Title: Ski Vacations in Eastern Massachusetts 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6228823/aff3ef32-252a-4bea-af5d-32b409f84451.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Eastern Massachusetts Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 Ski hotel deals in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![Fairmont Copley Plaza, Boston](https://images.trvl-media.com/lodging/1000000/30000/26000/25981/ea541272_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Copley Plaza, Boston Back Bay CA $1,065 per person Nov 21 - Nov 23 found 1 day ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9/10 Wonderful! (1,086 reviews) Great service from reception staff, and bustling cosy restaurant. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-23/?FromAirport=YTZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25981&paandie=true&HotelClass=40&dealMarker=zsdb7AqbqTyQd7e-XzjFS_xCrw0q2k72JqPDHq_Zy7umOC6GLMgGeW784C97x_Ev) Don't see what you're looking for? See all available trips from Columbus to Eastern Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![Fairmont Copley Plaza, Boston](https://images.trvl-media.com/lodging/1000000/30000/26000/25981/ea541272_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Copley Plaza, Boston Back Bay CA $1,124 per person Nov 21 - Nov 24 found 1 day ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9/10 Wonderful! (1,086 reviews) Great service from reception staff, and bustling cosy restaurant. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YTZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25981&paandie=true&HotelClass=40&dealMarker=zsdb7AqbqTyQd7e-XzjFSyvQDL_PHTQO6SfysBTxHyD049Tb0k6svAtO5U-kDXml) Don't see what you're looking for? See all available trips from Columbus to Eastern Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![Marriott Boston Quincy](https://images.trvl-media.com/lodging/1000000/660000/658900/658857/3e957c22_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Boston Quincy CA $839 per person Jan 1 - Jan 5 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Boston (BOS) 8.8/10 Excellent! (1,255 reviews) Had very good service. Had small issue with room it was taken care of immediately. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YVR&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=658857&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fsq64skt-NAVj1jileyuWIuhsKZ-4n0cRghtAJAXMVAa) ![Hyatt Place Boston/Braintree](https://images.trvl-media.com/lodging/6000000/5100000/5096400/5096314/c289ebf6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Boston/Braintree CA $852 per person Jan 1 - Jan 5 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Boston (BOS) 9/10 Wonderful! (2,540 reviews) We really employed our stay at Hyatt place Boston/braintree. The staff were really helpful. The rooms were nice and they had lots of parking. The area around the hotel was fantastic with several restaurants just out the door and down the stairs. There is also a mall across the road. Easy access to Boston Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YVR&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5096314&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fsq64skt-NAVj1jileyuWIsvD2BoOQUl0z7Efhq5qxHp) ![Comfort Inn Randolph - Boston](https://images.trvl-media.com/lodging/1000000/30000/24800/24702/170b9159_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Randolph - Boston CA $857 per person Jan 1 - Jan 5 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Boston (BOS) 7.8/10 Good! (1,017 reviews) The receptionists were great Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YVR&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=24702&paandie=true&dealMarker=AlSUg5ZYvJADzyFiWls2Fsq64skt-NAVj1jileyuWIvcAGxF9ZpoOdrHXRxstDY8) Don't see what you're looking for? See all available trips from Columbus to Eastern Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Eastern Massachusetts #### What are some benefits when booking ski vacations in Eastern Massachusetts? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in Eastern Massachusetts? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Eastern Massachusetts, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in Eastern Massachusetts with some as cheap as CA $839. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout Eastern Massachusetts. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 6 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Eastern Massachusetts. #### Can I book all-inclusive ski vacations in Eastern Massachusetts? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Eastern Massachusetts in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Eastern Massachusetts's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in Eastern Massachusetts? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in Eastern Massachusetts. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 6. With Expedia Rewards, you can earn points towards your next booking. ## Ski Hotels in Eastern Massachusetts ![Westford Regency Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/900000/890900/890805/06eecf1d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Westford Regency Inn & Conference Center 219 Littleton Rd, Westford, MA - 36 min drive from Fenway Park Stay at this 3-star business-friendly hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ... 8/10 Very Good! (1,017 reviews) "Great place Has been for 30 years but getting a bit dated and needs a refresh" Reviewed on Oct 14, 2025 [](https://expedia.ca/Westford-Hotels-Westford-Regency-Inn-Conference-Center.h890805.Hotel-Information) ![Hampton Inn & Suites Westford-Chelmsford](https://images.trvl-media.com/lodging/2000000/1750000/1747300/1747236/33506893_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Westford-Chelmsford 9 Nixon Rd, Westford, MA - 38 min drive from Fenway Park Stay at this hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ... 8.6/10 Excellent! (1,018 reviews) "Staff was pleasant and prompt" Reviewed on Oct 19, 2025 [](https://expedia.ca/Westford-Hotels-Hampton-Inn-Suites-Westford-Chelmsford.h1747236.Hotel-Information) ![Homewood Suites by Hilton Boston/Canton, MA](https://images.trvl-media.com/lodging/5000000/4520000/4517500/4517418/30649866_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Homewood Suites by Hilton Boston/Canton, MA 50 Royall St, Canton, MA - 23 min drive from Fenway Park Stay at this 3-star business-friendly hotel in Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ... 9/10 Wonderful! (1,005 reviews) "Kitchen/dining was perfect, and the staff for breakfast was happy and personable, along with doing great work." Reviewed on Oct 15, 2025 [](https://expedia.ca/Boston-Hotels-Homewood-Suites-By-Hilton-BostonCanton.h4517418.Hotel-Information) [See all 15,182 properties in Eastern Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6234158) 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. ## 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) ### Top Ski Vacation Destinations > - [Ski vacations in Canada](https://www.expedia.ca/lp/theme-vacations/ski-vacations/31/Canada) > - [Ski vacations in Whistler](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to Eastern Massachusetts](https://expedia.ca/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)[Eastern Massachusetts Hotels](https://expedia.ca/Eastern-Massachusetts-Hotels.d6234158.Travel-Guide-Hotels)[Eastern Massachusetts Vacation Rentals](https://expedia.ca/Eastern-Massachusetts-Vacation-Rentals.d6234158.Travel-Guide-VacationRentals)[Eastern Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Massachusetts.d6234158.Car-Rental-Guide)[Eastern Massachusetts Vacations](https://expedia.ca/Eastern-Massachusetts.d6234158.Destination-Travel-Guides)[Things to do in Eastern Massachusetts](https://expedia.ca/Things-To-Do-In-Eastern-Massachusetts.d6234158.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 ![QR code to download the app](data:image/png;base64,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)