East Dennis Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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 S$450 per night from 13 Jul to 14 Jul
S$450
13 Jul - 14 Jul
includes taxes & fees
9.6/10 Exceptional! (146 reviews)
"Loved the location and the staff!"

Reviewed on 8 Jul, 2025

Sesuit Harbor House
Cape Sands Inn
Cape Sands Inn
2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is S$174 per night from 20 Jul to 21 Jul
S$174
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Problem with finding a parking spot upon return from. Not certain why there was not a spot for every room. Had to park in a spot marked for compact cars only parking spot. Went out at 5 am to move car to available open spot."

Reviewed on 8 Jul, 2025

Cape Sands Inn
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (206 reviews)
Doesn’t disappoint
"beautiful grounds, music and delicious food. Many young families enjoying the double water park. Free outdoor pool way undersized and fenced in from rooms. Large grassy area with over sized hammocks , music, games was the place to be. Having Cape beaches so close is great. We will return. We loved ..."

Reviewed on 5 Jul, 2025

Get rates
Margaritaville Resort Cape Cod
See all 5,871 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.

What to do in East Dennis

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

S$58
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Step Up to Taste

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

S$17
per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Cape Cod Self- Guided Walking Audio Tour

Cape Cod Adventure: Smartphone Guided Audio Tour

S$22
per traveller
Cape Cod Adventure: Smartphone Guided Audio Tour
See all activities in East Dennis

Frequently asked questions

How much does an East Dennis holiday package cost?
Offering excellent value package deals 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.