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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! (806 reviews)

Our stay was everything you would hope it would be staying at a beautiful 5 star resort. The room was comfortable, beautifully appointed with upscale furnishings and the most comfortable bed. We had a gas fireplace in the room that kept us cozy and casted a warm ambiance for our stay. The hotel staff ...

Reviewed on 2026/1/18

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 2025/8/29

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! (1,000 reviews)

Really nice spot- friendly staff

Reviewed on 2026/1/17

See all 10,974 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.