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. ![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 $510 per person Apr 10 - Apr 12 found 5 hours ago Roundtrip flight included Buffalo (BUF) to Boston (BOS) 9.4/10 Exceptional! (4,672 reviews) Staff was great. Parking was a bit of a challenge (always is in Boston) but manageable. The hotel renovations didn't interfere with our stay at all. Location to the concert venue was perfect and having snacks in the room for after the show was fantastic Reviewed on Feb 3, 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 $1,324 per person Apr 10 - Apr 12 found 17 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 ![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 $758 per person Mar 6 - Mar 8 found 24 hours ago Roundtrip flight included Toronto (YTZ) 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 ![The Bostonian Boston](https://images.trvl-media.com/lodging/1000000/20000/15200/15159/680c86ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Bostonian Boston Government Center CA $737 per person Mar 6 - Mar 8 found 24 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 8.2/10 Very Good! (1,939 reviews) Hotel is located in a great part of Boston and very convenient to airport and sights. We had an issue with the heat in the room and stag was very responsive and immediately checked on the heating unit - it couldn’t be fixed, so they moved us to another room very quickly. All staff were professional and very pleasant! Reviewed on Feb 2, 2026 ![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Boston/Cambridge MIT CA $528 per person Apr 10 - Apr 12 found 5 hours ago Roundtrip flight included Buffalo (BUF) to Boston (BOS) 9/10 Wonderful! (2,215 reviews) Room was quiet, clean and comfortable. Burgers at Paperback Tavern were great! Reviewed on Jan 31, 2026 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/2026-03-04/2026-03-11/?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. ![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 $1,129 per person Apr 10 - Apr 12 found 15 hours ago Roundtrip flight included Toronto (YTO) 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 ![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 $1,324 per person Apr 10 - Apr 12 found 17 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 ![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 $1,132 per person Mar 6 - Mar 8 found 24 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/2026-03-04/2026-03-11/?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. ![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 $948 per person Apr 21 - Apr 24 found 11 hours ago Roundtrip flight included Buffalo (BUF) 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 $1,359 per person Mar 6 - Mar 9 found 24 hours ago Roundtrip flight included Toronto (YTZ) 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 $1,241 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YTO) 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 Eastern Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-04/2026-03-11/?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 Ritz-Carlton, Boston](https://images.trvl-media.com/lodging/1000000/700000/696000/695991/7e37dec5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Boston Downtown Boston CA $1,483 per person Mar 18 - Mar 22 found 6 hours ago Roundtrip flight included Toronto (YTZ) to Boston (BOS) 9/10 Wonderful! (410 reviews) We had a great stay! Reviewed on Jan 16, 2026 ![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 $1,807 per person Mar 18 - Mar 22 found 6 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 ![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 $1,645 per person Mar 18 - Mar 22 found 6 hours ago Roundtrip flight included Toronto (YTZ) 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 Eastern Massachusetts [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-04/2026-03-11/?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 $510, 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 16\. 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! (576 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 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 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! (1,001 reviews) Very nice hotel with excellent staff. Reviewed on Jan 28, 2026 [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) [See all 15,969 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