Title: Wellesley Vacation Packages 2026 from $820 | 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 $820 ## 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. ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### D. Hotel Suites & Spa Save 100% on your flight $820 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included San Juan (SJU) to Boston (BOS) 9.4/10 Exceptional! (2,227 reviews) I personally loved everything about the hotel. You walked in and it was very clean and the staff was super friendly and very informative. The room was very clean and spacious and the Wi-Fi was fast and there was no buffering. The breakfast was really nice and yummy. There were free, orange juice and 24 hour hot chocolate and coffee which I liked. The hot tub was amazing on my joints and in the hot tub. There was a view of the window that faced the sun so you can see the sunset from inside. The TV channels were nice there is Family Guy or South Park or Futurama to watch if you’re bored. I kinda hoped that there was YouTube on the TV but that’s OK. There is a stove top and a sink and a fridge for you to use which I thought was really neat. And it came with plates and silverware and glasses that you could use and wash which I thought was so nice. My only complaint was that the air conditioner was controlled by the wall thermostat and for some reason it would not cool down the setting would either only allow to turn it on or off or heat. There was no cooling option except for a fan. There was no fan in the bathroom, but that’s OK. Reviewed on Apr 6, 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 $1,461 per person Jun 17 - Jun 22 found 11 hours ago Roundtrip flight included Los Angeles (LAX) to Boston (BOS) 9.6/10 Exceptional! (252 reviews) Excellent experience- clean and very helpful staff Reviewed on Mar 9, 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 19 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 $2,064 per person Jun 11 - Jun 15 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Boston (BOS) 9.6/10 Exceptional! (1,000 reviews) The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm). Reviewed on Apr 4, 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 $1,211 per person May 16 - May 18 found 1 day ago Roundtrip non-stop flight included Dallas (DAL) to Boston (BOS) 9.8/10 Exceptional! (1,003 reviews) From the moment we arrived we knew we made the right decision. The property is beautiful and the staff are professional and friendly. We were very pleased with our room and the great view of Boston Harbor. Two minor issues were the water spot on the bathroom sinks were too short for the size of the sink, making it hard to use without making a mess (wide designs such things and knows). The other minor item was the quality of the toilet tissue, for a hotel of this caliber, the need to spend a little more there. I must say that these were minor issues considering how amazing this property is. We went to the Dark Bar twice and loved it, had breakfast in the hotel restaurant and couldn’t have been more pleased and also had room service dinner one night and were very impressed. I would highly recommend this property! Reviewed on Apr 6, 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/2026-05-07/2026-05-14/?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 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) ![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 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](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(4,845 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 ![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 $222 nightly $259 total Apr 10 - Apr 11 Total with taxes and fees 9.2/10 Wonderful! (4,565 reviews) The property was nice Reviewed on Apr 6, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F10%2F2026&endDate=4%2F11%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 Fully refundableReserve now, pay when you stay $181 nightly $210 total Apr 9 - Apr 10 Total with taxes and fees 9.6/10 Exceptional! (4,146 reviews) Hotel has a beautiful view of the harbor and is well located - very easy to walk to dining and downtown. Room and hotel overall were clean and felt luxurious. Coach bed was comfortable as well. Loved having a door between the bedroom and living area! Overall great experience. Reviewed on Apr 6, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%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 Fully refundableReserve now, pay when you stay $218 nightly $254 total Apr 10 - Apr 11 Total with taxes and fees 8.4/10 Very Good! (3,138 reviews) Room and bathroom were spotless. Great location to everything. There was a late night emergency evacuation and everything moved seamlessly (we were on the 15th floor and made it down in no time). Hotel restaurant and bar were very nice and was a great place for late night relaxing following a day ... Reviewed on Apr 6, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F10%2F2026&endDate=4%2F11%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true®ionId=7665) [See all 3,941 properties in Wellesley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F8%2F2026&endDate=4%2F9%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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### 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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