
Lakes Region Luxury Vacations
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Top Luxury vacation packages in Lakes Region
Price found within the past 48 hours. Click for updated prices.

The Whitney Hotel
Beacon Hill
Save 100% on your flight  
Price was ¥155,942, price is now ¥98,642 per person
¥98,642
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.
Reviewed on Oct 13, 2025

Raffles Boston
Back Bay
Save 100% on your flight  
Price was ¥183,674, price is now ¥106,278 per person
¥106,278
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (169 reviews)
Overall, my husband & I enjoyed our stay at the Raffles -- but we weren't thrilled with the level of service we received. Specifically: 
- We checked in late (~11pm) due to a train delay, and the front desk informed us that our "butler" would reach out the next morning to introduce various services, etc. That never happened, which was disappointing because butler service is a Raffles staple that we were looking forward to experiencing.
- Upon getting to our room, which was otherwise lovely, it became clear that the touchscreen-enabled lighting system had malfunctioned. This meant we could only have ALL the lights in the room (+ bathroom) 100% on or 100% off -- no in-between (and no dimming, etc). I alerted the front desk immediately, who offered to send an engineer "within an hour or so" -- but at that point it was nearly 12am, and we were too exhausted to wait so we declined. No one ever followed up with us or offered a solution to the issue, which grew increasingly annoying throughout our stay (e.g., I had to use my phone light to use the bathroom at night because the only other option would have been to turn ALL of the lights on 100% (and wakeup my husband). The issue also extended to the "request service" vs. "privacy please" button, so we had no way of requesting (or denying) maid service.
- My husband & I celebrated our anniversary on this trip, and I let the hotel know in advance (hoping for at least a card or little treat) -- but this went 100% unacknowleged.
Reviewed on Oct 20, 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 1 day 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

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 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
Excellent hotel, great location, staff fantastic
Reviewed on Oct 31, 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 1 day 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
Don't see what you're looking for?
See all available trips from Toronto to Lakes Region
View all trips5* Luxury vacations in Lakes Region
Price found within the past 48 hours. Click for updated prices.

Raffles Boston
Back Bay
Save 100% on your flight  
Price was ¥183,674, price is now ¥106,278 per person
¥106,278
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (169 reviews)
Overall, my husband & I enjoyed our stay at the Raffles -- but we weren't thrilled with the level of service we received. Specifically: 
- We checked in late (~11pm) due to a train delay, and the front desk informed us that our "butler" would reach out the next morning to introduce various services, etc. That never happened, which was disappointing because butler service is a Raffles staple that we were looking forward to experiencing.
- Upon getting to our room, which was otherwise lovely, it became clear that the touchscreen-enabled lighting system had malfunctioned. This meant we could only have ALL the lights in the room (+ bathroom) 100% on or 100% off -- no in-between (and no dimming, etc). I alerted the front desk immediately, who offered to send an engineer "within an hour or so" -- but at that point it was nearly 12am, and we were too exhausted to wait so we declined. No one ever followed up with us or offered a solution to the issue, which grew increasingly annoying throughout our stay (e.g., I had to use my phone light to use the bathroom at night because the only other option would have been to turn ALL of the lights on 100% (and wakeup my husband). The issue also extended to the "request service" vs. "privacy please" button, so we had no way of requesting (or denying) maid service.
- My husband & I celebrated our anniversary on this trip, and I let the hotel know in advance (hoping for at least a card or little treat) -- but this went 100% unacknowleged.
Reviewed on Oct 20, 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 1 day 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

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 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
Excellent hotel, great location, staff fantastic
Reviewed on Oct 31, 2025
Don't see what you're looking for?
See all available trips from Toronto to Lakes Region
View all trips3 Night Luxury vacations in Lakes Region
Price found within the past 48 hours. Click for updated prices.

The Whitney Hotel
Beacon Hill
Save 100% on your flight  
Price was ¥155,942, price is now ¥98,642 per person
¥98,642
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.
Reviewed on Oct 13, 2025

Raffles Boston
Back Bay
Save 100% on your flight  
Price was ¥183,674, price is now ¥106,278 per person
¥106,278
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (169 reviews)
Overall, my husband & I enjoyed our stay at the Raffles -- but we weren't thrilled with the level of service we received. Specifically: 
- We checked in late (~11pm) due to a train delay, and the front desk informed us that our "butler" would reach out the next morning to introduce various services, etc. That never happened, which was disappointing because butler service is a Raffles staple that we were looking forward to experiencing.
- Upon getting to our room, which was otherwise lovely, it became clear that the touchscreen-enabled lighting system had malfunctioned. This meant we could only have ALL the lights in the room (+ bathroom) 100% on or 100% off -- no in-between (and no dimming, etc). I alerted the front desk immediately, who offered to send an engineer "within an hour or so" -- but at that point it was nearly 12am, and we were too exhausted to wait so we declined. No one ever followed up with us or offered a solution to the issue, which grew increasingly annoying throughout our stay (e.g., I had to use my phone light to use the bathroom at night because the only other option would have been to turn ALL of the lights on 100% (and wakeup my husband). The issue also extended to the "request service" vs. "privacy please" button, so we had no way of requesting (or denying) maid service.
- My husband & I celebrated our anniversary on this trip, and I let the hotel know in advance (hoping for at least a card or little treat) -- but this went 100% unacknowleged.
Reviewed on Oct 20, 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 1 day 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
Don't see what you're looking for?
See all available trips from Toronto to Lakes Region
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
