Title: Mountain Vacations in North Shore 2026 | Expedia.ca

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# North Shore Mountain Vacations

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Photo by Donny Campos

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## Flight and Mountain hotel deals in North Shore

Price found within the past 48 hours. Click for updated prices.

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $978

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Beautiful property and room.

Reviewed on Jan 8, 2026

![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mandarin Oriental, Boston

Back Bay

CA $2,631

per person

Mar 14 - Mar 20

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (376 reviews)

Immaculate, convenient, good food, great staff, perfect facilities, and nice little touches.

Reviewed on Nov 21, 2025

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,619

per person

Mar 12 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!…….

Reviewed on Dec 28, 2025

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chatham Bars Inn

CA $2,745

per person

Mar 4 - Mar 11

found 13 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.2/10 Wonderful! (795 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

![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Newbury Boston

Back Bay

CA $1,762

per person

Mar 22 - Mar 28

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (536 reviews)

Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good

Reviewed on Jan 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to North Shore

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-10/2026-02-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Mountain holidays in North Shore

Price found within the past 48 hours. Click for updated prices.

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,619

per person

Mar 12 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!…….

Reviewed on Dec 28, 2025

![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mandarin Oriental, Boston

Back Bay

CA $2,631

per person

Mar 14 - Mar 20

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (376 reviews)

Immaculate, convenient, good food, great staff, perfect facilities, and nice little touches.

Reviewed on Nov 21, 2025

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chatham Bars Inn

CA $2,745

per person

Mar 4 - Mar 11

found 13 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.2/10 Wonderful! (795 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

Don't see what you're looking for?

See all available trips from Columbus to North Shore

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-10/2026-02-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Mountain holidays in North Shore

Price found within the past 48 hours. Click for updated prices.

![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Whitney Hotel

Beacon Hill

CA $1,079

per person

Mar 25 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Boston (BOS)

9.6/10 Exceptional! (482 reviews)

Our second stay there, love it

Reviewed on Dec 25, 2025

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,295

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!…….

Reviewed on Dec 28, 2025

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,246

per person

Mar 25 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Everything was perfect

Reviewed on Jan 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to North Shore

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-10/2026-02-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Mountain holidays in North Shore

Price found within the past 48 hours. Click for updated prices.

![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,520

per person

Feb 12 - Feb 16

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (247 reviews)

Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,890

per person

Apr 2 - Apr 6

found 8 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Beautiful property and room.

Reviewed on Jan 8, 2026

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $1,619

per person

Mar 12 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!…….

Reviewed on Dec 28, 2025

Don't see what you're looking for?

See all available trips from Columbus to North Shore

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-10/2026-02-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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## More Vacations Ideas

[Flights to North Shore

](https://expedia.ca/Cheap-Flights-To-North-Shore.d6047672.Travel-Guide-Flights)[

North Shore Hotels

](https://expedia.ca/North-Shore-Hotels.d6047672.Travel-Guide-Hotels)[

North Shore Vacation Rentals

](https://expedia.ca/North-Shore-Vacation-Rentals.d6047672.Travel-Guide-VacationRentals)[

North Shore Car Rentals

](https://expedia.ca/Car-Rentals-In-North-Shore.d6047672.Car-Rental-Guide)[

North Shore Vacations

](https://expedia.ca/North-Shore.d6047672.Destination-Travel-Guides)[

Things to do in North Shore

](https://expedia.ca/Things-To-Do-In-North-Shore.d6047672.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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