Compare and book 5 Star hotels in Dennis, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Dennis 5 Star Hotels

Our top choices for Dennis 5-star hotels

Exterior

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (835 reviews)
"Very dog friendly place."
United States
Victoria
The price is 19.385.462 ₫
22.186.661 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Chatham Bars Inn
Round Cove Suite | Frette Italian sheets, premium bedding, down duvets, minibar

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (253 reviews)
"This place is the best prettiest most wonderful place on Cape Cod! The gardens are spectacular! The pool beautiful and all restaurants exceptional!"
United States
Wendy
The price is 22.971.986 ₫
28.131.885 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Wequassett Resort and Golf Club
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Dennis.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
The price is 5.186.149 ₫ per night from 11 Jun to 12 Jun
5.186.149 ₫
7.443.042 ₫ total
11 Jun - 12 Jun
includes taxes & fees
Still don't see what you're looking for?
See all properties in Dennis.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Dennis

Golden beaches stretch along Cape Cod's bay side, where families gather for Mayflower Beach's perfect low tides. Rent bikes for the Cape Cod Rail Trail or sample fresh oysters at waterfront restaurants when you're done exploring the charming village centre.

See all hotels in Dennis
Lovely Cape Cod beach scene with colorful sunlit clouds and sun about to drop below the horizon. Vibrant summer sunset captured at Corporation Beach in Dennis, Massachusetts.

Top Dennis Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Lovely hotel. We had a cottage which had lovely views out across the sandbars. Only downside was the weather but that wasn’t an issue in such lovely surroundings."
Sally 3-night trip
Posted 5 days ago
Chatham Bars Inn
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

10/10 Excellent
"This place is the best prettiest most wonderful place on Cape Cod! The gardens are spectacular! The pool beautiful and all restaurants exceptional!"
Wendy 2-night trip
Posted 6 days ago
Wequassett Resort and Golf Club

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Dennis?
There are various pricing options for a 5-star hotel in Dennis on Expedia. The amount you pay will depend on your holiday dates, length of your trip and other factors. Compare all of the available accommodation for your chosen dates and use our pricing and other filters to land the perfect upscale stay.

  • Search for the lowest price per night from 7.443.042 ₫

What makes a hotel 5 stars in Dennis?
Impeccable guest service characterises every 5-star hotel in Dennis. From the second you arrive, staff cater to your every whim, whether recommending activities and tours or providing in-room beauty treatments. In addition, hotels must feature upscale conveniences to be entitled to a 5-star rating. These can include luxury baths, on-site spa facilities, pools, gastronomic restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Dennis?
Use our filter tool to find a high-end retreat in Dennis where most of what you need is included in the price. After your initial search, narrow down your results for accommodation that have 5 stars and are categorised as "All inclusive." The most important thing on the schedule at these stays? Relaxation and enjoyment.