East Dennis Holidays
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Top Flight + Hotel Deals in East Dennis
Price found within the past 48 hours. Click for updated prices.
Iris Hotel Boston
Coolidge Corner
€1,202
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (656 reviews)
The hotel is slightly off the beaten path, but is in a nice walkable neighborhood, which is safe and quiet. It looks like an older apartment building that was converted to a hotel. The room was spacious and clean. It’s a perfectly fine choice for Brookline / Boston, but lacks some of the amenities and polish of an upscale hotel.
Reviewed on 23 Aug 2026
Top hotels in East Dennis
Sesuit Harbor House
1421 Main Street Dennis MA
Fully refundableReserve now, pay when you stay
€296
16 Sept - 17 Sept
includes taxes & fees
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
€239
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (710 reviews)
"This place was amazing kid friendly"
Reviewed on 23 Aug 2026
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
€168
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,606 reviews)
"The resort was beautiful, we'll kept and clean. Staff was very friendly and helpful. Had a great stay, would definitely come again."
Reviewed on 23 Aug 2026
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.
Stay near popular East Dennis attractions
Eden Hand Arts
10.0/10 (2 reviews)
Take the family on an outing to Eden Hand Arts during your trip to East Dennis. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.
What to do in East Dennis
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
€22
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
€43
per adult
Frequently asked questions
How much does an East Dennis holiday package cost?
Offering excellent value package deals from €1,202 on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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 holiday. 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 holiday as a package?
You can enjoy significant savings on your next East Dennis retreat by booking a customised holiday 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 holiday 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?
- Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the available activities will also help you decide when to visit East Dennis.
- 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.
- 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.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised East Dennis holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
