Southeast Massachusetts Luxury Vacations

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Top Luxury Southeast Massachusetts Hotels

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
  • 2 hours drive from Gillette Stadium
Chatham Bars Inn is one of the Chatham luxury 5-star boutique properties where you can treat yourself to plush bedding, designer toiletries, and more. Notable ...
9.2/10 Wonderful! (825 reviews)
window and door were not closing all the way, got noise complaint after daughter became ill. Food was good staff ok

Reviewed on 2026/5/13

Chatham Bars Inn
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

4.5 out of 5
1882 Main St Brewster MA
  • 2 hours drive from Gillette Stadium
Pamper yourself with a luxury stay at Candleberry Inn on Cape Cod, where you can enjoy amenities like Champagne service, massage services, and more. Deluxe amenities ...
10/10 Exceptional! (140 reviews)
Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!

Reviewed on 2026/5/6

Candleberry Inn on Cape Cod
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
2907 Main Street Brewster MA
  • 2 hours drive from Gillette Stadium
The Mansion at Ocean Edge is a Brewster luxury 4-star beach property where you can pamper yourself with designer toiletries, premium channels, and more. The ...
8.2/10 Very Good! (1,002 reviews)
A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on 2026/4/28

The Mansion at Ocean Edge
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.