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Top Luxury Southeast Massachusetts Hotels

Chatham Bars Inn

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! (844 reviews)

"Great resort on the Cape. Very unique and upscale vibe. Awesome location in Chatham."

Reviewed on Jul 8, 2026

Candleberry Inn on Cape Cod

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 May 6, 2026

The Mansion at Ocean Edge

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! (1,001 reviews)

"Most amazing place; great accommodations, family friendly, beach has one of the best waters in the cape. Definitely coming back."

Reviewed on Jul 5, 2026

See all 11,801 properties in Southeast Massachusetts

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.