Southeast Massachusetts Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NT$5,067 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury Southeast Massachusetts Hotels
Chatham Bars Inn
297 Shore Rd, Chatham, MA
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! (782 reviews)
"5 star experience!!"
Reviewed on 2025/8/4
Candleberry Inn on Cape Cod
1882 Main St, Brewster, MA
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! (136 reviews)
"My husband and I loved our stay at the Candleberry Inn. Before we even walked in the Inn, we were pleasantly surprised to see the charging stations for our electric vehicle. We were greeted with a friendly hello and cookies and then escorted to our beautiful, quaint room (#5). Charlene, the innkeeper, ..."
Reviewed on 2025/8/15
The Mansion at Ocean Edge
2907 Main Street, Brewster, MA
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)
"Everything was great!"
Reviewed on 2025/8/13
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.