A lake surrounded by autumn-colored trees.

5 Stars Hotels in Southeast Massachusetts, United States of America from CA $198

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Check availability on Southeast Massachusetts 5 Star Hotels

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Southeast Massachusetts 5-star hotels

A pathway leading to a beach with boats in the background and a building with a tower.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
CA $563
CA $645 total
includes taxes & fees
Oct 20 - Oct 21
Chatham Bars Inn
A spacious living area with a dining table, sofas, and a view of the sea.
A resort with a swimming pool, outdoor seating, and a view of the lake.
A garden with hydrangea bushes, a white picket fence, and a brick pathway leading to a building with a porch.
A spacious living room with a fireplace, comfortable seating, and a staircase leading to another area.

2. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Eryn
CA $345
CA $416 total
includes taxes & fees
Oct 25 - Oct 26
Harbor View Hotel
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A dining area with tables set for two, overlooking a body of water with a sailboat.
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.

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Angela
CA $571
CA $699 total
includes taxes & fees
Oct 19 - Oct 20
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 Southeast Massachusetts.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
CA $189
CA $297 total
Oct 25 - Oct 26
includes taxes & fees
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 $198 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (351 reviews)
Uncommoner Hotel by Reverie Boutique Collection
Faraway Martha's Vineyard

Faraway Martha's Vineyard

23 Kelly Street Edgartown MA
CA $401
CA $470 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Faraway Martha's Vineyard
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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 Southeast Massachusetts

Unmissable purely for its history, this region also offers spectacular coastal scenery and a rich cultural community.

See all hotels in Southeast Massachusetts
A lake surrounded by autumn-colored trees.

Top Southeast Massachusetts Hotel Reviews

Find out more about Southeast Massachusetts

Five Star Hotels in Southeast Massachusetts

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 Southeast Massachusetts 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 Southeast Massachusetts and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Southeast Massachusetts

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 Southeast Massachusetts

The results are in, and Southeast Massachusetts 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 Southeast Massachusetts! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Southeast Massachusetts today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southeast Massachusetts?
There are a variety of pricing options for 5-star hotels in Southeast Massachusetts on Expedia. The amount you pay will depend on when you plan to travel, trip length and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to land the ideal high-end stay.
  • Search for the lowest price per night from CA $198
What makes a hotel 5 stars in Southeast Massachusetts?
In Southeast Massachusetts, a hotel needs to offer a specific level of high-end conveniences to be rated 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like nightly turn-down services, in-room massages and concierge services. Some may even offer thoughtful touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Southeast Massachusetts?
Expedia's filter tool is the quickest way to search for exactly what you're looking for. Select "All inclusive" and "5-star" to show the finest properties in Southeast Massachusetts where your accommodations, meals, entertainment and activities are included in the upfront price. At these escapes, your trip is pure extravagance from the moment you pull up to the entrance.

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