Find 5 Star Hotels in Southeast Massachusetts from ￥26,059

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Check availability on Southeast Massachusetts 5 Star Hotels

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

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, (801)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is ￥68,421
￥82,223 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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 ￥22,580 per night from Jan 4 to Jan 5
￥22,580
￥34,803 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.6/10 Excellent! (418 reviews)
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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
National Monument to the Forefathers which includes a statue or sculpture

Top Southeast Massachusetts Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"An incredible stay. Room at the main inn could use some updating. Just a bit tired with cracked tiles and some worn furniture, but overall the hotel is spectacular. The breakfast at Stars was amazing. "
Kyle 2-night trip
Posted 2 weeks ago
Chatham Bars Inn

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southeast Massachusetts?
You'll find various pricing options for a 5-star hotel in Southeast Massachusetts on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available accommodations for your desired dates and make use of our pricing and other filters to discover the perfect upscale stay.

  • Search for the lowest price per night from ￥26,059

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 earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may even offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Southeast Massachusetts?
Our filters are the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious resorts in Southeast Massachusetts where your meals, room, entertainment and activities are included in the price. At these escapes, your vacation is absolute indulgence from the moment you put down your suitcase.

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