Eastern Massachusetts Luxury Vacations
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Top Luxury vacation packages in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Omni Parker House
Downtown Boston
Price was ￥70,783, price is now ￥60,440 per person
￥60,440
per person
Dec 5 - Dec 7
found 4 hours ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
8.8/10 Excellent! (3,111 reviews)
The original room we were given was tiny... so small the toilet didn't even fit correctly in the bathroom and had to be turned 90 degrees. We were going to check out, but the hotel eventually found us an ADA room which was available. That room was much better.
Reviewed on Oct 30, 2025
XV Beacon
Beacon Hill
Save 100% on your flight
Price was ￥198,292, price is now ￥139,666 per person
￥139,666
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (381 reviews)
This is a classy boutique hotel, friendly staff who go the extra mile and keep the property looking sharp. The Moo restaurant is a real hotspot in the area, great food. The location is just where you wanna be in Boston.
Reviewed on Oct 3, 2025
The Bostonian Boston
Government Center
Price was ￥78,158, price is now ￥60,966 per person
￥60,966
per person
Dec 5 - Dec 7
found 4 hours ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
8.4/10 Very Good! (1,952 reviews)
Pros: The hotel is in a wonderful location and all the staff were courteous
Cons: The room was very outdated and had visible mold in the bathroom. Our room had not been restocked with toilet paper/toiletries when we arrived so had to go find those items from house keeping. The hotel also ran out of regular coffee pods so only decaf was available
For the price, I would find a different hotel
Reviewed on Oct 29, 2025
Four Seasons Hotel Boston
Bay Village
Price was ￥200,686, price is now ￥165,892 per person
￥165,892
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (444 reviews)
The Vault is so genius. The staff is beyond compare, intelligent, professional to the highest standard and very thoughtful.
Reviewed on Sep 24, 2025
The Liberty, a Marriott Luxury Collection Hotel, Boston
West End
Price was ￥112,306, price is now ￥94,159 per person
￥94,159
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (1,011 reviews)
Such a beautiful experience. I loved everything about our stay and I can’t wait to come back. Wonderful staff and beautiful hotel, super clean and so much history. Dinner at the Clink inside the hotel was one of the best restaurant experiences I’ve ever had. Delicious and the staff was so thoughtful.
Reviewed on Oct 28, 2025
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View all trips5* Luxury vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
The Liberty, a Marriott Luxury Collection Hotel, Boston
West End
Price was ￥112,306, price is now ￥94,159 per person
￥94,159
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (1,011 reviews)
Such a beautiful experience. I loved everything about our stay and I can’t wait to come back. Wonderful staff and beautiful hotel, super clean and so much history. Dinner at the Clink inside the hotel was one of the best restaurant experiences I’ve ever had. Delicious and the staff was so thoughtful.
Reviewed on Oct 28, 2025
XV Beacon
Beacon Hill
Save 100% on your flight
Price was ￥198,292, price is now ￥139,666 per person
￥139,666
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (381 reviews)
This is a classy boutique hotel, friendly staff who go the extra mile and keep the property looking sharp. The Moo restaurant is a real hotspot in the area, great food. The location is just where you wanna be in Boston.
Reviewed on Oct 3, 2025
Four Seasons Hotel Boston
Bay Village
Price was ￥200,686, price is now ￥165,892 per person
￥165,892
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (444 reviews)
The Vault is so genius. The staff is beyond compare, intelligent, professional to the highest standard and very thoughtful.
Reviewed on Sep 24, 2025
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See all available trips from Toronto to Eastern Massachusetts
View all trips3 Night Luxury vacations in Eastern Massachusetts
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was ￥162,938, price is now ￥107,400 per person
￥107,400
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
Loved the hotel! Beautiful! Staff was exceptional!
Reviewed on Oct 26, 2025
The Newbury Boston
Back Bay
Save 100% on your flight
Price was ￥172,270, price is now ￥109,144 per person
￥109,144
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (522 reviews)
This hotel has it all, best in class care and service.
Reviewed on Oct 24, 2025
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was ￥166,396, price is now ￥112,720 per person
￥112,720
per person
Dec 26 - Dec 29
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (1,008 reviews)
The Langham Boston was spotless, in a perfect location close to all attractions, and I could walk everywhere. The staff were very friendly and attentive — highly recommend!
Reviewed on Oct 28, 2025
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See all available trips from Toronto to Eastern Massachusetts
View all tripsTop Luxury Eastern Massachusetts Hotels
The Newbury Boston
15 Arlington St, Boston, MA
Choose luxury at The Newbury Boston, where you can enjoy amenities like Champagne service, massage services, and more. The restaurant, 24-hour fitness center, ...
9.2/10 Wonderful! (527 reviews)
This hotel has it all, best in class care and service.
Reviewed on Oct 24, 2025
The Liberty, a Marriott Luxury Collection Hotel, Boston
215 Charles St, Boston, MA
Be treated to a luxury stay at The Liberty, a Marriott Luxury Collection Hotel, Boston, where you can enjoy amenities like plush bedding, designer toiletries, ...
8.6/10 Excellent! (1,002 reviews)
Easy small bites for food options at the bar. Food excellent
Reviewed on Oct 23, 2025
The Langham, Boston
250 Franklin St, Boston, MA
Pamper yourself with a luxury stay at The Langham, Boston, where you can enjoy amenities like pillowtop beds, rainfall showers, and more. Deluxe amenities at ...
9.6/10 Exceptional! (1,001 reviews)
The Langham Boston was spotless, in a perfect location close to all attractions, and I could walk everywhere. The staff were very friendly and attentive — highly recommend!
Reviewed on Oct 28, 2025
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.
