Find Romantic Hotels in Brookline, 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 Brookline Romantic Hotels

Tonight
27 Apr - 28 Apr
Tomorrow
28 Apr - 29 Apr
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Brookline romantic hotels

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, (108 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 AED 628
AED 1,485 total
includes taxes & fees
28 Apr - 29 Apr
Renovated Beach House Close to Everything, Minutes to Boston
Fridge, microwave, oven, stovetop

Central Boston Beacon Hill 2brm

Central Boston Beacon Hill 2brm
Beacon Hill
9.2 out of 10, Wonderful, (22 reviews)
"Perfect location! Enjoyed our stay!"
United States
judith G.
The price is AED 808
AED 1,706 total
includes taxes & fees
30 Apr - 1 May
Central Boston Beacon Hill 2brm
Outdoor dining

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (77 reviews)
"Beautiful property and rooms. "
Canada
Dawn W.
The price is AED 547
AED 1,541 total
includes taxes & fees
10 May - 11 May
🎖The Boiler Room - Close to Subway & Downtown🎖
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 AED 808
AED 2,124 total
includes taxes & fees
30 Apr - 1 May
Lg suite for up to 8 ppl/3 floor
Outdoor dining

Stunning South End/Back Bay Penthouse!

Stunning South End/Back Bay Penthouse!
South End
10.0 out of 10, Exceptional, (104 reviews)
"The host was very welcoming and helpful.We had a lovely stay."
United States
Ana E.
The price is AED 1,837
AED 3,065 total
includes taxes & fees
18 May - 19 May
Stunning South End/Back Bay Penthouse!
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, (110 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 AED 731
AED 1,685 total
includes taxes & fees
11 May - 12 May
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
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 AED 797
AED 1,715 total
includes taxes & fees
20 May - 21 May
Beach Home next to Boston & T, King Bed, Park Free
Full-size fridge, microwave, oven, stovetop

3BR Group Stay Sleeps 12 Near Train Downtown

3BR Group Stay Sleeps 12 Near Train Downtown
Dorchester
9.0 out of 10, Wonderful, (21 reviews)
"The entire stay was peaceful and pleasant."
United States
ArtFairsService L.
The price is AED 1,561
AED 2,939 total
includes taxes & fees
28 Apr - 29 Apr
3BR Group Stay Sleeps 12 Near Train Downtown
Interior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (92 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is AED 489
AED 1,773 total
includes taxes & fees
28 Apr - 29 Apr
Fun houseboat. Walk to Boston attractions WIFI
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, (104 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is AED 1,322
AED 2,531 total
includes taxes & fees
3 May - 4 May
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
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 Brookline Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent
"The way the front desk treats you was nice the room is pretty comfortable."
Carlos 2-night trip
Posted 1 hour ago
The Midtown Hotel MOD Collection by Sonesta

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Brookline?
Are you in need of a romantic escape? Our guests also enjoy Brookline for its sporting events. You might consider checking out some of the nearby sights and attractions such as Coolidge Corner Theatre, John Fitzgerald Kennedy National Historic Site, or Frederick Law Olmsted National Historic Site. If you're interested in staying near a certain attraction, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Brookline?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Brookline: 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 33°F. Average annual precipitation for Brookline is 47 inches.
What is there to do in Brookline?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all there is to see and do in Brookline. Adventurous pairs will enjoy Brookline for its sporting events. You might think about stopping by Coolidge Corner Theatre, John Fitzgerald Kennedy National Historic Site, or Frederick Law Olmsted National Historic Site while you're seeing the sights.
What's the best way to get to Brookline and around town during my romantic getaway?
These transportation options in Brookline might help your romantic trip go off without a hitch: To get to Brookline, you can fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is the closest major airport, located 5.2 mi (8.3 km) from the city center. You can access metro transit at Brookline Village Station, Brookline Hills Station, and Summit Av. Station.