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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 ...

9/10 Wonderful! (802 reviews)

Room was very clean but a little dated also there is very little space to put your clothes away…no dressers

Reviewed on Jan 3, 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! (139 reviews)

Thank you for a great stay!

Charlene and Eric were amazing hosts! The breakfast is to die for. If they have blueberry pancakes on the menu during your stay, they are a must try!

Reviewed on Aug 29, 2025

The Mansion at Ocean Edge

2907 Main Street Brewster MA

2 hours drive from Gillette Stadium

Choose luxury at The Mansion at Ocean Edge, where you can enjoy amenities like designer toiletries, premium channels, and more. The 3 poolside bars, 3 outdoor ...

8.2/10 Very Good! (999 reviews)

Over the top, Mansion full of history, c Great food, wonderful view of bay water. Best bread pudding ever! And what a surprise when we found our room stocked with wine, chocolates, nuts fruits cheese and cake in honor of our 52 nd anniversary, with a card! ALWAYS WANTED TO STAY THERE, M NOW I WILL ...

Reviewed on Jan 3, 2026

See all 10,990 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.