Title: Wellesley Vacation Packages 2026 from $769 | Expedia.com [Wellesley Travel Guide](https://expedia.com/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.com/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Vacation Rentals in Wellesley](https://expedia.com/Wellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals)[Flights to Wellesley](https://expedia.com/Cheap-Flights-To-Wellesley.d7665.Travel-Guide-Flights)[Car Rentals in Wellesley](https://expedia.com/Car-Rentals-In-Wellesley.d7665.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wellesley Vacations from $769 ## 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 Wellesley Vacation Reserve a Wellesley vacation package and prepare to experience everything this city has to offer. Consider staying in the neighborhood of East Cambridge, which is good for shopping, markets and bars and pubs. If your trip to Wellesley includes a little sightseeing, take in renowned attractions like [Wellesley College](https://www.expedia.com/Wellesley-College-Wellesley.d6091825.Vacation-Attraction), [Brandeis University](https://www.expedia.com/Brandeis-University-Waltham.d6092293.Vacation-Attraction) and [Babson College](https://www.expedia.com/Babson-College-Boston.d553248635056398717.Vacation-Attraction). Browse Expedia's wide range of travel options and start organizing your ideal vacation to Wellesley now. ## The Latest Wellesley vacation packages Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Boston North Shore Save 100% on your flight $769 per person Jun 1 - Jun 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 8.2/10 Very Good! (2,398 reviews) Roomy, clean, comfortable. Staff was very friendly and helpful. Reviewed on Mar 6, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay Save 100% on your flight $3,105 per person Jun 1 - Jun 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 9.6/10 Exceptional! (238 reviews) I went to raffles Boston for fiancés birthday and I called a week ahead to get the room decorated for her special day and when I showed up the room was not decorated, I then called and said they didn’t decorate the room like I asked so they asked if they could come up during dinner and decorate so I agreed. When we returned from dinner the room was “decorated”, the sign was hanging off the ceiling and decorations taped poorly and just looked awful. Very disappointed considering this is a expensive 5 start hotel Reviewed on Mar 12, 2026 ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Boston Hotel at the Seaport Seaport District Save 100% on your flight $1,566 per person Jun 1 - Jun 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 9.2/10 Wonderful! (4,521 reviews) Clean room, convenient and very friendly staff Reviewed on Mar 16, 2026 ![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn at Hastings Park, Relais & Chateaux - Boston $793 per person Jun 5 - Jun 8 found 1 day ago Roundtrip flight included Miami (MIA) to Boston (BOS) 9.6/10 Exceptional! (251 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Parker House Downtown Boston Save 100% on your flight $1,256 per person Jun 1 - Jun 7 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 9/10 Wonderful! (3,302 reviews) Staff was extremely helpful and made the trip extra special of my history fanatic child. We will absolutely be staying here again Reviewed on Mar 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Wellesley [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-17/2026-04-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORH&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Wellesley ![Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts](https://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park 4.5/5(2,499 reviews) Catch a game or take a tour at one of America’s most historic and beloved ballparks. [](https://expedia.com/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction) ![Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!](https://images.trvl-media.com/place/8136/b9d0e965-3860-4aa0-bd75-1fe651b315dc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gillette Stadium 4.5/5(388 reviews) Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music. [](https://expedia.com/Gillette-Stadium-Boston.d6034500.Vacation-Attraction) ![Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies](https://images.trvl-media.com/place/6034936/bfd6fd76-d4c2-4871-953b-249a55c89ef1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University 4.5/5(1,966 reviews) Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States. [](https://expedia.com/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction) ### What to do in Wellesley ![Zac tells a story about the John Harvard statue](https://mediaim.expedia.com/localexpert/1349360/d8650b03-f74e-4c81-8957-837ce0090701.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University Campus Guided Walking Tour $23 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details) ![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston CityPASS®: Admission to Top 4 Attractions $79 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) ![Tour of Historic Fenway Park, America's Most Beloved Ballpark](https://mediaim.expedia.com/localexpert/1349270/b8a279d5-d77b-4fa1-b177-3151a6cdd9f5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tour of Historic Fenway Park, America's Most Beloved Ballpark $45 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/tour-of-historic-fenway-park.a1349270.activity-details) [See all activities in Wellesley](https://expedia.com/things-to-do/search?rid=7665) ## Wellesley Hotel Deals ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni Boston Hotel at the Seaport 450 Summer Street Boston MA Fully refundableReserve now, pay when you stay $187 nightly $218 total Mar 22 - Mar 23 Total with taxes and fees 9.2/10 Wonderful! (4,520 reviews) Clean room, convenient and very friendly staff Reviewed on Mar 16, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true®ionId=7665) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Boston Park Plaza 50 Park Plaza Boston MA Fully refundableReserve now, pay when you stay $178 nightly $207 total Mar 22 - Mar 23 Total with taxes and fees 8.4/10 Very Good! (3,126 reviews) The bed and shower are terrible. Room ugly and small. Locations it’s great. I definitely not coming back Reviewed on Mar 16, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true®ionId=7665) ![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 Fully refundableReserve now, pay when you stay $165 nightly $191 total Apr 5 - Apr 6 Total with taxes and fees 9.6/10 Exceptional! (4,061 reviews) Loved the pool. Reviewed on Mar 16, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true®ionId=7665) [See all 3,955 properties in Wellesley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=7665) 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 Wellesley Vacation Packages ## Wellesley Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Logan Intl. Airport (BOS) | | Population | 28,000 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Boston Museum of Fine Arts](https://www.expedia.com/Boston-Museum-Of-Fine-Arts-FenwayKenmore.d6070025.Vacation-Attraction), [Museum of Science](https://www.expedia.com/Museum-Of-Science-West-End.d6070107.Vacation-Attraction) and [Isabella Stewart Gardner Museum](https://www.expedia.com/Isabella-Stewart-Gardner-Museum-FenwayKenmore.d6070085.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 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![](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 Wellesley vacation package cost? ### What are the cheapest months to go to Wellesley? ### How many days is enough for Wellesley? ### How to find the best Wellesley package deals? ### Is it cheaper to book a Wellesley vacation as a package? ### When to book a vacation package to Wellesley? ### Does Expedia offer Book Now, Pay Later Wellesley vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Wellesley Square Station ](https://www.expedia.com/Wellesley-Square-Station-Hotels.d6210868.Travel-Guide-Hotels) - [Hotels near Wellesley College ](https://www.expedia.com/Wellesley-College-Hotels.0-l6091825-0.Travel-Guide-Filter-Hotels) - [Hotels near Babson Park ](https://www.expedia.com/Babson-Park-Boston-Hotels.0-n183318-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Babson Park ](https://www.expedia.com/4Star-Babson-Park-Boston-Hotels.s40-n183318-0.Travel-Guide-Filter-Hotels) - [3 Star 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