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.
Lighthouse Inn

Lighthouse Inn

3 out of 5
Save 100% on your flight
per person
Jun. 2 - Jun. 7
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (142 reviews)
Perfect wedding venue

Reviewed on Oct. 6, 2024

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
9.6/10 Exceptional! (234 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

Holly Tree Resort

Holly Tree Resort

3 out of 5
per person
Jun. 28 - Jul. 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (342 reviews)
Very nice place to stay

Reviewed on Mar. 21, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
8.6/10 Excellent! (1,006 reviews)
Friendly, helpful, and knowledgeable staff at check in. Comfortable bed, fairly quiet HVAC. Great big tv. Nice selection of beers in lobby. Room was clean and everything worked. A big no, however, to the friggin barn door for the bathroom that hotels must find cute but is so functionally rediculous. With it's frosted glass and 2inch gap all the way around this bathroom door affords no privacy, is clunky, awkward to open because there's no handle, and very noisy as it swings to and fro banging into the wall. When closed there is absolutely no privacy giving direct vision into bathroom when the room door to the hallway is opened.

Reviewed on Apr. 16, 2025

Riverview Resort

Riverview Resort

3 out of 5
Bass River
per person
Jul. 12 - Jul. 15
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (156 reviews)
I'll definitely be back!!!

Reviewed on Oct. 30, 2024

Ready to book your vacation to East Dennis?

 

Choose your dates

East Dennis Hotel Deals

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 $225 per night from May 4 to May 5
CA $225
CA $337 total
includes taxes & fees
May 4 - May 5
8.4/10 Very Good! (131 reviews)
"The property was very clean and the front desk was very helpful answering all the questions!"

Reviewed on Apr. 16, 2025

Margaritaville Resort Cape Cod
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
The price is CA $162 per night from May 1 to May 2
CA $162
CA $201 total
includes taxes & fees
May 1 - May 2
8.6/10 Excellent! (1,293 reviews)
"Excellent property. Clean rooms. Friendly, helpful staff. Convenient location. Highly recommend."

Reviewed on Apr. 14, 2025

Bayside Resort Hotel
Hampton Inn & Suites Cape Cod-West Yarmouth
Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 out of 5
99 Main Street, Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from May 18 to May 19
CA $176
CA $201 total
includes taxes & fees
May 18 - May 19
8.8/10 Excellent! (1,000 reviews)
"Clean and safe. Staff are very accommodating"

Reviewed on Apr. 14, 2025

Hampton Inn & Suites Cape Cod-West Yarmouth
See all 5,612 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

Family Vacations

Family Vacations

Frequently asked questions

How much does an East Dennis vacation package cost?
Offering excellent value package deals from CA $1,034 on Expedia, you’ll be pleasantly surprised at how much a vacation to East Dennis costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to East Dennis?
Travel in the low season and you’re likely to get cheap East Dennis vacation packages. Bear in mind that public holidays and major festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for East Dennis?
Usually, a handful of days is enough to see the major attractions during your East Dennis vacation. But if you want to have more time to kick back or go on day tours, consider extending your itinerary.
How to find the best East Dennis package deals?
Begin your search for an East Dennis package deal by entering your preferred travel dates and destination under our “Packages” tab. Then select some filters, like “Popular locations” and “Property type,” to fine-tune the results to your exact style. You can also sort by “Package discount” and discover offers that come with big savings. If you don’t find the perfect East Dennis package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your East Dennis escape off to a flying start.
Is it cheaper to book an East Dennis vacation as a package?
You can enjoy significant savings on your next East Dennis retreat by booking a customized vacation package. Check the “Package” heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to East Dennis?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment East Dennis escape.
How to plan a trip to East Dennis?

  1. Choose when to get away: Check your diary and pack your bags. Your favorite time of year and the available activities will also help you decide when to visit East Dennis.
  2. Set a budget: Factor in costs like flights, meals and transportation when working out how much to save for your trip to East Dennis. Then, select a hotel that suits your budget, whether that’s a wallet-friendly stay or a high-end retreat.
  3. Work out your trip length: Think about how long you’d like to spend discovering East Dennis. Plan your itinerary so you can get to all the attractions and activities you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized East Dennis vacation package.

What to do in East Dennis

Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts Self-Guided Driving and Walking Tours Bundle

CA $71
per adult
Massachusetts Self-Guided Driving and Walking Tours Bundle
Step Up to Taste

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

CA $19
per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

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

CA $36
per traveller
80% of travellers recommend
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
See all activities in East Dennis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.