Dennis Vacations from $711

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Your Dennis Vacation

Come and experience this wonderful city for yourself with a Dennis vacation package. Consider spending a few days in the neighborhood of Northwest Harwich, which is good for nature and walking, and your time here is bound to be unforgettable. If taking in sights is part of the plan during your trip to Dennis, visit major attractions like Cape Cod Museum of Art, Cape Cod Museum of Natural History and Mayflower Beach. Your dream Dennis vacation is a few clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Dennis vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$711
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
$1,354
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Great hotel, superior service, staff is always helpful. Very happy with the stay as always!

Reviewed on Sep 20, 2026

The Newbury Boston

The Newbury Boston

Back Bay
Save 100% on your flight
$1,637
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (719 reviews)
Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$1,727
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children. For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience. To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning. What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before. Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special

Reviewed on Sep 21, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
$1,681
per person
Nov 26 - Nov 29
found 16 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
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Stay near popular Dennis attractions

A sunset over a snow-covered beach with dunes and grasses.
Photo by Elizabeth Sanders

Mayflower Beach

9.2/10 (224 reviews)
Mayflower Beach dazzles with vast tidal flats and powder-soft white sand stretching for miles at low tide. Wander among shallow pools as receding waters reveal a natural playground perfect for family exploration.
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A crowded beach with numerous colorful umbrellas and people relaxing on the sand.
Photo by jessica mottola

Corporation Beach

9.2/10 (43 reviews)
Corporation Beach offers calm, shallow waters and expansive tidal flats perfect for families with young children. Explore marine life in the tide pools during low tide when the bay reveals its natural treasures.
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A couple embracing on a stage with a red carpet.

Cape Playhouse

8.0/10 (3 reviews)
America's oldest professional summer theater has welcomed Broadway legends since 1927. Experience world-class performances in an intimate 19th-century meetinghouse with historic pew seating.
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A lakeside community at sunset with houses and trees.

Scargo Tower

8.8/10 (6 reviews)
Climb the historic 30-foot cobblestone tower for breathtaking panoramic views across Cape Cod Bay to Provincetown. Bring binoculars to spot distant landmarks while enjoying the serene atmosphere atop Scargo Hill.
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A sunset over a snow-covered beach with dunes and grasses.
Photo by Elizabeth Sanders

Horsefoot Path Beach

This serene, sandy beach offers calm waters perfect for swimming and peaceful beachcombing away from crowds. Bring supplies and arrive early for the best experience of this unspoiled coastal gem.
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Bayview Beach

Bayview Beach captivates with pristine white sands and expansive tidal flats. During low tide, enjoy a serene walk while searching for unique shells and marine treasures.
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Cape Cod Museum of Art

8.6/10 (116 reviews)
Dedicated to Cape Cod's artistic heritage, this museum houses over 2,500 regional works spanning generations. Visit on the first Thursday evening for free admission to rotating exhibitions and local masterpieces.
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Chapin Memorial Beach

9.0/10 (8 reviews)
Why not spend a lazy afternoon at Chapin Memorial Beach during your trip to Dennis? Wander the beaches and waterfront while you're in the area.
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What to do in Dennis

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

$50
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Cape Cod Self-Guided Driving Audio Tour

Cape Cod Self-Guided Driving Audio Tour

$17
per traveler
100% of travellers recommend
Cape Cod Self-Guided Driving Audio Tour
Self Guided Driving Audio Tour Cape Cod

Self Guided Driving Audio Tour Cape Cod

$17
per traveler
Self Guided Driving Audio Tour Cape Cod
See all activities in Dennis

Dennis Hotel Deals

Sesuit Harbor House

Sesuit Harbor House

1421 Main Street Dennis MA
Fully refundableReserve now, pay when you stay
$256 nightly
$293 total
Oct 22 - Oct 23
Total with taxes and fees
Sesuit Harbor House
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$207 nightly
$237 total
Oct 12 - Oct 13
Total with taxes and fees
Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$151 nightly
$173 total
Oct 18 - Oct 19
Total with taxes and fees
Bayside Resort Hotel
See all 6,116 properties in Dennis
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 Vacation Packages

Dennis Beach Vacation

There's nothing more relaxing than a Dennis vacation. Whether you're treating yourself to refreshing cocktails at a local bar or flipping through a magazine along the water's edge, your trip to Dennis is the time to live out your beachy daydreams. Many visitors will tell you to stay near Mayflower Beach, situated just 1 mile from the center of town. However, you'll also discover an excellent range of Dennis vacation packages around Corporation Beach and Bayview Beach, two other well-liked nearby options.

Things You Should Know About Dennis

  • If your idea of a perfect escape is fresh sea air and water views, check out our Dennis beach hotels. You're sure to forget the pressures of daily life at these blissful beachy retreats.
  • Alternatively, check out our range of private vacation homes. They're popular with travelers planning a vacation in Dennis. Begin your search with Sesuit Harbor House and Starlight Lodge Cape Cod.
  • Our Dennis things to do page is an excellent place to discover fun activities around here. Of course, it's hard to beat a little local knowledge. With a population of 2,400 in Dennis, we're sure you'll find a few friendly people willing to give you some tips.
  • Dennis vacation deals are an excellent way to save on exciting experiences. Some ideas, such as Mayflower Beach, Mayflower Beach and Corporation Beach, should be at the top of your sightseeing list.

Dennis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Barnstable Municipal Airport (HYA)
Population
2,400
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

How much does a Dennis vacation package cost?
Offering great value package deals from $711 on Expedia, you'll be thrilled with how little a vacation to Dennis costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Dennis?
You're likely to find lower prices and greater availability in November, December and January. Explore our cheap Dennis vacation packages and you could land some excellent off-season deals.
How many days is enough for Dennis?
To get the most out of a Dennis vacation, we suggest booking for 3 days. Divide your time between discovering Scargo Hill Observation Tower, Josiah Dennis Manse and Old West Schoolhouse and other must-see attractions, as well as exploring neighborhoods like Bass River and Northwest Harwich. If you've got some time to spare, include a day trip or tour in your Dennis vacation itinerary.
Is it worth booking a vacation package to Dennis?
During your Dennis vacation, you can look forward to experiencing some top-notch walking trails and coastal beaches. Leave enough room in your schedule to visit leading attractions like Cape Cod Museum of Art and Mayflower Beach.
How to find the best Dennis package deals?
Finding a cheap Dennis package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Dennis package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Dennis vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Dennis getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Dennis?
If you have your Dennis vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Dennis?
  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to escape to Dennis.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and flights. Your accommodations will probably be the biggest expense during your trip to Dennis.
  3. Discover Dennis with Expedia's trip planning tool: Gain insights into the leading attractions and best stays for your trip to Dennis. You can also save your favorite places, collaborate with friends and family and manage your plans in one place.
  4. Decide how long to go away for: Now that you know more about Dennis, you can figure out the ideal length of your break. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Dennis vacation package that brings all your bookings together.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Explore some of the exciting things to do in Dennis and reserve your tickets early to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Dennis vacation packages?
Your Dennis break is meant to be a relaxing escape from your busy life, not a source of money worries. So to allow you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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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.