East Dennis Holidays from NZ$1,103
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The Latest East Dennis Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
NZ$1,103
per person
24 Dec - 27 Dec
found 1 day ago
Return direct flight included
Charlottesville (CHO) to Boston (BOS)
9/10 Wonderful! (2,940 reviews)
Second time staying here - was in a double room last time with a friend and that was great - the single room very tight - the sink too small to really use without getting water all over. no chair or luggage rack. Clean and sparse. Liked that they had a small gym downstairs. Nice area & close to Boston Common.
Reviewed on 15 Oct 2026
Fairmont Copley Plaza, Boston
Back Bay
NZ$1,211
per person
24 Dec - 27 Dec
found 1 day ago
Return direct flight included
Charlottesville (CHO) to Boston (BOS)
9/10 Wonderful! (1,354 reviews)
We always stay at the Fairmont Copley hotel. It is luxurious. Service is top tier. Really IMs are classic old money luxury. The lobbies are stunning. And perhaps one of the most spectacular bars in America. It was our anniversary and they sent up a free bottle of champagne. Classy!
Reviewed on 14 Oct 2026
East Dennis Holiday
Our pick of the best East Dennis Hotel Deals
Sesuit Harbor House
1421 Main Street Dennis MA
Fully refundableReserve now, pay when you stay
NZ$580
19 Oct - 20 Oct
includes taxes & fees
9.6/10 Exceptional! (217 reviews)
"Everything was perfect! We were so impressed about how well it’s managed. We will definitely come back!!"
Reviewed on 12 Oct 2026
Chatham Bars Inn
297 Shore Rd Chatham MA
NZ$721
12 Nov - 13 Nov
includes taxes & fees
9.2/10 Wonderful! (871 reviews)
"We liked everything. The service was amazing and the resort is beautiful."
Reviewed on 13 Oct 2026
Hyannis Travel Inn
18 North St Hyannis MA
Fully refundableReserve now, pay when you stay
NZ$202
18 Oct - 19 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
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
NZ$87
per adult
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
NZ$44
per traveller
Frequently asked questions
How much does an East Dennis holiday package cost?
Offering excellent value package deals from NZ$1,103 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.
