Dennis Port Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Dennis Port

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 3.888.155 ₫ per night from 1 Jul to 2 Jul
3.888.155 ₫
4.449.995 ₫ total
1 Jul - 2 Jul
includes taxes & fees
8.2/10 Very Good! (853 reviews)
"The desk folks were always cheerful and friendly. It was convenient and affordable. The ice cream stand across the parking lot was top knotch."

Reviewed on 26 Jun 2025

Holiday Hill Inn & Suites
The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resort
2.5 out of 5
41 Chase Ave, Dennis Port, MA
The price is 7.563.636 ₫ per night from 13 Jul to 14 Jul
7.563.636 ₫
8.878.302 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very Good! (164 reviews)
"Great place for a getaway, easy access to pools and the beach. Staff very friendly. Pool bar very convenient with yummy drinks. Great location"

Reviewed on 26 Jun 2025

The Corsair & Cross Rip Oceanfront Resort
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 5.871.375 ₫ per night from 29 Jul to 30 Jul
5.871.375 ₫
7.241.690 ₫ total
29 Jul - 30 Jul
includes taxes & fees
8.4/10 Very Good! (151 reviews)
"I just love the cottages. Perfect for me and my boys."

Reviewed on 23 Jun 2025

Bluebird Dennisport
See all 529 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 holiday 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 holiday to Dennis Port costs.
What are the cheapest months to go to Dennis Port?
If you're hoping to book a cheap Dennis Port holiday package, consider travelling 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 holiday. 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 holiday package to Dennis Port?
Known for its watersports and home to popular attractions like Sea Street Beach, a Dennis Port holiday 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 holiday as a package?
You can enjoy significant savings on your next Dennis Port break by booking a tailored holiday 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 holiday 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, favourite 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 personalised Dennis Port holiday package.

Popular places to visit

Sea Street Beach

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

Sea Street Beach

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

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

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

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