Dennis Vacations from $331

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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 Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $817, price is now $331 per person
$331
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,085, price is now $597 per person
$597
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,345, price is now $855 per person
$855
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
One of the best I’ve stayed at in a while

Reviewed on Oct 11, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $837, price is now $535 per person
$535
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (246 reviews)
Lean room, nice staff but the elevator broke and it took a while to fix it

Reviewed on Oct 1, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $823, price is now $532 per person
$532
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Clean, easy check in, quiet, in walking distance of everything we need-our favorite place to stay always!

Reviewed on Oct 11, 2025

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Discover the most popular places to visit in Dennis

Cape Cod sunset. Mayflower Beach in March

Mayflower Beach

4.5/5(93 reviews)

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.

Mayflower Beach
Nobscusset Point at Corporation Beach, Dennis, Cape Cod

Corporation Beach

4.5/5(17 reviews)

If a restful vacation is part of your travel plans, Corporation Beach might be the perfect place to seek out during your trip to Dennis. While you're in the area, stroll along the waterfront.

Corporation Beach
The Cape Playhouse "Where Broadway Goes to Summer". Before air conditioning New Yorkers would escape the crazy heat by heading to coastal resorts and theaters would close down. In 1927 Playhouse founder Raymond Moore offered actors the ability to work in the summers and was successful in attracting some big names... A then unknown Bette Davis first worked here as an usher and returned the next year to act. Others to grace this stage include Jane and Henry Fonda. Gregory Peck, Humphrey Bogart, Robert Montgomery and Shirley Booth. We went and saw a fabulous performance of 1776 during the fourth of July weekend... Very Cool !

Cape Playhouse

You can make plans for a show at Cape Playhouse during your stay in Dennis. Stroll along the seaside or attend a sporting event in this family-friendly area.

Cape Playhouse

What to do in Dennis

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
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

$50
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
See all activities in Dennis

Dennis Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $203 total per night from Oct 28 to Oct 29
$203 total
Oct 28 - Oct 29
Total with taxes and fees
8.6/10 Excellent! (374 reviews)
Fun place to stay
"Very bright and clean! Bed was very noisy and breakfast was not free but looked like a typical hotel breakfast line so that was disappointing"

Reviewed on Oct 6, 2025

Margaritaville Resort Cape Cod
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $79 total per night from Oct 13 to Oct 14
$79 total
Oct 13 - Oct 14
Total with taxes and fees
8.2/10 Very Good! (1,015 reviews)
"Reasonable price for a place to stay in Cape Cod with a comfortable room and amenities such as a pool & hot tub. Located along the main drag in Yarmouth and not far from Hyannis."

Reviewed on Oct 2, 2025

Cape Sands Inn
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St, Hyannis, MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $113 total per night from Oct 13 to Oct 14
$113 total
Oct 13 - Oct 14
Total with taxes and fees
9.4/10 Exceptional! (1,017 reviews)
"Nice Staff and Nice Breakfast"

Reviewed on Oct 9, 2025

Hyannis Travel Inn
See all 5,711 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.

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 $331 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.