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.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was €1,154, price is now €903 per person
€903
per person
23 Aug - 28 Aug
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,169 reviews)
The location was off the beaten path and so nice. A beautiful fountain, tennis courts, and a quick connection to a private beach.

Reviewed on 5 Jul 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was €3,029, price is now €1,863 per person
€1,863
per person
9 Aug - 14 Aug
found 19 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
Location

Reviewed on 5 Jul 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was €1,830, price is now €1,307 per person
€1,307
per person
7 Sept - 13 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (5,105 reviews)

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was €1,395, price is now €1,059 per person
€1,059
per person
7 Sept - 13 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (2,387 reviews)
For such a beautiful place they never had enough staff on the desk one guy most of the time sometimes too for a busy Fourth of July weekend. It was horrible. They have seven stations and two people there very understaffed at the front desk. I don’t know how they would do that

Reviewed on 5 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €1,300, price is now €1,003 per person
€1,003
per person
1 Oct - 4 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Quiet Clean Location Good Stay 👍

Reviewed on 4 Jul 2026

Top hotels in East Dennis

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street Dennis MA
Fully refundableReserve now, pay when you stay
The price is €276 per night from 12 Jul to 13 Jul
€276
12 Jul - 13 Jul
includes taxes & fees
9.6/10 Exceptional! (187 reviews)
"Great location and facility!"

Reviewed on 6 Jul 2026

Sesuit Harbor House
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 €313 per night from 15 Jul to 16 Jul
€313
15 Jul - 16 Jul
includes taxes & fees
8.6/10 Excellent! (615 reviews)
"Rooms were very clean . Lots to do for children . Arcade was not air conditioned , very hot . Water park was not clean and staff there has little patience with young children . Food was great in Land Shark BUT If you order pick up or room service not the same quality"

Reviewed on 5 Jul 2026

Margaritaville Resort Cape Cod
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is €359 per night from 22 Jul to 23 Jul
€359
22 Jul - 23 Jul
includes taxes & fees
8.2/10 Very good! (1,005 reviews)
"We had a wonderful stay at Riviera Beach Resort! The resort was clean, the staff was friendly, and the location was perfect for a relaxing getaway. Everything exceeded our expectations, and we had a fantastic time. We also had dinner at Jonah's, and our waiter, Allistair, was outstanding. He was ..."

Reviewed on 5 Jul 2026

Riviera Beach Resort
See all 5,830 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.

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.
See properties

What to do in East Dennis

Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

€22
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

€43
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in East Dennis

Frequently asked questions

How much does an East Dennis holiday package cost?
Offering excellent value package deals from €903 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?

  1. 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.
  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 customised East Dennis holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.