Title: Luxury Vacations in Massachusetts 2026 | Expedia.ca ![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # 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 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 $718 per person Mar 12 - Mar 14 found 23 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9/10 Wonderful! (1,094 reviews) Staff was great! Still playing Christmas Music in the ballrooms where meetings are held. Food at the meeting was great! Great bar! Great location to Back Bay. Reviewed on Jan 30, 2026 ![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 $1,090 per person Mar 12 - Mar 14 found 23 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 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 $3,892 per person Mar 30 - Apr 6 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) 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 ![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 $1,381 per person Apr 9 - Apr 12 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 3, 2026 ![Kimpton Marlowe Hotel by IHG](https://images.trvl-media.com/lodging/1000000/910000/903200/903185/bd38e780_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Marlowe Hotel by IHG East Cambridge CA $1,569 per person Mar 18 - Mar 24 found 13 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.2/10 Wonderful! (1,000 reviews) Nice decor and friendly staff. Didn’t quite understand the amenities fee. Just seemed like an extra cost you pay after you’ve already prepaid for your stay. Just include it up front. Also found it weird that I had to ask for a kettle at the front desk so I could make tea. Most hotels have this in the room already. I didn’t stay at the hotel much but the room was comfortable. Reviewed on Jan 29, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Massachusetts 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 $1,090 per person Mar 12 - Mar 14 found 23 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 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 $3,892 per person Mar 30 - Apr 6 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) 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 ![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 $1,381 per person Apr 9 - Apr 12 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Massachusetts 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 $1,262 per person Mar 20 - Mar 23 found 12 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![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 $1,381 per person Apr 9 - Apr 12 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 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 $1,371 per person Mar 28 - Mar 31 found 1 hour ago Roundtrip flight included Ottawa (YOW) 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 Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Massachusetts Price found within the past 48 hours. Click for updated prices. ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Godfrey Hotel Boston Downtown Boston CA $1,429 per person Mar 12 - Mar 16 found 1 day ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 9.4/10 Exceptional! (4,672 reviews) The staff was extremely friendly and accommodating. The decor was beautiful. The room was very clean and comfortable. Reviewed on Feb 6, 2026 ![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 $1,473 per person Mar 12 - Mar 16 found 1 day ago Roundtrip flight included Halifax (YHZ) to Boston (BOS) 9/10 Wonderful! (1,094 reviews) Staff was great! Still playing Christmas Music in the ballrooms where meetings are held. Food at the meeting was great! Great bar! Great location to Back Bay. Reviewed on Jan 30, 2026 ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seaport Hotel Boston Seaport District CA $1,926 per person Apr 19 - Apr 23 found 24 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Boston (BOS) 9.6/10 Exceptional! (3,661 reviews) Beautiful hotel, excellent staff and really nice location. Reviewed on Feb 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Massachusetts vacation with Expedia #### What are some benefits when booking luxury Massachusetts vacations? When you book a luxury 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 Massachusetts? If you're looking for something luxurious in 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 $718, 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 18\. 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 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 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 Massachusetts. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in 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 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 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 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 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 CA $520 CA $677 total Feb 11 - Feb 12 includes taxes & fees 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! (580 reviews) Everything perfect Reviewed on Jan 17, 2026 [](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 CA $286 CA $373 total Feb 22 - Feb 23 includes taxes & fees 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! (1,008 reviews) A hotel of Distinction, and concomitant staff hospitality! Reviewed on Jan 31, 2026 [](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 CA $513 CA $597 total Feb 12 - Feb 13 includes taxes & fees 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) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 3, 2026 [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) [See all 17,792 properties in Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=223) 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 [Massachusetts Flights ](https://expedia.ca/Destinations-In-Massachusetts.d223.Flight-Destinations)[ Massachusetts Hotels ](https://expedia.ca/Destinations-In-Massachusetts.d223.Hotel-Destinations)[ Massachusetts Vacation Rentals ](https://expedia.ca/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[ Massachusetts Car Rentals ](https://expedia.ca/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[ Massachusetts Vacations ](https://expedia.ca/Massachusetts.d223.Destination-Travel-Guides)[ Things to do in Massachusetts ](https://expedia.ca/Things-To-Do-In-Massachusetts.d223.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