Title: Wellesley Vacation Packages 2026 from $554 | 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 $554 ## 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. ![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 Save 100% on your flight $554 per person Jun 29 - Jul 3 found 15 hours ago Roundtrip flight included Atlanta (ATL) to Boston (BOS) 9/10 Wonderful! (2,275 reviews) Staffs were kind and shuttle service was excellent. We will stay again when we will visit next time. Reviewed on Apr 1, 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 $1,457 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Atlanta (ATL) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Clean room, friendly staff, great amenities Reviewed on Apr 3, 2026 ![Summer House Hotel](https://images.trvl-media.com/lodging/82000000/81080000/81071500/81071424/554f58d3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Summer House Hotel Save 100% on your flight $1,484 per person May 23 - May 30 found 10 hours ago Roundtrip non-stop flight included Dallas (DFW) to Boston (BOS) No reviews ![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 $1,414 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Atlanta (ATL) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products. Reviewed on Mar 29, 2026 ![Maverick Suites at 245 Newbury St](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Maverick Suites at 245 Newbury St Back Bay Save 100% on your flight $913 per person May 4 - May 10 found 13 hours ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 8.2/10 Very Good! (160 reviews) Room was clean and a good size. Location was perfect - walking distance to where I needed to be. Reviewed on Dec 2, 2025 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/2026-05-04/2026-05-11/?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 ![Fenway Park](https://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fenway Park 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) ![Harvard University](https://images.trvl-media.com/place/6034936/bfd6fd76-d4c2-4871-953b-249a55c89ef1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Harvard University 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) ![Boston Common](https://images.trvl-media.com/place/507377/07fb4e8e-e473-4766-bc75-7dd4f742d04f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boston Common 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) ### What to do in Wellesley ![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 $84 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details) ![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 Harbor Cruise boat with the skyscrapers of the city in the background in Boston](https://mediaim.expedia.com/localexpert/172966/e97c1415-aac4-473b-bfba-2764896a3c98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### City Cruises Boston: Historic Sightseeing Cruise $56 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/city-cruises-boston-historic-sightseeing-cruise.a172966.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 $200 nightly $233 total Apr 5 - Apr 6 Total with taxes and fees 9.2/10 Wonderful! (4,549 reviews) This hotel is clean, the staff are friendly - just a great experience every time I stay here. Reviewed on Apr 2, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=68014393&PinnedHotelID=68014393&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 $157 nightly $182 total Apr 5 - Apr 6 Total with taxes and fees 9.6/10 Exceptional! (4,127 reviews) I enjoyed the comfort of my room, the bar and evening meal, and my breakfast in the morning. Reviewed on Apr 2, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=79888&PinnedHotelID=79888&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 $214 nightly $249 total Apr 5 - Apr 6 Total with taxes and fees 8.4/10 Very Good! (3,126 reviews) The location of the hotel is the BEST! So convenient and close to many things. The staff was friendly, professional, and efficient. Enjoyed using the Gym, very clean and great vibe. Just the staff(server and the front person) at the restaurant were not really friendly or helpful. It could be better ... Reviewed on Apr 3, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true®ionId=7665) [See all 3,837 properties in Wellesley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F5%2F2026&endDate=4%2F6%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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