Southeast Massachusetts 5 Stars Hotels

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Check availability on Southeast Massachusetts 5 Star Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Southeast Massachusetts 5-star hotels

Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (800)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is HK$3,285
HK$3,948 total
includes taxes & fees
30 Dec - 31 Dec
Chatham Bars Inn
View from room
Harbor View Hotel

Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
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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
The price is HK$1,121 per night from 4 Jan to 5 Jan
HK$1,121
HK$1,727 total
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (418 reviews)
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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 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
National Monument to the Forefathers showing a statue or sculpture

Top Southeast Massachusetts Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"The check in was wonderful. The Chatham Bars Inn was decorated so nicely for Christmas! There were so many families staying with their children and grandchildren. "
Marion 1-night trip
Posted 2 days ago
Chatham Bars Inn

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southeast Massachusetts?
You can find several pricing options for 5-star hotels in Southeast Massachusetts on Expedia. The amount you pay will depend on when you plan to travel, length of your trip and other factors. Compare available accommodation for your preferred dates and make use of our pricing and other filters to score the ideal upscale stay.

  • Search for the lowest price per night from HK$1,554

What makes a hotel 5 stars in Southeast Massachusetts?
From gourmet dining venues and 24-hour fitness centers to pools and superior bedding, the 5-star experience in Southeast Massachusetts is all about luxury and relaxation. But it takes more than just upscale perks to earn a 5-star rating. Accommodation also have to offer outstanding guest services like massage treatments, dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Southeast Massachusetts?
Use our filter tool to find a luxury retreat in Southeast Massachusetts where everything you need is included in the price. From there, narrow down your results for accommodation that have a rating of 5 stars and are listed as "All inclusive." The main thing to look forward to at these stays? Pure enjoyment and indulgence.