Find Romantic Hotels in Cleveland Circle, Boston from CA $345

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cleveland Circle Romantic Hotels

Tonight
Mar 21 - Mar 22
Tomorrow
Mar 22 - Mar 23
Next weekend
Mar 27 - Mar 29
In two weeks
Apr 3 - Apr 5

Our top choices for Cleveland Circle romantic hotels

Terrace/patio

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Charlestown
10.0 out of 10, Exceptional, (242 reviews)
"We had a great stay! We enjoyed the area and our house boat experience. Would definitely come back in the future and recommend to others "
United States
Winona S.
The price is CA $340
CA $624 total
includes taxes & fees
Mar 22 - Mar 23
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Property grounds

Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus

Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
Jamaica Plain
10.0 out of 10, Exceptional, (126 reviews)
"Great place to stay. Close to everywhere we wanted to go. Lovely accommodations "
United States
Raven A.
The price is CA $296
CA $705 total
includes taxes & fees
Mar 25 - Mar 26
Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
Fridge, microwave, oven, stovetop

Central Boston Beacon Hill 2brm

Central Boston Beacon Hill 2brm
Beacon Hill
9.2 out of 10, Wonderful, (21 reviews)
"Perfect location! Enjoyed our stay!"
United States
judith G.
Central Boston Beacon Hill 2brm
Marina

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (89 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is CA $144
CA $560 total
includes taxes & fees
Mar 22 - Mar 23
Fun houseboat. Walk to Boston attractions WIFI
1 bedroom, desk, iron/ironing board, free WiFi

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 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
Jay T.
The price is CA $204
CA $345 total
includes taxes & fees
Apr 5 - Apr 6
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Interior

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (102 reviews)
"Sarju provided lots of helpful information and was responsive to messages. House was nicely decorated and well stocked with amenities. Great area and close to Boston attractions. "
United States
Matt R.
The price is CA $309
CA $707 total
includes taxes & fees
Mar 22 - Mar 23
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Outdoor dining

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (106 reviews)
"The house was perfect for our stay in Boston. "
United States
Gina M.
The price is CA $273
CA $593 total
includes taxes & fees
Mar 25 - Mar 26
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Interior

Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (107 reviews)
"House was very clean and spacious. Easy and quick commute to downtown Boston. "
United States
Greg S.
The price is CA $259
CA $595 total
includes taxes & fees
Mar 25 - Mar 26
Renovated Beach House Close to Everything, Minutes to Boston
Exterior detail

Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking

Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking
Allston
10.0 out of 10, Exceptional, (50 reviews)
"Michelle was a great & helpful host! The place was lovely & perfect for our group stay in Boston. We absolutely loved it & would stay here again! "
United States
Elizabeth M.
The price is CA $742
CA $1,290 total
includes taxes & fees
Apr 6 - Apr 7
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking
3 bedrooms, desk, iron/ironing board, travel crib

Beach Home next to Boston & T, King Bed, Park Free

Beach Home next to Boston & T, King Bed, Park Free
North Quincy
9.8 out of 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
anne h.
The price is CA $246
CA $577 total
includes taxes & fees
Apr 14 - Apr 15
Beach Home next to Boston & T, King Bed, Park Free
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

Top Cleveland Circle Hotel Reviews

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent
"Great staff! "
Terence David Sousa 5-night trip
Posted 4 hours ago
Club Quarters Hotel Faneuil Hall, Boston

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 6.5 mi (10.5 km) away. Take advantage of metro transit at Chiswick Rd. Station, Chestnut Hill Av. Station, and South St. Station.

Explore a world of travel with Expedia