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
Save 100% on your flight
per person
Jun. 15 - Jun. 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
This lil apartment is located across street from Walgreens and Dollar Tree so was very convenient for the little things we forgot to pack. Safe surroundings. Parking is a lil tricky, but be patient and just drive round the block you will easily find something. Walking distance to the train station. Host was very sweet and helped us with all our needs. Only a few minor issues. The floors and doors are very squeaky, but it is an older home so that is expected we just hope we didn't bother those below us. Our heat did not work and we did need it a couple of nights that were pretty cold, but we told the host and she was gonna have HVAC to come out after we left. Weather was crazy cold one day and got the next so it would have been nice to have some a/c but after thinking about it, I'm sure not many places up north have a/c like we do in the south 😁...all in a lol a great place to stay, easy travel to Salem as well by train. Would stay again at this property.

Reviewed on Oct. 25, 2024

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
May 5 - May 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9/10 Wonderful! (202 reviews)
Great location. Adorable place with a great bar and restaurant. Staff very helpful and accommodating. We would love to go back!

Reviewed on Mar. 18, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
May 29 - Jun. 2
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (1,008 reviews)
Wonderful customer service, beautiful room

Reviewed on Mar. 23, 2025

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
May 5 - May 10
found 2 days ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (233 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun. 15 - Jun. 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (332 reviews)
We had a wonderful stay at Mandarin Oriental Hotel. They upgraded us because the room we booked was not ready yet. The hotel is safe and connects to the Prudential mall for shopping and more dining options. The staff and service were exemplary. We will definitely stay again.

Reviewed on Feb. 26, 2025

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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 $205 per night from Apr. 6 to Apr. 7
CA $205
CA $284 total
includes taxes & fees
Apr 6 - Apr 7
8.2/10 Very Good! (109 reviews)
"Waterpark was fun and clean. Would be great if they added a real bar to the pool area. 4 stars for condition only because they are doing updates and construction to part of the hotel. The other finished part of the hotel was nicely done. Live music was fun, however the musician that was there only ..."

Reviewed on Mar. 21, 2025

Margaritaville Resort Cape Cod
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
2.5 out of 5
867 Iyannough Road, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr. 6 to Apr. 7
CA $152
CA $174 total
includes taxes & fees
Apr 6 - Apr 7
8.8/10 Excellent! (548 reviews)
"Good and quiet stay. Felt safe."

Reviewed on Mar. 19, 2025

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
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 $134 per night from Mar. 26 to Mar. 27
CA $134
CA $170 total
includes taxes & fees
Mar 26 - Mar 27
8.6/10 Excellent! (1,290 reviews)
"Great"

Reviewed on Mar. 21, 2025

Bayside Resort Hotel
See all 5,537 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

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Frequently asked questions

How much does an East Dennis vacation package cost?
Offering excellent value package deals from CA $900 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 $72
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 $32
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.