Title: Book the Best ROMANTIC Hotels in Cleveland Circle, Boston from CA $203 - Cleveland Circle Romantic Getaways | Expedia.ca [Vacation Rentals in Boston](https://expedia.ca/Boston-Vacation-Rentals.d178239.Travel-Guide-VacationRentals)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Cleveland Circle Car Rentals](https://expedia.ca/Car-Rentals-In-Cleveland-Circle.d6160076.Car-Rental-Guide)[Cleveland Circle Vacations](https://expedia.ca/Cleveland-Circle.d6160076.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/35e39ec873ef57ddb453cc55cc7ba918.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ana Lei # Find Romantic Hotels in Cleveland Circle, Boston from CA $203 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cleveland Circle Romantic Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6160076&startDate=2025-10-03&endDate=2025-10-04&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6160076&startDate=2025-10-04&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6160076&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6160076&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cleveland Circle Romantic Hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/60cb4bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/2d4804d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/ce2ce7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/bce045e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Boston Seaport District Seaport District 9.0/10 Wonderful (2206) "Great hotel" CA $288 CA $384 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/e8e42358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/4f4d7c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/4d183864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55430000/55422000/55421972/ef05180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston Seaport District Seaport District 9.2/10 Wonderful (2571) "Great place to stay" CA $294 CA $343 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Seaport.h55421972.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279039/a357683d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279039/61108b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279039/7cb83956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/14000000/13280000/13279100/13279039/ac869059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn Resort 1704 Cohasset 9.4/10 Exceptional (136) "Great old hotel. With a lot of history." CA $185 CA $203 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Boston-Hotels-The-Red-Lion-Inn-Resort-1704.h13279039.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/da61c38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/f3392579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/5a4906c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/fff59724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nantasket Beach Resort Nantasket Beach 8.6/10 Excellent (1000) "Great little place. " CA $165 CA $214 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Nantasket-Beach-Resort.h796159.Hotel-Information) ![4 restaurants, breakfast served](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/4fa70e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/af87cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/0063ecca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport Seaport District 9.2/10 Wonderful (4091) "Great place to stay! great food on property " CA $334 CA $446 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![King Luxury Suite Overlooking the Bay](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/bc04ac14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite w/ Hot Tub and Fireplace](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/abd1dd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Luxury Suite Overlooking the Bay](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/021114f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King w/ Private Hallway Bathroom](https://images.trvl-media.com/lodging/13000000/12370000/12363500/12363414/6c0ab206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beacon Waterfront Inn Hull 9.4/10 Exceptional (293) "Cheryl was so kind and welcoming and always ready to help if need be. I have never been in such a clean B&B - absolutely spotless. Lovely rooms, very comfortable and quiet. " CA $222 CA $243 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-The-Beacon-Waterfront-Inn.h12363414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/abed7446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6238869c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Boston Park Plaza Bay Village 8.4/10 Very good (3142) "Great place to stay" CA $319 CA $429 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/7eb70e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/a006fefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/f44e98a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145268/45c62bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The College Club of Boston Back Bay 9.4/10 Exceptional (1002) "Great location in a beautiful historic building lovingly maintained. Very comfortable with a helpful attentive staff." CA $557 CA $640 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-The-College-Club-Of-Boston.h1145268.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/c2e44637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/3e3b7a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite | Living area](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/45b26e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, Turkish bath](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311712/d6523d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Battery Wharf Hotel, Boston Waterfront North End 8.6/10 Excellent (1668) "Great place to stay!" CA $324 CA $434 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boston-Hotels-Battery-Wharf-Hotel.h2311712.Hotel-Information) ![City view from property](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/86e2f220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room Single Use (Luxury Double)](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/5e4f4b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room Single Use (Luxury Double) | Living room](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/5f50c2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/920000/918600/918545/553b16b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newbury Guest House Back Bay 9.4/10 Exceptional (1000) "Great place! Exceptionally clean and comfortable! Friendly staff and very walkable! " CA $455 CA $524 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Boston-Hotels-Newbury-Guest-House.h918545.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=2025-10-17&endDate=2025-10-18®ionId=6160076&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Cleveland Circle Hotel Reviews ![Midtown Hotel](//images.trvl-media.com/lodging/1000000/10000/2900/2898/e6722cab_y.jpg) ### Midtown Hotel 10/10 Excellent "The staff, from an original phone call, with a question, until check out could not have been more amazing. Personable, professional, friendly, and enthusiastic are just of the few ways I would describe them. From the moment we arrived until we left we were engaged in an amazing way. We loved Betsy Lynn at the desk and her colleague, Vereema. Next time I am Boston we will choose to stay at the Midtown for the staff alone, although the beds and room were extremely comfortable. I cannot wait to see the finished renovation." [](https://expedia.ca/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Loved the large harbor view king room. Easy and pleasant check in. Room ready early. Housekeeping staff were terrific- friendly and helpful. Everything immaculate. Only the shower tile floor shows wear. Enjoyed the harbor area- good dining options, walked to the port (a little long with luggage but doable)—-we were cruising so hotel is well situated for the port and airport. Boston traffic is pretty bad, so Ubers to the Back Bay or Cambridge take a while! Pick your hotel close to where you need or want to be!" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Amazing hotel and location " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Historic aged hotel, so our expectations were more than served. Highly recommend for access to the city and all sites during traveling." [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![Sheraton Boston, a Marriott Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22046/dfa592c9_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "All good" [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The girls at the front desk were super friendly and helpful. Room was simple but clean. Located close to places to eat and historic sites. " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "Moden design and clean. Will ask for mini coffee maker and fridge " [](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "The room was clean and well appointed." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Hilton Boston Park Plaza](//images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Hotel staff were great. Unfortunately I booked through Expedia and they would not, give a refund. Hotel changed dates and camceled dates. Unfortunately hotel did not have the top tier room on the dates I needed, even after talking to them. I.checked expedia and they had room at same rate and the.dates.i needed. This was more than 30 days in advance. 1week later I needed to cancel first date. Expedia has already billed and would not give a refund...I talked to hotel and they approved the refund but Expedia will not refund . They even charged a a no show fees and canceled the rest of my trip. I had to pay for a new night this 3 bills for 1 night.. never use Expedia " [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Cleveland Circle? > If you and your partner need a romantic vacation, we'd like to help you plan for it. Our guests also enjoy Cleveland Circle for its restaurants. If you want to explore the area, you might head to Chestnut Hill Reservoir or Chestnut Hill Reservation. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list. ### What is there to do in Cleveland Circle? > There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Cleveland Circle. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Cleveland Circle for its restaurants. You might consider a stop at Chestnut Hill Reservoir or Chestnut Hill Reservation while you're out and about. ### What's the best way to get to Cleveland Circle and around town during my romantic getaway? > These transportation options in Cleveland Circle might help your romantic trip get off to a smooth start: Make your way to Cleveland Circle with a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is the closest major airport located 6.4 mi (10.4 km) away. Take advantage of metro transit at Cleveland Circle Station, Reservoir Station, and Chestnut Hill Av. 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