Title: Luxury Vacations in Eastern Massachusetts 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 Luxury 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 Luxury hotel deals in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![Battery Wharf Hotel, Boston Waterfront](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/ae40a268_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Battery Wharf Hotel, Boston Waterfront North End CA $592 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 8.8/10 Excellent! (1,743 reviews) Room was great! And loved the rainfall shower! Reviewed on Dec 15, 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 $1,630 per person Feb 10 - Feb 15 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.8/10 Exceptional! (1,006 reviews) Everything was wonderful including a delicious breakfast. We will definitely return. Reviewed on Dec 17, 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 $687 per person Jan 28 - Feb 1 found 5 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,218 reviews) Festive and comfortable beds Reviewed on Dec 18, 2025 ![InterContinental Boston by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/45321953_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Boston by IHG Downtown Boston CA $832 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (1,002 reviews) Beautiful immaculate property and exceptional staff throughout! Reviewed on Dec 17, 2025 ![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 $812 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9/10 Wonderful! (1,094 reviews) Loved sleeping on those beds. So comfortable and cozy. Reviewed on Dec 18, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![InterContinental Boston by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573800/1573788/45321953_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Boston by IHG Downtown Boston CA $832 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.4/10 Exceptional! (1,002 reviews) Beautiful immaculate property and exceptional staff throughout! Reviewed on Dec 17, 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 $1,630 per person Feb 10 - Feb 15 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.8/10 Exceptional! (1,006 reviews) Everything was wonderful including a delicious breakfast. We will definitely return. Reviewed on Dec 17, 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 $1,528 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Saint John (YSJ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Great location and very clean. Friendly staff and overall a wonderful stay in Boston. We would absolutely stay here again. Reviewed on Dec 15, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![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 $617 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (1,218 reviews) Festive and comfortable beds Reviewed on Dec 18, 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 $1,070 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.8/10 Exceptional! (1,006 reviews) Everything was wonderful including a delicious breakfast. We will definitely return. Reviewed on Dec 17, 2025 ![XV Beacon](https://images.trvl-media.com/lodging/1000000/210000/201200/201184/0637e89e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### XV Beacon Beacon Hill CA $1,308 per person Mar 10 - Mar 13 found 14 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9.4/10 Exceptional! (383 reviews) I had a wonderful experience at the XV Beacon Hotel. The room and bathroom was modern and updated. I also thought the gym was clean. Reviewed on Nov 10, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Eastern Massachusetts Price found within the past 48 hours. Click for updated prices. ![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 $687 per person Jan 28 - Feb 1 found 5 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,218 reviews) Festive and comfortable beds Reviewed on Dec 18, 2025 ![Battery Wharf Hotel, Boston Waterfront](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/ae40a268_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Battery Wharf Hotel, Boston Waterfront North End CA $1,118 per person Mar 11 - Mar 15 found 1 day ago Roundtrip flight included Montreal (YUL) to Boston (BOS) 8.8/10 Excellent! (1,743 reviews) Room was great! And loved the rainfall shower! Reviewed on Dec 15, 2025 ![Hotel AKA Back Bay](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070718/969796f7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Back Bay Back Bay CA $1,150 per person Mar 11 - Mar 15 found 3 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Boston (BOS) 9.2/10 Wonderful! (1,196 reviews) Good, clean, I am satisfied Reviewed on Dec 3, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Eastern Massachusetts vacation with Expedia #### What are some benefits when booking luxury Eastern Massachusetts vacations? When you book a luxury Eastern Massachusetts vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Eastern Massachusetts? If you're looking for something luxurious in Eastern Massachusetts, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $592, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 23\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Eastern Massachusetts. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Eastern Massachusetts? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Eastern Massachusetts. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Eastern Massachusetts. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Eastern Massachusetts? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Eastern Massachusetts or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Eastern Massachusetts. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Eastern Massachusetts ![The Newbury Boston](https://images.trvl-media.com/lodging/1000000/10000/400/395/de8ba46e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Newbury Boston 15 Arlington St Boston MA - 9 min walk from Fenway Park Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff ... 9.2/10 Wonderful! (548 reviews) Room was so comfortable and well appointed. Reviewed on Dec 14, 2025 [](https://expedia.ca/Boston-Hotels-The-Newbury-Boston.h395.Hotel-Information) ![The Liberty, a Marriott Luxury Collection Hotel, Boston](https://images.trvl-media.com/lodging/2000000/1690000/1680100/1680030/6f89371e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Liberty, a Marriott Luxury Collection Hotel, Boston 215 Charles St Boston MA - 21 min walk from Fenway Park Book a stay at this luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and 4 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ... 8.8/10 Excellent! (1,004 reviews) Staff was excellent. The hotel is beautiful, the location is amazing Reviewed on Dec 13, 2025 [](https://expedia.ca/Boston-Hotels-The-Liberty.h1680030.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Langham, Boston 250 Franklin St Boston MA - 14 min walk from Fenway Park Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ... 9.6/10 Exceptional! (1,000 reviews) Lovely hotel, clean room, incredibly comfortable bed, great breakfast, kind staff. That's all I ask for. Reviewed on Dec 7, 2025 [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) [See all 15,648 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 Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## 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