East Dennis Vacation Packages

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Your East Dennis Vacation

Create a custom vacation package to East Dennis and get ready for your next great adventure. Base yourself in the neighborhood of Northwest Harwich, which is great for nature and walking, for a true taste of this unique city. There's plenty to see and do during a trip to East Dennis, including Cape Cod Rail Trail and Eden Hand Arts. Whatever your travel plans or the size of your budget, organizing your ultimate tailored East Dennis vacation is a breeze with Expedia.

Top East Dennis Vacation Deals

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 CA $1,062, price is now CA $590 per person
CA $590
per person
Nov 1 - Nov 3
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Price was CA $1,563, price is now CA $1,038 per person
CA $1,038
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (162 reviews)
Phil’s property is immaculate and the rooms are very clean and will all required amenities. Phil’s hospitality is also top notch and it will be my place to stay in my future cape cod visits!!

Reviewed on Aug. 20, 2025

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Price was CA $1,512, price is now CA $1,005 per person
CA $1,005
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
7.4/10 Good! (693 reviews)
The staff was very courteous and professional! The room was clean and comfortable.

Reviewed on Aug. 23, 2025

Cambria Hotel & Suites Plymouth

Cambria Hotel & Suites Plymouth

3 out of 5
Price was CA $994, price is now CA $679 per person
CA $679
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (18 reviews)
This is a brand new hotel. And it was excellent all around.

Reviewed on Aug. 24, 2025

Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Price was CA $1,051, price is now CA $725 per person
CA $725
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.4/10 Very Good! (319 reviews)
Great stay at an amazing locations. No issues we had a blast. They were so welcoming and inviting and the room was clean and comfortable.

Reviewed on Aug. 23, 2025

Ready to book your vacation to East Dennis?

 

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East Dennis Hotel Deals

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street, Dennis, MA
Fully refundableReserve now, pay when you stay
The price is CA $350 per night from Sep 15 to Sep 16
CA $350
CA $401 total
Sep 15 - Sep 16
includes taxes & fees
9.6/10 Exceptional! (166 reviews)
Cute and a bit dated
"The place smelled very clean upon our arrival and was gernally quiet overall. We stayed during inclement weather so it’s hard to say what the atmosphere would be like if it were nice. The goats were adorable in the back. Wall outlets need placement -couldn’t hold our plugs for anything in the room ..."

Reviewed on Aug. 21, 2025

Sesuit Harbor House
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 $209 per night from Sep 14 to Sep 15
CA $209
CA $318 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (283 reviews)
"Great location for families"

Reviewed on Aug. 22, 2025

Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Sep 1 to Sep 2
CA $249
CA $301 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,491 reviews)
Good hotel
"Stay was great, we love the bayside!"

Reviewed on Aug. 21, 2025

Bayside Resort Hotel
See all 5,855 properties in East 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
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Family Vacations

What to do in East Dennis

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

CA $69
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

CA $23
per traveller
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

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

CA $34
per traveller
80% of travellers recommend
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
See all activities in East Dennis

Frequently asked questions

How much does an East Dennis vacation package cost?
Offering excellent value package deals from CA $590 on Expedia, you'll be surprised at how little a vacation to East Dennis costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to East Dennis?
Travel in the off-peak season and you're likely to get cheap East Dennis vacation packages. Remember that public holidays and major festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for East Dennis?
With a well-planned schedule, you can easily hit the most popular East Dennis attractions in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your East Dennis vacation for longer.
How to find the best East Dennis package deals?
Finding a cheap East Dennis package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly East Dennis package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book an East Dennis vacation as a package?
You can enjoy significant savings on your next East Dennis getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to East Dennis?
If you have your East Dennis travel dates confirmed, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to East Dennis?

  1. Pick your dates: What you plan to do in East Dennis and your preferred season can help you decide when to go.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to save for your trip to East Dennis. Then, select a property that matches your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring East Dennis. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've settled on your dates and duration, lock in the perfect East Dennis vacation package for you.

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