Dennis Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Dennis

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
1421 Main Street Dennis MA
Fully refundableReserve now, pay when you stay
The price is 9.261.284 ₫ per night from 27 Jul to 28 Jul
9.261.284 ₫
10.599.539 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9.6/10 Exceptional! (192 reviews)
"A little noisy."

Reviewed on 20 Jul 2026

Sesuit Harbor House
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is 4.503.875 ₫ per night from 19 Aug to 20 Aug
4.503.875 ₫
6.659.261 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8.6/10 Excellent! (632 reviews)
"Family friendly second time going there this time was better than first one"

Reviewed on 20 Jul 2026

Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is 8.386.510 ₫ per night from 27 Jul to 28 Jul
8.386.510 ₫
9.933.821 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9.4/10 Exceptional! (219 reviews)
"Very disappointed in this property. First off when we checked in we were put in a totally different building than my 74 year old mother-in-law and they had to call the manager to have them change our room to be closer. Second, the room had an awful musty smell and was dirty. After the first day of ..."

Reviewed on 20 Jul 2026

Uncommoner Hotel by Reverie Boutique Collection
See all 6,202 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.

Stay near popular Dennis attractions

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

How much does a Dennis holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Dennis costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Dennis?
The off-season is the best time to head to Dennis if you're on a budget. Another tip for finding cheap Dennis holiday packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Dennis?
Dennis holidays can be as short or long as you like, but to really get a feel for this place, we'd say 3 days is about right. With this timeframe, you can visit headline attractions like Cape Cod Museum of Art and Bayview Beach along with lesser-known spots. Don't forget to explore neighbourhoods such as Bass River and Northwest Harwich either. If you plan wisely, you may even be able to take a day trip outside of Dennis too.
Is it worth booking a holiday package to Dennis?
Known for its walking trails, coastal beaches and a host of other highlights, you can be assured Dennis is a good holiday destination. Some of the top attractions to stick on your to-do list? Don't miss Mayflower Beach and Corporation Beach during your Dennis holiday.
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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Dennis holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging accommodation and flights separately. Better still, you can personalise 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 holiday package to Dennis?
If you have your Dennis holiday 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. Pick your dates: The things you plan to do in Dennis and your preferred season will help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your hotel will likely be the largest expense during your trip to Dennis.
  3. Decide your trip length: Consider how long you'd like to spend exploring Dennis. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Dennis holiday package that brings all your bookings together.