Dennis Port Vacations from $639
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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
$639
per person
Nov 8 - Nov 12
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The apt was tidy. Enough to sleep 8. Bathrooms were clean and updated. Parking can be difficult to find. It's about an hour from Salem.
Reviewed on Oct 4, 2026
Four Seasons Hotel Boston
Bay Village
$2,142
per person
Dec 21 - Dec 27
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
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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.
Haigis Beach
7.8/10 (29 reviews)
Why not spend a lazy afternoon at Haigis Beach during your trip to Dennis Port? Wander the beautiful beaches and seaside in the area.
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
$143 nightly
$164 total
Oct 9 - Oct 10
Total with taxes and fees
Dennis Port Surf Club (Boutique Hotel)
329 Main Street Dennis Port MA
The Corsair & Cross Rip Oceanfront Resort
41 Chase Ave Dennis Port MA
$117 nightly
$132 total
Oct 11 - Oct 12
Total with taxes and fees
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 |
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Frequently asked questions
What's included in a Dennis Port vacation package?
A Dennis Port vacation package typically bundles round-trip flights, your hotel stay, and often a rental car for exploring Cape Cod. As a beach destination, Dennis Port offers direct beach access at many hotels, and about half of package hotels feature ocean views. While specific amenities vary by property, you can often find options that include perks like free breakfast or airport shuttle service to and from Boston Logan International Airport (BOS).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Dennis Port vacation package?
When you bundle, you can save up to 30%*. To save money on a Dennis Port package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Dennis Port?
For families seeking the best vacation packages in Dennis Port, a stay at Holiday Hill Inn & Suites, rated 7.9 out of 10, is a strong choice. This property offers family rooms, a game room, and an outdoor pool, with travelers appreciating its great location and accommodating staff.Couples looking for a more upscale experience might consider a Dennis Port vacation package built around Pelham House Resort. Rated 9.2 out of 10, this resort features an outdoor pool, a bar and lounge, and a restaurant, with travelers frequently praising the friendly staff and delicious food.If you're seeking a value-focused Dennis Port vacation package, Jonathan Edwards Motel, rated 7.8 out of 10, offers a comfortable stay for around $130 per night. It includes an outdoor pool, a playground, and is pet friendly, with travelers often highlighting the great staff and clean rooms.*Package availability and prices may change depending on dates and demand.
Is Dennis Port better suited for a beach vacation or a cultural trip?
Dennis Port is primarily a beach destination, known for its many sandy shores and scenic views, making it ideal for a relaxing beach vacation. About half of the package hotels here offer ocean views, emphasizing its coastal appeal.Travelers can enjoy popular spots like Mayflower Beach, about 11 miles from central Dennis Port, or Sea Street Beach, which is about a 15-minute walk from the center. While the area also offers outdoor activities and family-friendly attractions, the focus remains firmly on its beautiful coastline.
Is Dennis Port a good choice for a family vacation package?
Dennis Port is a strong choice for family vacation packages, as it is known for its family-friendly attractions and beautiful beaches. Many hotels offer amenities that cater to families, such as outdoor pools.Families can enjoy attractions like Cape Cod Inflatable Park, located about 12 miles from central Dennis Port, which provides a fun day out for all ages. The area's numerous beaches, including Mayflower Beach about 11 miles away, are perfect for building sandcastles and swimming. Hotels like Pelham House Resort and Cutty Sark Motor Lodge both feature outdoor pools, adding to the family appeal of a Dennis Port vacation package.
What's included in a Dennis Port beach vacation package?
Dennis Port beach vacation packages typically combine flights with a hotel stay, offering a convenient way to plan your coastal getaway. Hotels like the 3.5-star By the Sea Guests Bed & Breakfast & Suites, rated 9.1 out of 10, provide amenities such as free breakfast and a kitchen, with travelers frequently praising the accommodating staff and quiet rooms. Another option is Bluebird Dennisport, rated 7.7 out of 10, which features an outdoor pool, kitchenettes, and is pet-friendly; travelers often highlight the fun pool and great staff. Both properties are located about 7 to 8 miles from Mayflower Beach. Specific inclusions like water sports or on-site dining depend on the hotel and the rate you book.
Which Dennis Port vacation packages include an ocean view?
Dennis Port vacation packages can include hotels with ocean views, with about half of package hotels offering this amenity. For example, the By the Sea Guests Bed & Breakfast & Suites, rated 9.1 out of 10 by travelers, and An English Garden Bed & Breakfast, rated 8.7 out of 10, both offer options that may feature ocean views. Both properties are located about 8 miles from Mayflower Beach, and travelers highly recommend the location of the former, while travelers often appreciate the facilities and rooms of the latter. The availability of an ocean view depends on the specific room and rate booked within your package.
What are the top things to do in Dennis Port?
A Dennis Port vacation offers a variety of activities, from relaxing on the beach to exploring local culture and nature:Browse and book things to do in Dennis Port on Expedia.
Do you need to rent a car in Dennis Port, or is public transport enough?
For a Dennis Port vacation package, a rental car offers the most flexibility, especially since it's a beach destination outside a major city with attractions spread across the area. While some hotels are centrally located, having a car allows you to explore various beaches and sights at your own pace.Travelers arriving by air at Boston, MA (BOS-Logan Intl.), Providence, RI (PVD-T.F. Green), or Hyannis, MA (HYA-Barnstable Municipal) will need transportation to reach Dennis Port. For instance, Boston Logan International Airport (BOS) is about 67 miles away. A car is also convenient for visiting different beaches like Mayflower Beach, which is about 8 miles from central Dennis Port, making it easier to customize your Dennis Port beach vacation packages.
Are Dennis Port vacation package hotels conveniently located?
Dennis Port vacation package hotels are generally well-located, with many properties offering convenient access to the central area and nearby beaches.For example, Pelham House Resort, rated 9.2 out of 10, is about a 10-minute walk from central Dennis Port. Similarly, By the Sea Guests Bed & Breakfast & Suites, a 3.5-star property rated 9.1 out of 10, is also about a 10-minute walk away. For even closer proximity, Cutty Sark Motor Lodge, rated 8.4 out of 10, is about a 5-minute walk from the center, placing you close to local shops and dining.
Can I change or cancel my Dennis Port vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Dennis Port vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Dennis Port vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Dennis Port vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Dennis Port?
To find last-minute vacation packages to Dennis Port, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Dennis Port vacation packages?
Free cancellation on a Dennis Port vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Dennis Port vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Dennis Port getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Dennis Port vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
