Dennis Port Vacations

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Find the Best Dennis Port Vacation Packages

Dennis Port Hotel Deals

Edgewater Beach Resort, a VRI resort
Edgewater Beach Resort, a VRI resort
3.5 out of 5
95 Chase Avenue, Dennis Port, MA
8.8/10 Excellent! (263 reviews)
"It's a nice property with great views. There are no indoor passageways to your rooms or to the pool. You have to go outdoors to get to them. It's kind of crazy that we got a kitchen area but they didn't have any solder pepper. It was well stocked with everything else to be able to cook but no seasonings. ..."

Reviewed on 29 March 2025

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Edgewater Beach Resort, a VRI resort
Holiday Hill Inn & Suites
Holiday Hill Inn & Suites
2 out of 5
352 Main Street, Dennis Port, MA
8.2/10 Very Good! (838 reviews)
"Loved my stay"

Reviewed on 23 October 2024

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Holiday Hill Inn & Suites
Pelham House Resort
Pelham House Resort
2.5 out of 5
14 Sea Street, Dennis Port, MA
8.6/10 Excellent! (178 reviews)
"The food served in the dining room was excellent! Also at the party we attended~"

Reviewed on 2 April 2025

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Pelham House Resort
See all 500 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 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.

Discover the most popular places to visit in Dennis Port

Sea Street Beach

If a restful vacation is part of your travel plans, Sea Street Beach might be the perfect place to seek out during your trip to Dennis Port. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Sea Street Beach

Cape Cod Theatre Company – Home of the Harwich Jr. Theatre

5/5(1 review)

You can get tickets for a performance at Cape Cod Theatre Company – Home of the Harwich Jr. Theatre during your stay in Northwest Harwich. Stroll along the waterfront or attend a sporting event in this family-friendly area.

Cape Cod Theatre Company – Home of the Harwich Jr. Theatre

Swan Pond River

Commune with nature and explore the great outdoors at Swan Pond River during your travels in Dennis Port. Stroll along the seaside or attend a sporting event in this family-friendly area.

Swan Pond River