Dennis Port Vacations

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Find the Best Dennis Port Vacation Packages

Dennis Port Hotel Deals

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street, Dennis Port, MA
Fully refundableReserve now, pay when you stay
The price is R$ 647 per night from Sep 1 to Sep 2
R$ 647
R$ 740 total
1 Sep - 2 Sep
includes taxes & fees
8.2/10 Very Good! (895 reviews)
"Holiday Hill is an incredibly comfortable, clean and fun place to stay. I wouldn’t consider any other place to stay during my visit. The staff is extremely helpful and will go out of their way to accommodate you."

Reviewed on 7 Aug 2025

Holiday Hill Inn & Suites
Bluebird Dennisport

Bluebird Dennisport

3 out of 5
426 Lower County Rd, Dennis Port, MA
Fully refundableReserve now, pay when you stay
The price is R$ 763 per night from Sep 2 to Sep 3
R$ 763
R$ 982 total
2 Sep - 3 Sep
includes taxes & fees
8.2/10 Very Good! (181 reviews)
"Cool"

Reviewed on 3 Aug 2025

Bluebird Dennisport
Oceanside Motel

Oceanside Motel

2 out of 5
329 Main Street, Dennis Port, MA
The price is R$ 429 per night from Aug 24 to Aug 25
R$ 429
R$ 491 total
24 Aug - 25 Aug
includes taxes & fees
6.4/10 (574 reviews)
"Thanks Amazing Results"

Reviewed on 9 Aug 2025

Oceanside Motel
See all 486 properties in Dennis Port
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.

Frequently asked questions

How much does a Dennis Port vacation package cost?
You'll find cheap prices on Expedia for your Dennis Port escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Dennis Port costs.
What are the cheapest months to go to Dennis Port?
If you're hoping to book a cheap Dennis Port vacation package, consider traveling in January, February and March. You'll typically find better rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Dennis Port?
Typically, a few days is ideal for a Dennis Port vacation. With a detailed itinerary, you can check out all the main attractions such as Swan Pond River, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Dennis Port?
Known for its watersports and home to popular attractions like Sea Street Beach, a Dennis Port vacation is bound to impress. Another top sight worth exploring? Don't miss Cape Cod Theatre Company – Home of the Harwich Jr. Theatre.
How to find the best Dennis Port package deals?
Bagging a cheap Dennis Port package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Dennis Port package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Dennis Port vacation as a package?
You can enjoy significant savings on your next Dennis Port break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Dennis Port?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Dennis Port adventure.
How to plan a trip to Dennis Port?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Dennis Port.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Dennis Port. Then, pick a hotel that matches your budget, whether that's an affordable option or a more upscale retreat.
  3. Work out your trip length: Consider how long you'd like to spend discovering Dennis Port. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Dennis Port vacation package.

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