per person
Sep 3 - Sep 7
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (713 reviews)
Property is located on the beach, and that’s a huge plus. Rooms are clean, and the staff was pleasant to deal with. I met fellow travelers that book the same room on the same weeks for many years in a row, and that should tell you something.

Reviewed on Jun 23, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $3,715, price is now CA $2,587 per person
CA $2,587
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Very nice hotel. Clean, functional and a great place for a romantic trip. Would absolutely stay there again.

Reviewed on Jun 19, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,832, price is now CA $1,294 per person
CA $1,294
per person
Aug 21 - Aug 25
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (189 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

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! (191 reviews)
"Had another wonderful stay at the Lighthouse Inn! Change of ownership brought updates that are very nice although very different! Love the new bar, but was not accessible due to a private wedding event. Not serving lunch or dinner just yet but dining room looks lovely!! Can’t wait to stay agin when ..."

Reviewed on Jun 22, 2026

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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
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 7 to Jul 8
CA $165
CA $189 total
Jul 7 - Jul 8
includes taxes & fees
Travelodge by Wyndham Cape Cod Area
GuestLodge

GuestLodge

2 out of 5
221 Main Street West Dennis MA
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Jun 28 to Jun 29
CA $106
CA $121 total
Jun 28 - Jun 29
includes taxes & fees
8/10 Very good! (530 reviews)
"Courteous and helpful front desk staff. Room was small but generally clean although not well lit. Good value for the location."

Reviewed on Jun 22, 2026

GuestLodge
See all 5,646 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

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 $35
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 $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.