Dennis Port Vacations from $587
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Dennis Port Vacation
With all your travel needs organized before you set off, our Dennis Port vacation packages mean you can simply focus on having a good time! One neighborhood to base yourself in this captivating city is Northwest Harwich, which is great for nature and walking. Cape Cod Inflatable Park, West Dennis Beach and Seagull Beach are just some of the many attractions you'll want to explore during your trip to Dennis Port. Expedia has what you need to escape the everyday. Tailor your vacation to Dennis Port to suit your travel style, whatever that may be.
The Latest Dennis Port vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$587
per person
Nov 3 - Nov 7
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
$1,141
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (478 reviews)
This hotel is in the heart of Boston. You can walk to most anything and see the town after a wonderful nights rest. The Staff and all the “extras” they provide were amazing. Highly recommend this beautiful place of your going Boston.
Reviewed on Aug 23, 2026
Don't see what you're looking for?
See all available trips from Columbus to Dennis Port
View all tripsStay near popular Dennis Port attractions
Sea Street Beach
8.6/10 (122 reviews)
Sea Street Beach charms with warm Nantucket Sound waters and gentle surf perfect for families. Enjoy the picturesque jetties and lifeguarded swimming while the convenient snack bar keeps you refreshed.
Swan Pond River
8.4/10 (55 reviews)
This tranquil tidal estuary connects Swan Pond to Nantucket Sound with gentle waters perfect for kayaking. Paddle among reeds and diverse birdlife while enjoying the serene natural landscape away from coastal crowds.
Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
7.6/10 (29 reviews)
Cape Cod Theatre Company stages multi-generational performances in an intimate, air-conditioned venue. Enjoy evening shows featuring both seasoned actors and emerging talents in this community-centered arts space.
Swan Pond
Commune with nature and explore the great outdoors at Swan Pond during your travels in Dennis Port. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
Dennis Port Hotel Deals
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
Fully refundableReserve now, pay when you stay
$102 nightly
$117 total
Sep 14 - Sep 15
Total with taxes and fees
8.4/10 Very Good! (1,040 reviews)
"The staff was very friendly and helpful. We were placed in a room directly outside the pool so our room smelt overwhelming like chlorine as soon as we opened the door. The two double beds were a full size, as apposed to queen, so they were a bit small for two people. The room was very clean, as was ..."
Reviewed on Aug 23, 2026
The Corsair & Cross Rip Oceanfront Resort
41 Chase Ave Dennis Port MA
$168 nightly
$190 total
Sep 22 - Sep 23
Total with taxes and fees
8.6/10 Excellent! (303 reviews)
"Not the cleanest room whatsoever. Poorly maintained, small rooms, small resort - there are plenty of option where you get way more for what you pay."
Reviewed on Aug 23, 2026
Bluebird Dennisport
426 Lower County Rd Dennis Port MA
Fully refundableReserve now, pay when you stay
$201 nightly
$230 total
Sep 8 - Sep 9
Total with taxes and fees
8.2/10 Very Good! (269 reviews)
"overall it was an okay stay for one night. the property had a nice aesthetic, and our room was clean and cute. however the check-in could’ve been smoother — the keys were not ready for our 4pm check-in and we had to talk to the front desk staff to get the keys from her directly. we also had some ..."
Reviewed on Aug 23, 2026
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.
Find the Best Dennis Port Vacation Packages
Dennis Port Beach Vacation
Forget the stresses of daily life and let your mind, body and soul unwind on your Dennis Port vacation. There's nothing more invigorating than a cool ocean breeze and the soothing melody of waves crashing onto the shore. Plan your trip to Dennis Port the easy way by choosing one of our Dennis Port vacation deals. Many people decide to spend their nights near Sea Street Beach, a local highlight just 0.5 miles from the city center.
Things You Should Know About Dennis Port
- Reserve a room in one of our Dennis Port beach hotels and experience this destination at its best. Wander along the water's edge and watch some stunning sunrises right outside your front door.
- Our private vacation homes, like The Corsair & Cross Rip Oceanfront Resort and Bluebird Dennisport, are popular with travelers of all sorts. Consider the amenities and get set for your stay in Dennis Port!
- Some 3,200 people live in Dennis Port. If you're after suggestions about what to see and do around these parts, why not start a conversation with one or two of the locals? Our Dennis Port things to do page is also a handy source of information.
- Sea Street Beach, Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are some great sights that should be on your travel agenda. With our Dennis Port vacation deals, you'll have more money in your back pocket to explore.
Dennis Port Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Nantucket Memorial Airport (ACK) |
Population | 3,200 |
Max Temp Winter | 40ºF |
Max Temp Summer | 70ºF |
Top Sights | Cape Cod Inflatable Park, Cape Codder Water Park and Mayflower Beach |
More vacations you might like
Frequently asked questions
How much does a Dennis Port vacation package cost?
You'll find cheap prices from $587 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?
October, November and December are great times to look for cheap Dennis Port vacation packages. Choosing to travel in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Dennis Port?
Usually, a handful of days is enough for a Dennis Port vacation. With a well-organized itinerary, you can check out all the main sights such as Swan Pond River, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Dennis Port?
Boasting a host of highlights starting with its excellent watersports, Dennis Port is a good vacation destination. Whether you want to visit sights such as Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre or venture off the beaten track, you'll have plenty to see and do on your Dennis Port vacation.
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.
Does Expedia offer Book Now, Pay Later Dennis Port vacation packages?
Jet off on your ideal getaway to Dennis Port with our Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up bargains before they disappear.
Explore a world of travel with Expedia
- Hotels near Mayflower Beach
- Provincetown Hotels
- Cabin Rentals in Cape Cod
- Romantic Hotels in Cape Cod
- West Yarmouth Hotels
- Cheap Hotels in Cape Cod
- Harwich Port Hotels
- Chatham Hotels
- Falmouth Hotels
- Dennis Hotels
- Cottages in Cape Cod
- All-Inclusive Resorts in Cape Cod
- Hotels with an Indoor Pool in Cape Cod
- Orleans Hotels
- Plymouth Hotels
- Marriott Hotels & Resorts in Cape Cod
- Hyannis Hotels
- B&B in Cape Cod
- Motels in Cape Cod
- Harwich Hotels
- Oceanfront Hotels in Cape Cod
- Brewster Hotels
- Oceanfront Hotels in South Yarmouth
- Beach Hotels in Cape Cod
- Family Hotels in Cape Cod
- Dennis Port Hotels
- Nantucket Hotels
- Hotels with Hot Tubs in Cape Cod
- Motels in Dennis Port
- Pet-Friendly Hotels in Cape Cod
- Oceanfront Hotels in Dennis Port
- West Dennis Hotels
- Hotels near Cape Cod Inflatable Park
- Vacation Homes in Dennis Port
- South Yarmouth Hotels
- Cottages in Dennis Port
- Vacation Homes in Cape Cod
- Flights from Washington (DCA) to Hyannis (HYA)
- Flights to Martha's Vineyard
- Flights to Nantucket Island
- Flights from New York (JFK) to Hyannis (HYA)
- Flights to Cape Cod
- Flights from Chicago (ORD) to Hyannis (HYA)
- Flights to Hyannis
- Flights from Newark Liberty Intl. Airport (EWR) to Hyannis (HYA)
- Flights to Dennis Port
- Flights from Philadelphia (PHL) to Hyannis (HYA)
- Flights from New York (LGA) to Nantucket (ACK)
- Flights from Boston (BOS) to Nantucket (ACK)
- Flights from Barnstable Municipal
- Flights from New York (JFK) to Vineyard Haven (MVY)
- Earle Road Beach
- Bass River Sports World
- Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
- Wilbur Park
- Harwich Port Vacations
- Brooks Academy Museum
- South Yarmouth Vacations
- Visit Dennis Port
- Allen Harbor Marina
- Sea Street Beach
- Gold Coast Parasailing & Jet Ski
- Swan Pond River
- Jericho House and Barn Museum
- Visit Centerville
- Cape Cod Rail Trail
- Werner Schmidt Observatory
- Cape Cod Baseball & Bumper Boats
- Visit Hyannis Port
- Bass River Lighthouse
- Cape Cod Lavender Farm
- Visit Harwich Port
- West Dennis Beach
- Visit South Yarmouth
- Hyannis Harbor
- Visit Chatham
- Cape Cod Inflatable Park
- Red River Beach
- Visit Cape Cod
- Grays Beach
- Bud's Go Karts
- Bass River Golf Course
- Bank Street Beach
- Nantucket Vacations
- Seagull Beach
- Kalmus Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
