Title: Book the Best ROMANTIC Hotels in Wellesley, MA from CA $349 - Wellesley Romantic Getaways | Expedia.ca [Wellesley Travel Guide](https://expedia.ca/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.ca/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Vacation Rentals in Wellesley](https://expedia.ca/Wellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals)[Flights to Wellesley](https://expedia.ca/Cheap-Flights-To-Wellesley.d7665.Travel-Guide-Flights)[Wellesley Car Rentals](https://expedia.ca/Car-Rentals-In-Wellesley.d7665.Car-Rental-Guide)[Wellesley Vacation Packages](https://expedia.ca/Wellesley.d7665.Destination-Travel-Guides) ![Aerial view of Wellesley, Massachusetts in winter ](https://images.trvl-media.com/place/7665/4fdc589e-2adc-47f1-85fc-6552da5ec723.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7665/4fdc589e-2adc-47f1-85fc-6552da5ec723.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Wellesley Romantic Hotels Tonight [Apr 2 - Apr 3](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-04-02&endDate=2026-04-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Apr 3 - Apr 4](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-04-03&endDate=2026-04-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Wellesley romantic hotels ![Dining](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/e53a97d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/fde4bc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/7347d3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/314b2ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lg suite for up to 8 ppl/2 floor [](https://www.expedia.ca/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl2-Floor.h21318003.Hotel-Information) Dorchester 10/10 Exceptional (12 reviews) "It was a perfect location for our daily plans. The owner was very responsive to our needs " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary P. CA $75 CA $494 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl2-Floor.h21318003.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/5289c813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/fbc8d4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/b5a0f7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40230000/40226000/40225928/ddd1ba4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Boston Beacon Hill 2brm [](https://www.expedia.ca/Boston-Hotels-Central-Boston-Beacon-Hill-2brm.h40225928.Hotel-Information) Beacon Hill 9.2/10 Wonderful (21 reviews) "Perfect location! Enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) judith G. CA $327 CA $676 total includes taxes & fees Apr 30 - May 1 [](https://www.expedia.ca/Boston-Hotels-Central-Boston-Beacon-Hill-2brm.h40225928.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/6b797607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/0d1f3379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/w919h613x0y1-19eeaabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36900000/36894700/36894649/w920h613x0y1-66287046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished Delx Studio w/ Full Kitchen & Fast WiFi | Boston [](https://www.expedia.ca/Boston-Hotels-Luxury-Studio-Kitchen-WiFi-Downtown-Boston-By-GLS.h36894649.Hotel-Information) Boston 10/10 Exceptional (1 review) "The photos on this unit do not do it justice. I was so happy to walk in and see that the unit was better than the pictures that were posted. The apartment was clean, the bed was super comfortable and there was a welcome kit of paper towels, coffee, tea, laundry detergent and various things that was so thoughtful. Having a washer and dryer in the unit was a game changer. This unit was spectacular. I was so happy to come back to this unit every night after work. After staying here for 2 months,... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. CA $327 CA $626 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Boston-Hotels-Luxury-Studio-Kitchen-WiFi-Downtown-Boston-By-GLS.h36894649.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/32000000/31760000/31759100/31759019/f76f7110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31760000/31759100/31759019/77458388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31760000/31759100/31759019/450f3929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers](https://images.trvl-media.com/lodging/32000000/31760000/31759100/31759019/b880631a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Beach House Close to Everything, Minutes to Boston [](https://www.expedia.ca/Boston-Hotels-Renovated-Beach-House-Close-To-Everything.h31759019.Hotel-Information) Quincy 9.4/10 Exceptional (107 reviews) "House was very clean and spacious. Easy and quick commute to downtown Boston. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg S. CA $347 CA $708 total includes taxes & fees Apr 28 - Apr 29 [](https://www.expedia.ca/Boston-Hotels-Renovated-Beach-House-Close-To-Everything.h31759019.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/46000000/45840000/45837000/45836969/2a3148dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/46000000/45840000/45837000/45836969/f1bcde48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45840000/45837000/45836969/8120d746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45840000/45837000/45836969/05f5c40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Home next to Boston & T, King Bed, Park Free [](https://www.expedia.ca/Boston-Hotels-Beach-Home-Next-To-Boston-T.h45836969.Hotel-Information) North Quincy 9.8/10 Exceptional (28 reviews) "We were visiting our family in Dorchester. We felt safe in Quincy. Todd's rental is comfortable and the amenities provided are very helpful. Off street parking and exterior lighting is great! Hope to visit and stay again soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) anne h. CA $225 CA $553 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Boston-Hotels-Beach-Home-Next-To-Boston-T.h45836969.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/1ef9c385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/65e36ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/6443f503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/b4719409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun houseboat. Walk to Boston attractions WIFI [](https://www.expedia.ca/Boston-Hotels-Fun-Houseboat-Walk-To-Boston-Attractions-Wifi.h34008386.Hotel-Information) Boston 9.8/10 Exceptional (89 reviews) "Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend \~" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey CA $208 CA $700 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/Boston-Hotels-Fun-Houseboat-Walk-To-Boston-Attractions-Wifi.h34008386.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69260000/69256700/69256622/0ab1db73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69260000/69256700/69256622/54f18a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69260000/69256700/69256622/76daf816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69260000/69256700/69256622/38d25a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston! [](https://www.expedia.ca/Boston-Hotels-Stay-In-Style-The-Encore-Suite-Free-Parking.h69256622.Hotel-Information) Everett 9.6/10 Exceptional (14 reviews) "Love the coziness of the place and how everything is clean, the owner of the property made us feel very comfortable!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margarita CA $298 CA $549 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Boston-Hotels-Stay-In-Style-The-Encore-Suite-Free-Parking.h69256622.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/eac7c7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/3e2ca876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/f49b1a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/49000000/48750000/48745400/48745314/w2025h1365x0y0-a44d7640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Apartment-Close-To-Subway-Downtown-Boston.h48745314.Hotel-Information) Dorchester 9.8/10 Exceptional (107 reviews) "The house was perfect for our stay in Boston. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina M. CA $289 CA $617 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Apartment-Close-To-Subway-Downtown-Boston.h48745314.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19520000/19511700/19511688/d03d3483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19520000/19511700/19511688/0d8dea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19520000/19511700/19511688/068d0b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19520000/19511700/19511688/8f84fb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston [](https://www.expedia.ca/Boston-Hotels-Newly-Refurbished.h19511688.Hotel-Information) Watertown 9.8/10 Exceptional (63 reviews) "Exactly what we were looking for! The apartment was spacious and loved looking out on the balcony in the morning. When we come back to Watertown we will definitely try to stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay T. CA $207 CA $349 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-Newly-Refurbished.h19511688.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69520000/69518000/69517945/4c915707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/70000000/69520000/69518000/69517945/e408d13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69520000/69518000/69517945/bf60059e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69520000/69518000/69517945/c05b6cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino [](https://www.expedia.ca/Boston-Hotels-Waterfront-House-Minutes-From-The-Boston-Downtown.h69517945.Hotel-Information) Chelsea 9.4/10 Exceptional (102 reviews) "Great place for our family trip. Plenty of room and gathering spaces. Location was convenient for touring. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Penny R. CA $500 CA $944 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Boston-Hotels-Waterfront-House-Minutes-From-The-Boston-Downtown.h69517945.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17®ionId=7665&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Wellesley Hotel Reviews ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Affordable, Very clean, excellent location. Overall great choice " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Everything was great, staff is very welcoming " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "we love staying at the Seaport hotel! they decorate it so beautifully at Christmastime. the staff is always so helpful and attentive and will go above & beyond for you and your circumstances if they can! we stay here once a year & will continue to do so!" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "stayed 3 nights for business. perfect location." [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg) ### Omni Parker House 4/10 Poor "Good: Clean room, comfortable bed, good location. Staff are very friendly and addressed concerns promptly. Bad: VERY thin walls, can literally hear conversation's and alarm clocks next to you. Plumbing might be an issue as second day we were there, strong odor from bathroom smelt like sewer plant. " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Midtown Hotel MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e1e25d35_y.jpg) ### The Midtown Hotel MOD Collection by Sonesta 10/10 Excellent "Place is great super close to everything breakfast is weakkkk though, it’s only like bagged muffins and oj but hey it’s free 10/10 would stay again " [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/c254df3c_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Spent a wonderful night with my sister for her birthday. The staff was amazing and even sent champagne and chocolate to our room for her big day!! We loved how centrally located the hotel is to downtown. We could walk to everything!! I will definitely be back!!" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Clean rooms. Wonderful staff. Easy to get to airport " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg) ### Hyatt Regency Boston/Cambridge 10/10 Excellent "Staffs were kind and shuttle service was excellent. We will stay again when we will visit next time." [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Wellesley? ### When is the best time of year for a romantic getaway to Wellesley? ### What is there to do in Wellesley? ### What's the best way to get to Wellesley and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - [Cheap Hotels in Auburndale ](https://www.expedia.ca/Auburndale-Boston-Hotels-Cheap-Hotels.0-n75534-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Auburndale ](https://www.expedia.ca/Auburndale-Boston-Hotels-Hotels-With-Hot-Tubs.0-n75534-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Spa Hotels in Auburndale ](https://www.expedia.ca/Auburndale-Boston-Hotels-Spa-Hotel.0-n75534-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Babson College ](https://www.expedia.ca/Babson-College-Hotels.0-l553248635056398717-0.Travel-Guide-Filter-Hotels) - 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