Title: Massachusetts Romantic Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Massachusetts Romantic Vacations ## Book a Romantic Hotel + Flight or Car together to unlock savings ## Top Romantic vacation packages in 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 Save 100% on your flight $591 per person May 12 - May 15 found 1 day ago Roundtrip flight included Orlando (MCO) to Boston (BOS) 8.8/10 Excellent! (1,793 reviews) Air in room didn't work properly. Toilet ran all night. Didn't have staff on hand to handle when requested for two more hours Reviewed on Mar 11, 2026 ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End Save 100% on your flight $899 per person May 12 - May 15 found 1 day ago Roundtrip flight included Orlando (MCO) to Boston (BOS) 8.6/10 Excellent! (1,384 reviews) Good location to T.D. Garden. Reviewed on Mar 7, 2026 ![Revere Hotel Boston Common](https://images.trvl-media.com/lodging/1000000/20000/16700/16680/0ed5a88d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Revere Hotel Boston Common Bay Village Save 100% on your flight $946 per person May 12 - May 15 found 1 day ago Roundtrip flight included Orlando (MCO) to Boston (BOS) 9/10 Wonderful! (1,966 reviews) Beautiful location, very well decorated, loved the metal work scattered throughout the building. The beds were comfortable, loved the view from the 15th floor. It was great having real creamer available for the in room coffee maker. This was a very nice place, but a few things kept it from being a great place. The internet connection was terrible. You never knew if you were going to be able to access it or not. This was between two Iphones, two Ipads and a laptop computer. Very frustrating, ended up having to spend have the time with my phone as a hotspot to get access. I wake up earlier than my daughter, and when I went downstairs to have coffee the first morning, the music pumped into the lobby where the coffee is was too loud, too uptempo, definitely evening vibe for younger folks, but not coffee appropriate for those of us wanting to wake up gently. And when everything else is this nice, why in the heck do you skimp for single ply sandpaper toilet paper? I'd rather pay an extra dollar a night and get something good! Other than that, I thought it was a good value for my stay, very conveniently located to Boston Commons and several very good restaurants. Reviewed on Mar 10, 2026 ![Crowne Pointe Historic Inn & Spa - Adults Only](https://images.trvl-media.com/lodging/1000000/910000/906400/906319/060f800d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Pointe Historic Inn & Spa - Adults Only $694 per person May 13 - May 17 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Provincetown (PVC) 9.2/10 Wonderful! (849 reviews) We had a great room (king superior) that was spacious, clean and quiet. The bed was comfortable and the staff and management were incredibly friendly and welcoming. Would definitely stay here again! Reviewed on Jan 2, 2026 ![Hotel AKA Boston Common](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/14d6b0b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Boston Common Downtown Boston Save 100% on your flight $998 per person May 12 - May 15 found 1 day ago Roundtrip flight included Orlando (MCO) to Boston (BOS) 9/10 Wonderful! (1,505 reviews) Great staff clean, comfortable room with amazing views of the city Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-12/2026-04-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic vacations 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 Save 100% on your flight $802 per person Apr 11 - Apr 13 found 1 day ago Roundtrip flight included Jacksonville (JAX) to Boston (BOS) 9.8/10 Exceptional! (1,002 reviews) Best hotel ive ever stayed in. Reviewed on Mar 11, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston Save 100% on your flight $886 per person Apr 11 - Apr 13 found 1 day ago Roundtrip flight included Jacksonville (JAX) to Boston (BOS) 9.6/10 Exceptional! (1,003 reviews) Friendly staff, clean room Reviewed on Feb 20, 2026 ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chatham Bars Inn Save 100% on your flight $1,486 per person May 22 - May 25 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Boston (BOS) 9.2/10 Wonderful! (812 reviews) The room was very clean, linens were so comfortable and cozy. It was a good thing because we couldn't grt the heat to work, the room stayed between 59-61 degrees. Our second room we also had the water faucet in the shower fell off, took maintenance 15plus minutes to shut off. Upon check in,we were told 1 room was ready and the second was almost ready. We opted.to wait for both. An hour passed and still no.word. A different front desk person then said neither room were ready. Then told had to wait until 4pm. This was not the experience i would have expected from such an exclusive property, especially during off season. Reviewed on Feb 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-12/2026-04-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic vacations in Massachusetts Price found within the past 48 hours. Click for updated prices. ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End Save 100% on your flight $899 per person May 12 - May 15 found 1 day ago Roundtrip flight included Orlando (MCO) to Boston (BOS) 8.6/10 Excellent! (1,384 reviews) Good location to T.D. Garden. Reviewed on Mar 7, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston Save 100% on your flight $1,092 per person May 13 - May 16 found 1 day ago Roundtrip flight included Philadelphia (PHL) to Boston (BOS) 9.6/10 Exceptional! (1,003 reviews) Friendly staff, clean room Reviewed on Feb 20, 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 Save 100% on your flight $1,760 per person May 13 - May 16 found 1 day ago Roundtrip flight included Philadelphia (PHL) to Boston (BOS) 9.8/10 Exceptional! (1,002 reviews) Best hotel ive ever stayed in. Reviewed on Mar 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-12/2026-04-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic vacations in Massachusetts Price found within the past 48 hours. Click for updated prices. ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End Save 100% on your flight $1,097 per person May 12 - May 16 found 1 day ago Roundtrip non-stop flight included Greensboro (GSO) to Boston (BOS) 8.6/10 Excellent! (1,384 reviews) Good location to T.D. Garden. Reviewed on Mar 7, 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 Save 100% on your flight $1,951 per person Apr 13 - Apr 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Boston (BOS) 9.8/10 Exceptional! (1,002 reviews) Best hotel ive ever stayed in. Reviewed on Mar 11, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston Save 100% on your flight $1,688 per person Apr 13 - Apr 17 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Boston (BOS) 9.6/10 Exceptional! (1,003 reviews) Friendly staff, clean room Reviewed on Feb 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Massachusetts [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-12/2026-04-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=THVAD_SPRING_PROMO_223) ## How to find a romantic Massachusetts vacation #### How can I find the best Massachusetts vacation packages for couples? To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing. #### How can I find cheap Massachusetts romantic packages for two? For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering. #### How can I plan a great romantic trip to Massachusetts? Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two. #### How much is a trip for two to Massachusetts? Put a price on love with stunning deals for duos starting at just $591\. Prices and availability are subject to change. Additional terms may apply. #### Can I book Massachusetts spa packages for couples? Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match. #### How can I book romantic weekend getaway packages in Massachusetts? To book a loved-up break in Massachusetts, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation). #### Can I book a romantic trip to Massachusetts with free cancellation and/or flexible dates? The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options. #### Why should I book my Massachusetts romantic holiday with Expedia? If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection? ## Top Romantic Massachusetts Hotels ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Seaport Hotel Boston 1 Seaport Lane Boston MA - 6 min walk from Fenway Park $165 nightly $191 total Apr 5 - Apr 6 Total with taxes and fees A garden, a lobby fireplace, and premium mattresses await couples visiting this romantic hotel. The property also offers onsite dining, a terrace, and a waterfront ... 9.6/10 Exceptional! (4,057 reviews) Couples like: onsite spa services, bar Travelers say... Excellent gym, with equipment not often found in hotel gyms, Such as stairmills and Concept II rowing machines.Toma restaurant was excellent. Room was beautiful, comfortable and well equipped. Neighborhood is great. Reviewed on Mar 12, 2026 [](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Nantasket Beach Resort](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/bb22da0a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Nantasket Beach Resort 45 Hull Shore Drive Hull MA - 13 min drive from Fenway Park $131 nightly $147 total Apr 1 - Apr 2 Total with taxes and fees A hot tub and in-room fireplaces await at this romantic hotel, which also offers premium mattresses and a beachfront location. 8.6/10 Excellent! (1,007 reviews) Couples like: hot tub, on the beach, fireplace Travelers say... I had a very pleasant two night stay this week. The staff were very friendly. I didn’t check everything in the room but everything seemed to working great. I also loved hearing the sound of the surf as I fell asleep and woke up. Quite a feature. The restaurant. Was busy even on a Sunday evening with ... Reviewed on Mar 11, 2026 [](https://expedia.com/Boston-Hotels-Nantasket-Beach-Resort.h796159.Hotel-Information) ![Hotel AKA Boston Common](https://images.trvl-media.com/lodging/1000000/870000/867400/867308/14d6b0b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel AKA Boston Common 90 Tremont St Boston MA - 15 min walk from Fenway Park $220 nightly $256 total Mar 22 - Mar 23 Total with taxes and fees You and your sweetheart are sure to love the premium mattresses and luxury bedding at this boutique hotel. You'll also appreciate the restaurant, bar, and local ... 9/10 Wonderful! (1,522 reviews) Great staff clean, comfortable room with amazing views of the city Reviewed on Mar 9, 2026 [](https://expedia.com/Boston-Hotels-Hotel-AKA-Boston-Common.h867308.Hotel-Information) [See all 17,961 properties in Massachusetts](https://expedia.com/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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Top Romantic Vacation Destinations > - [Romantic Vacations in Hawaii ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/213/Hawaii) > - [Romantic Vacations in Tennessee ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/244/Tennessee) > - [Romantic Vacations in Florida ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/211/Florida) > - [Romantic Vacations in Mexico 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> - [Romantic Vacations in the Florida Keys ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/6023765/Florida-Keys) > - [Romantic Vacations in Colorado ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/207/Colorado) > - [Romantic Vacations in Jamaica ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/88/Jamaica) > - [Romantic Vacations in the Bahamas ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/13/Bahamas) > - [Romantic Vacations in Chicago ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/178248/Chicago) > - [Romantic Vacations in the Caribbean ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/6022969/Caribbean) > - [Romantic Vacations in Alaska ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/203/Alaska) ## More Vacation Ideas [Massachusetts Flights ](https://expedia.com/Destinations-In-Massachusetts.d223.Flight-Destinations)[ Massachusetts Hotels ](https://expedia.com/Destinations-In-Massachusetts.d223.Hotel-Destinations)[ Vacation Rentals in Massachusetts ](https://expedia.com/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[ Car Rentals in Massachusetts ](https://expedia.com/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[ Massachusetts Vacations ](https://expedia.com/Massachusetts.d223.Destination-Travel-Guides)[ Things to do in Massachusetts ](https://expedia.com/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.