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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Apr. 4 - Apr. 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,007 reviews)
Me and my girl had a fantastic stay at Studio Allston Hotel and would highly recommend it to anyone visiting Boston. Whether you're in town for business or leisure, this hotel offers a unique, stylish experience with great service and a central location. We would definitely stay here again!

Reviewed on Jan. 2, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 16 - Feb. 21
found 10 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (85 reviews)
V nice room deco and designs. Attentive staff who are in close touch via text. Great experience all around.

Reviewed on Nov. 29, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 17
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.6/10 Excellent! (1,019 reviews)
The Fairmont Copley was a lovely stop over on our way home. The amenities and staff were excellent.

Reviewed on Jan. 6, 2025

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
per person
Mar. 24 - Mar. 29
just found
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
7.2/10 Good! (488 reviews)
Helen was very helpful

Reviewed on Jan. 5, 2025

Freepoint Hotel Cambridge, Tapestry Collection by Hilton

Freepoint Hotel Cambridge, Tapestry Collection by Hilton

4 out of 5
per person
Mar. 24 - Mar. 29
just found
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8/10 Very Good! (1,003 reviews)
Good location Staff very helpful Clean property.

Reviewed on Dec. 24, 2024

Ready to book your vacation to East Dennis?

 

Choose your dates

East Dennis Hotel Deals

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 $154 per night from Jan. 12 to Jan. 13
CA $154
CA $192 total
includes taxes & fees
Jan 12 - Jan 13
8.6/10 Excellent! (1,240 reviews)
A nice winter getaway
"We enjoyed our stay at Bayside Resort for a one day getaway. The room was clean and comfortable. There were tons of towels for the bath and the pool. We liked the hot tub and the pool. The breakfast had good options and was filling. We had a drink at the bar. It was a little confusing on the website ..."

Reviewed on Jan. 2, 2025

Bayside Resort Hotel
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
3 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundable
The price is CA $199 per night from Jan. 20 to Jan. 21
CA $199
CA $277 total
includes taxes & fees
Jan 20 - Jan 21
8.8/10 Excellent! (28 reviews)
Great
"My experience was great thanks to the security guy that went above and beyond on helping me with my daughter’s birthday. Unfortunately I did not get his name but I really appreciate it what you did for us. Thank you also to Steve on the front desk for assisting my family with all the needs. I really ..."

Reviewed on Jan. 2, 2025

Margaritaville Resort Cape Cod
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
The price is CA $476 per night from Jan. 23 to Jan. 24
CA $476
CA $572 total
includes taxes & fees
Jan 23 - Jan 24
9/10 Wonderful! (739 reviews)
"Great staff. Professional and highly helpful"

Reviewed on Dec. 29, 2024

Chatham Bars Inn
See all 5,408 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 $810 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
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.