Dennis Port Vacations from ￥191,597

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The Latest Dennis Port Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

2 out of 5
South End
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
7.4/10 Good! (117 reviews)
Property is located in a very nice area. No frill, what they advertise, you get.

Reviewed on May 23, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8/10 Very Good! (571 reviews)
Washer/Dryer did not work properly. Despite 2 calls and 1 email to customer service, the issue was not resolved. The washer didn’t rinse clothing out and they remained sopping wet. They required extensive drying time as a result ( over 4 hours). This was extremely inconvenient.

Reviewed on Aug 2, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (358 reviews)
The property wasn’t at the level we expected of the Mandarin Oriental, however the location was good and walkable to Bay Bay restaurants and shopping.

Reviewed on Aug 4, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug 5, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
7.4/10 Good! (89 reviews)
Had a 4 night stay at the Maverick Suites on Temple Street. I mainly booked this room to be close to my daughter, who lives a couple of doors down. The room is a bit tight for two people, but my friend & I made it work by sleeping 90 degrees on the double bed to turn it into more of a "short king". Room was very clean, however the one suggestion I would make is to use less of the strong-smelling cleaner (Fabioso?) or a more natural cleaner. Otherwise, the property felt safe and clean. Beautiful hardwood floors, nice bathroom & small kitchen area. Staff is very responsive via TEXT (not by phone). We requested clean towels etc, and they were very accommodating. Temple St. is walkable to many sites you'll want to check out in Boston via a walk or to the Park St T station. I would recommend staying at the Maverick Suites!

Reviewed on Jun 25, 2025

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 0.80 kilometers 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 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 ￥17,519 per night from Sep 1 to Sep 2
￥17,519
￥20,050 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (892 reviews)
"Well positioned for easy access to many great beaches and restaurants."

Reviewed on Aug 6, 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 ￥19,291 per night from Sep 1 to Sep 2
￥19,291
￥25,023 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (177 reviews)
"Cool"

Reviewed on Aug 3, 2025

Bluebird Dennisport
Oceanside Motel

Oceanside Motel

2 out of 5
329 Main Street, Dennis Port, MA
The price is ￥11,630 per night from Aug 24 to Aug 25
￥11,630
￥13,310 total
Aug 24 - Aug 25
includes taxes & fees
6.4/10 (572 reviews)
"Very good Price Food place center of Cape Cid"

Reviewed on Aug 3, 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 from ￥191,597 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.