Find Romantic Hotels in Chelsea, MA

  • 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 Chelsea Romantic Hotels

Our top choices for Chelsea romantic hotels

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, (105 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is ￥57,265
￥109,629 total
includes taxes & fees
May 21 - May 22
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Interior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (94 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is ￥26,445
￥83,610 total
includes taxes & fees
May 31 - Jun 1
Fun houseboat. Walk to Boston attractions WIFI
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, (245 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 ￥51,539
￥88,685 total
includes taxes & fees
May 25 - May 26
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
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 ￥29,377
￥67,640 total
includes taxes & fees
Jun 9 - Jun 10
Beach Home next to Boston & T, King Bed, Park Free
1 bedroom, iron/ironing board, free WiFi, bed sheets

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!
Everett
9.6 out of 10, Exceptional, (15 reviews)
"Love the coziness of the place and how everything is clean, the owner of the property made us feel very comfortable!! "
United States
Margarita
The price is ￥21,156
￥46,197 total
includes taxes & fees
Jun 1 - Jun 2
Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!
Fridge, microwave, oven, stovetop

Lg suite for up to 8 ppl/3 floor

Lg suite for up to 8 ppl/3 floor
Dorchester
9.6 out of 10, Exceptional, (16 reviews)
"Property was secure and had a fantastic location.The owner was very friendly and gave so much great information about the area. Would absolutely book again!"
Canada
blake s.
The price is ￥33,405
￥89,964 total
includes taxes & fees
Jun 3 - Jun 4
Lg suite for up to 8 ppl/3 floor
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, (111 reviews)
"Great place for a short stay. It was clean and cozy, just as described in the listing. The check-in process was very easy and The host was very responsive. Highly recommend."
United States
Phalone P.
The price is ￥47,562
￥93,804 total
includes taxes & fees
Jun 3 - Jun 4
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
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)
"We had a wonderful stay, the place was perfect for 3 adults, had everything we needed, very clean and well kept. Mehmet was very nice and attentive to all our needs."
United States
Svetlana A.
The price is ￥33,246
￥52,594 total
includes taxes & fees
May 25 - May 26
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to 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, (111 reviews)
"Great location, description was on point, and the communication with the owner was excellent. Would definitely stay here again. "
United States
Don T.
The price is ￥127,256
￥192,785 total
includes taxes & fees
Jun 14 - Jun 15
Renovated Beach House Close to Everything, Minutes to Boston
Fridge, microwave, oven, stovetop

Lg Suite for up to 8 ppl/1 floor

Lg Suite for up to 8 ppl/1 floor
Dorchester
9.0 out of 10, Wonderful, (14 reviews)
"Great place! Plenty of room, clean, and well kept. Very close to a ton of stuff to see and do. Highly recommend!"
United States
Marley B.
The price is ￥33,405
￥89,964 total
includes taxes & fees
Jun 3 - Jun 4
Lg Suite for up to 8 ppl/1 floor
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 Chelsea Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great location for the price. Staff was helpful. Good restaurant next door."
Sarah 3-night trip
Posted 1 hour ago
Harborside Inn Of Boston

Frequently asked questions

Searching for romantic hotels in Chelsea?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Chelsea for its array of dining options and sporting events. You might consider checking out some of the nearby sights and attractions such as Bellingham Square Historic District, Naval Hospital Boston Historic District, or Chelsea Garden Cemetery. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chelsea?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chelsea: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Chelsea is 50 inches.
What is there to do in Chelsea?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Chelsea has to offer. Couples looking for a little of everything will enjoy Chelsea for its shopping, restaurants, and sporting events. A visit to Bellingham Square Historic District, Naval Hospital Boston Historic District, or Chelsea Garden Cemetery might be just the ticket when you're checking out the sights.
What's the best way to get to Chelsea and around town during my romantic getaway?
These transportation options in Chelsea might help your romantic getaway go off without a hitch: If you're looking to fly to Chelsea, the closest major airport is Logan International Airport (BOS), located 2 mi (3.1 km) from the city center. If you want to explore the larger area, hop aboard a train at Chelsea Station.