East Dennis Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in East Dennis
Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor
€4,875
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (4,227 reviews)
Resort was very clean and well maintained. Parking was close and easily accessible.Room was spacious and well decorated with modern amenities and the large window gave a great view of the city. Power curtains, Alexa operated lights and TV, a tablet to conveniently control the room. Staff was attentive and helpful. The Casino had numerous table games, sports betting and slot machines. We are from out of state but would not hesitate to return if in the area.
Reviewed on 7 Oct 2026
Top hotels in East Dennis
Chatham Bars Inn
297 Shore Rd Chatham MA
€398
3 Nov - 4 Nov
includes taxes & fees
Hyannis Travel Inn
18 North St Hyannis MA
Fully refundableReserve now, pay when you stay
€101
12 Oct - 13 Oct
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
"The staff is friendly and helpful. Rooms are clean and comfortable."
Reviewed on 7 Oct 2026
Lighthouse Inn
1 Lighthouse Inn Rd West Dennis MA
€152
11 Oct - 12 Oct
includes taxes & fees
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 €4,810 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.
