Explore top 2025 5 Star Hotels in Southeast Massachusetts

Name: Harbor View Hotel
Price range: $480 total
Rating: 8.8

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Top Southeast Massachusetts 5 Star hotels

Harbor View Hotel

131 N Water Street Marthas Vineyard, Edgartown, MA

$429 nightly

$480 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference ...

8.8/10 Excellent! (1,003 reviews)

"The staff was amazing. Everyone was friendly and willing to help you with anything, from dinner recommendations, sites to see, parking, helping with bags and helping to install the top on my jeep."

Reviewed on Sep 15, 2025

Chatham Bars Inn

297 Shore Rd, Chatham, MA

$397 nightly

$455 total

Nov 1 - Nov 2

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool ...

9/10 Wonderful! (786 reviews)

"Very clean and happy staff"

Reviewed on Aug 29, 2025

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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.

Southeast Massachusetts Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Southeast Massachusetts to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Southeast Massachusetts 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Southeast Massachusetts before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.