Title: Boston Vacation Packages 2026 from $294 | Expedia.com [Boston Travel Guide](https://expedia.com/Boston.dx3000454369)[Hotels in Boston](https://expedia.com/Boston-Hotels.d3000454369.Travel-Guide-Hotels)[Vacation Rentals in Boston](https://expedia.com/Boston-Vacation-Rentals.d3000454369.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.com/Cheap-Flights-To-Boston.d3000454369.Travel-Guide-Flights)[Car Rentals in Boston](https://expedia.com/Car-Rentals-In-Boston.d3000454369.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Boston Vacations from $294 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## Your Boston Vacation With plenty of highlights as well as some hidden gems, this city is best experienced with a Boston vacation package. Check out places to stay in Squirrel Hill South, which is great for cycling, golfing and dining. A trip to Boston is a superb opportunity to do a bit of sightseeing. Make sure you visit well-known attractions like [Kennywood](https://www.expedia.com/Kennywood-West-Mifflin.d6193719.Vacation-Attraction), [McKeesport Little Theater](https://www.expedia.com/McKeesport-Little-Theater-McKeesport.d553248621532660526.Vacation-Attraction) and [Round Hill Park](https://www.expedia.com/Round-Hill-Park-Elizabeth.d553248621532660520.Vacation-Attraction). Don't put off your visit to this destination any longer. The ultimate Boston vacation is a few quick clicks away with Expedia. ## The Latest Boston vacation packages Price found within the past 48 hours. Click for updated prices. ![Americas Best Value Inn Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/30000/24900/24864/527ef563_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americas Best Value Inn Pittsburgh Airport $294 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 6.6/10 (1,003 reviews) Room was clean. Took a while to heat up. Reviewed on Feb 4, 2026 ![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Pittsburgh, a Marriott Hotel Downtown Pittsburgh Save 100% on your flight $1,264 per person May 22 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 8.6/10 Excellent! (1,001 reviews) Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay. Reviewed on Jan 10, 2026 ![DoubleTree by Hilton Pittsburgh Airport](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363975/06914b18_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Pittsburgh Airport Save 100% on your flight $472 per person Apr 16 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 8.6/10 Excellent! (1,003 reviews) Staff were friendly and very helpful Reviewed on Feb 22, 2026 ![Placemakr Downtown Pittsburgh at The Pennsylvanian](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Downtown Pittsburgh at The Pennsylvanian Downtown Pittsburgh $927 per person May 22 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 8/10 Very Good! (67 reviews) Room was clean , no curtains in the bedroom area which made sleeping after the sun came up hard but the room was great . Reviewed on Feb 26, 2026 ![Etage Executive Living](https://images.trvl-media.com/lodging/23000000/22120000/22118100/22118076/3f15529c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Etage Executive Living Downtown Pittsburgh $896 per person May 22 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,604 reviews) This place is a hidden gem! I've never experienced anything like it. I dont want to give too much away because i feel like they don't know what they have. Amazing view of downtown in an apartment type setting. This place isn't like a traditional hotel, it is my favorite place downtown. Reviewed on Mar 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Boston [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&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=PKG_SPRING_PROMO_3000454369) ## Boston Hotel Deals ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Grand Pittsburgh Downtown 600 Commonwealth Pl Pittsburgh PA Fully refundableReserve now, pay when you stay $107 nightly $122 total Mar 22 - Mar 23 Total with taxes and fees 8.2/10 Very Good! (3,427 reviews) The staff was very responsive and respectful. The hotel itself is beautiful and very cleaned. I will be booking again during the tattoo convention Reviewed on Mar 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=25509&PinnedHotelID=25509&HadPinnedHotel=true®ionId=3000454369) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni William Penn Hotel 530 William Penn Place Pittsburgh PA Fully refundableReserve now, pay when you stay $159 nightly $181 total Mar 21 - Mar 22 Total with taxes and fees 9.2/10 Wonderful! (1,962 reviews) Beautiful Lobby, convenient to many walkable venues, restaurants and coffee shops. We walked to the Incline from here and the point park. Reviewed on Mar 4, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F21%2F2026&endDate=3%2F22%2F2026&selected=2998&PinnedHotelID=2998&HadPinnedHotel=true®ionId=3000454369) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 453 Boulevard of the Allies Pittsburgh PA Fully refundableReserve now, pay when you stay $102 nightly $117 total Mar 16 - Mar 17 Total with taxes and fees 8.4/10 Very Good! (1,462 reviews) Room was clean. Staff was friendly. There was a very strong smell in the hallways but it never got in our room and didn’t affect our stay. Reviewed on Mar 5, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&selected=17900777&PinnedHotelID=17900777&HadPinnedHotel=true®ionId=3000454369) [See all 1,840 properties in Boston](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F6%2F2026&endDate=3%2F7%2F2026®ionId=3000454369) 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. ## Find the Best Boston Vacation Packages ## Boston Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Closest Airport | Pittsburgh Intl. Airport (PIT) | | Population | 550 | | Top Sights | [Kennywood](https://www.expedia.com/Kennywood-West-Mifflin.d6193719.Vacation-Attraction), [Sandcastle Water Park](https://www.expedia.com/Sandcastle-Water-Park-West-Homestead.d6078715.Vacation-Attraction) and [Carnegie Museum of Natural History](https://www.expedia.com/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction) | ## 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) ![](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.com/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.com/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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](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) ## Frequently asked questions ### How much does a Boston vacation package cost? ### What are the cheapest months to go to Boston? ### How many days is enough for Boston? ### How to find the best Boston package deals? ### Is it cheaper to book a Boston vacation as a package? ### When to book a vacation package to Boston? ### Does Expedia offer Book Now, Pay Later Boston vacation packages? \* 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 even more - get up to 20% on select hotels 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