Dennis Holidays

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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 6.652.535 ₫ per night from 8 Sept to 9 Sept
6.652.535 ₫
7.613.826 ₫ total
8 Sept - 9 Sept
includes taxes & fees
9.6/10 Exceptional! (162 reviews)
"Great place. The staff were very friendly and helpful. Gave us a great tip for free access to a beautiful local beach. Clean room lovely swimming pool and beautiful breakfast"

Reviewed on 11 Aug 2025

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 4.811.198 ₫ per night from 25 Aug to 26 Aug
4.811.198 ₫
7.009.391 ₫ total
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (267 reviews)
"Stayed 1 night after a day in Nantucket was pleasantly surprised on how nice the hotel was ."

Reviewed on 11 Aug 2025

Margaritaville Resort Cape Cod
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is 2.555.438 ₫ per night from 14 Sept to 15 Sept
2.555.438 ₫
3.187.519 ₫ total
14 Sept - 15 Sept
includes taxes & fees
6.8/10 (842 reviews)
"The location was great, the was clean and spacious. Overall a good experience."

Reviewed on 13 Aug 2025

Hyannis Plaza Hotel
See all 6,165 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.

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 seaside 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

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.