Title: Wellesley Vacation Packages 2026 from $405 | 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 $405 ## 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. ![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 $405 per person May 27 - May 29 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 8.8/10 Excellent! (1,793 reviews) Staff very friendly, very clean, you wont even notice its a pet friendly hotel... Im impressed Reviewed on Mar 25, 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 $841 per person May 2 - May 5 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Room was spacious, clean & well set up. Nice that they use Dyptique hand soap shampoo & shower gel. That is a 5 star touch. Bed was nice and very quiet location. Reviewed on Mar 22, 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 $1,273 per person May 2 - May 5 found 1 day ago Roundtrip flight included Chicago (CHI) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub. Reviewed on Mar 23, 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 Save 100% on your flight $997 per person Jun 12 - Jun 15 found 1 day ago Roundtrip flight included Dallas (DFW) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 2026 ![Beachside Village Resort](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/cc30b17c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beachside Village Resort Save 100% on your flight $1,363 per person May 22 - May 26 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Boston (BOS) 9.4/10 Exceptional! (101 reviews) Very clean and quiet place to relax. Very friendly and professional! We will come back! Reviewed on Nov 10, 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/2026-04-26/2026-05-03/?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(2,543 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) ![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(1,982 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) ![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(4,842 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) ### 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 $84 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/1349270/3f68dd7e-fc71-42ce-873e-6474620af53e.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 $189 nightly $220 total Apr 5 - Apr 6 Total with taxes and fees 9.2/10 Wonderful! (4,543 reviews) PERFECT Reviewed on Mar 24, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%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 $182 nightly $212 total Apr 5 - Apr 6 Total with taxes and fees 8.4/10 Very Good! (3,121 reviews) Best hotel experience I’ve ever had. The complementary waters made all the difference. Having access to an awesome gym was also amazing for people who enjoy fitness and gyms while traveling. Reviewed on Mar 24, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%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 $173 nightly $201 total Apr 5 - Apr 6 Total with taxes and fees 9.6/10 Exceptional! (4,095 reviews) Clean room with very nice staff. Reviewed on Mar 26, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true®ionId=7665) [See all 3,854 properties in Wellesley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F27%2F2026&endDate=3%2F28%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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