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
The price is 8.019.450 ₫ per night from 7 Jul to 8 Jul
8.019.450 ₫
9.178.261 ₫ total
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (145 reviews)
"This property was absolutely perfect for our stay. It’s centrally located with easy access to everything on the Cape. It was clean, the staff and owners were extremely nice and the coffee and pastries were a nice surprise! The property had lots of little touches that you don’t find at big chains. ..."

Reviewed on 15 Jun 2025

Sesuit Harbor House
Riviera Beach Resort
Riviera Beach Resort
3 out of 5
327 South Shore Drive, South Yarmouth, MA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,003 reviews)
Great place!
"We loved the hotel. Beach, pools, hot tub are all super close and lovely!"

Reviewed on 28 Jun 2025

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Riviera Beach Resort
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
The price is 2.833.656 ₫ per night from 1 Jul to 2 Jul
2.833.656 ₫
3.243.348 ₫ total
1 Jul - 2 Jul
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Beautiful property, well kept, gorgeous views, quiet, super central to a lot of attractions and locations nearby"

Reviewed on 27 Jun 2025

Cape Sands Inn
See all 6,215 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.

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.

Popular places to visit

Mayflower Beach

Mayflower Beach

5/5(2 reviews)

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

Mayflower Beach
Cape Playhouse

Cape Playhouse

You can get tickets for a performance at Cape Playhouse during your trip to Dennis. Stroll along the waterfront or attend a sporting event in this family-friendly area.

Cape Playhouse

Cape Cod Museum of Art

4/5(1 review)

You can spend an afternoon studying the exhibits at Cape Cod Museum of Art during your travels in Dennis. Wander through the beautiful beaches and waterfront in this family-friendly area.

Cape Cod Museum of Art