Title: Wellesley Vacation Packages 2026 from $589 | 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 $589 ## 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. ![The Cove At Yarmouth](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/4eacbec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cove At Yarmouth Save 100% on your flight $589 per person May 1 - May 8 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 9.2/10 Wonderful! (243 reviews) Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time. Reviewed on Jan 31, 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 Save 100% on your flight $850 per person May 9 - May 12 found 1 day ago Roundtrip flight included Atlanta (ATL) 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 Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonnade Hotel Back Bay Back Bay Save 100% on your flight $591 per person Apr 5 - Apr 9 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 9.2/10 Wonderful! (2,268 reviews) Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave.. Reviewed on Feb 2, 2026 ![Found Hotel Boston Common](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/8f309a43_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Found Hotel Boston Common Bay Village Save 100% on your flight $722 per person Apr 26 - Apr 30 found 1 day ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 8.2/10 Very Good! (1,253 reviews) We have a great stay. Reviewed on Feb 12, 2026 ![InnSeason Resorts Surfside](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154024/d2448752_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InnSeason Resorts Surfside Save 100% on your flight $598 per person May 1 - May 8 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 9.4/10 Exceptional! (371 reviews) Everything was spotless! Very nice counter staff! Great find!!!! Reviewed on Feb 9, 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/2026-03-13/2026-03-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORH&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_7665) ### Discover the most popular places to visit in Wellesley ![Boston Common showcases lush greenery and city skyline under a clear blue sky during a sunny day](https://images.trvl-media.com/place/507377/07fb4e8e-e473-4766-bc75-7dd4f742d04f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common 4.5/5(4,786 reviews) The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind. [](https://expedia.com/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction) ![Boston's Zakim Bridge](https://images.trvl-media.com/place/6070137/28b26e99-a684-4d32-8b62-4180d99b863d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### TD Garden 4.5/5(1,780 reviews) Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area. [](https://expedia.com/TD-Garden-West-End.d6070137.Vacation-Attraction) ![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) ### 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 ![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 $146 nightly $170 total Feb 23 - Feb 24 Total with taxes and fees 8.2/10 Very Good! (3,117 reviews) Location Reviewed on Feb 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true®ionId=7665) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Harborside Inn Of Boston 185 State St Boston MA $119 nightly $139 total Feb 16 - Feb 17 Total with taxes and fees 9.2/10 Wonderful! (6,219 reviews) Nice staff, great room and bathroom and location is easy to walk everywhere. One of the hotels with a cheaper parking rate as well which is a plus. Reviewed on Feb 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=202814&PinnedHotelID=202814&HadPinnedHotel=true®ionId=7665) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Revolution Hotel 40 Berkeley Street Boston MA Fully refundableReserve now, pay when you stay $89 nightly $104 total Feb 15 - Feb 16 Total with taxes and fees 9/10 Wonderful! (2,459 reviews) The room was spotless-staff was excellent,will be back in the near future Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F15%2F2026&endDate=2%2F16%2F2026&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true®ionId=7665) [See all 3,908 properties in Wellesley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F14%2F2026&endDate=2%2F15%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://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 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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