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5 Stars Hotels in South Dennis, Massachusetts from CA $199

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Check availability on South Dennis 5 Star Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for South Dennis 5-star hotels

A pathway leading to a beach with boats in the background and a building with a tower.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
CA $589
CA $674 total
includes taxes & fees
Oct 26 - Oct 27
Chatham Bars Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.
A dining area with tables set for two, overlooking a body of water with a sailboat.

2. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Angela
CA $572
CA $701 total
includes taxes & fees
Oct 26 - Oct 27
Wequassett Resort and Golf Club
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Explore similar 4-star hotels

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

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
CA $190
CA $298 total
Oct 28 - Oct 29
includes taxes & fees
8.6/10 Excellent! (784 reviews)
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA
CA $168
CA $199 total
Oct 14 - Oct 15
includes taxes & fees
Uncommoner Hotel by Reverie Boutique Collection
The Mansion at Ocean Edge

The Mansion at Ocean Edge

2907 Main Street Brewster MA
CA $243
CA $359 total
Oct 25 - Oct 26
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
The Mansion at Ocean Edge
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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 South Dennis

Kayak through the peaceful Bass River where local families have picnicked along the shores for generations. Explore the historic South Dennis Village with its charming antique shops and the 1736 Josiah Dennis Manse Museum.

See all hotels in South Dennis
A sandy beach with a wooden fence and sparse vegetation.
Photo by Ken VanTassell

Top South Dennis Hotel Reviews

Find out more about South Dennis

Five Star Hotels in South Dennis

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made South Dennis so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in South Dennis and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in South Dennis

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to South Dennis

The results are in, and South Dennis 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in South Dennis! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in South Dennis today and settle down in the lap of luxury tomorrow.

Frequently asked questions

What are the best 5-star hotels in South Dennis?
If you're seeking a 5-star experience, Wequassett Resort and Golf Club offers one of the best of them according to Expedia traveller reviews. Choose this South Dennis escape and get ready for amazing guest services, well-appointed guest rooms and superior facilities.
How much does it cost to stay in a 5-star hotel in South Dennis?
How much you pay for a 5-star hotel in South Dennis can vary according to when you prefer to travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to land the best rate on a luxurious stay.
  • Search for the lowest price per night from CA $199
What makes a hotel 5 stars in South Dennis?
From fine dining restaurants and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in South Dennis is all about indulgence and comfort. But it requires more than just top-notch amenities to earn a 5-star rating. Hotels also have to offer exceptional guest services like massage treatments, on-site dry cleaning and laundry and a nightly turn-down service.

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