Title: Mountain Vacations in Southeast Massachusetts 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6047675/e509df6e-5c7b-43dd-9e29-15c54ef7f75c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southeast Massachusetts Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Mountain hotel deals in Southeast Massachusetts Price found within the past 48 hours. Click for updated prices. ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $728 per person Jan 23 - Jan 25 found 1 day ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![The Lenox Hotel Boston](https://images.trvl-media.com/lodging/1000000/10000/6500/6446/db068914_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lenox Hotel Boston Back Bay CA $893 per person Feb 1 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (1,218 reviews) Festive and comfortable beds Reviewed on Dec 18, 2025 ![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 $1,378 per person Feb 1 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Phenomenon phenomenon will definitely will be back Reviewed on Nov 26, 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 $1,909 per person Feb 1 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) It was ok noting like the one overseas. Reviewed on Dec 7, 2025 ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Charles Hotel West Cambridge CA $1,626 per person Feb 1 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.4/10 Exceptional! (1,003 reviews) We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway. Reviewed on Dec 14, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Southeast Massachusetts Price found within the past 48 hours. Click for updated prices. ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Encore Boston Harbor CA $987 per person Mar 10 - Mar 13 found 5 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.6/10 Exceptional! (3,386 reviews) First time in this hotel. We came for my wife’s 50th birthday. Ty he gave us a complimentary room upgrade. Service was excellent and staff was knowledgeable and very friendly. Anyone looking for a great experience and a night out with a significant other this is the place. Reviewed on Dec 16, 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 $1,909 per person Feb 1 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) It was ok noting like the one overseas. Reviewed on Dec 7, 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 $1,238 per person Mar 4 - Mar 7 found 1 day ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Everything was wonderful including a delicious breakfast. We will definitely return. Reviewed on Dec 17, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Southeast Massachusetts Price found within the past 48 hours. Click for updated prices. ![Boston Lodge and Suites](https://images.trvl-media.com/lodging/22000000/21340000/21333100/21333029/d2b7feac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Lodge and Suites Dorchester CA $608 per person Jan 22 - Jan 25 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.4/10 Very Good! (188 reviews) Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available. Reviewed on Nov 10, 2025 ![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 $1,043 per person Mar 4 - Mar 7 found 1 day ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Phenomenon phenomenon will definitely will be back Reviewed on Nov 26, 2025 ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Encore Boston Harbor CA $987 per person Mar 10 - Mar 13 found 5 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.6/10 Exceptional! (3,386 reviews) First time in this hotel. We came for my wife’s 50th birthday. Ty he gave us a complimentary room upgrade. Service was excellent and staff was knowledgeable and very friendly. Anyone looking for a great experience and a night out with a significant other this is the place. Reviewed on Dec 16, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Southeast Massachusetts 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 $1,169 per person Feb 22 - Feb 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Phenomenon phenomenon will definitely will be back Reviewed on Nov 26, 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 $1,525 per person Feb 22 - Feb 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.6/10 Exceptional! (181 reviews) It was ok noting like the one overseas. Reviewed on Dec 7, 2025 ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Charles Hotel West Cambridge CA $1,356 per person Feb 22 - Feb 26 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Boston (BOS) 9.4/10 Exceptional! (1,003 reviews) We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway. Reviewed on Dec 14, 2025 Don't see what you're looking for? See all available trips from Columbus to Southeast Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Southeast Massachusetts ](https://expedia.ca/Cheap-Flights-To-Southeast-Massachusetts.d6047675.Travel-Guide-Flights)[ Southeast Massachusetts Hotels ](https://expedia.ca/Southeast-Massachusetts-Hotels.d6047675.Travel-Guide-Hotels)[ Southeast Massachusetts Vacation Rentals ](https://expedia.ca/Southeast-Massachusetts-Vacation-Rentals.d6047675.Travel-Guide-VacationRentals)[ Southeast Massachusetts Car Rentals ](https://expedia.ca/Car-Rentals-In-Southeast-Massachusetts.d6047675.Car-Rental-Guide)[ Southeast Massachusetts Vacations ](https://expedia.ca/Southeast-Massachusetts.d6047675.Destination-Travel-Guides)[ Things to do in Southeast Massachusetts ](https://expedia.ca/Things-To-Do-In-Southeast-Massachusetts.d6047675.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app