20 Best Places in Greater Boston to Break Up with Somebody

By April Gardner Feb 13, 2015, 12:56pm EST

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By April Gardner Feb 13, 2015, 12:56pm EST

You know, sometimes relationships are overrated. You have to compromise and you can't quite control your own destiny in the same way as you could have when you were the single captain of your solo ship. Overall, you know if a person is meant for you (and, if that is the case, get out of here and check out this map of love instead). Otherwise, if you're looking at the Valentine's Day aisle of chocolate and heart-shaped everything with a sneer, then this is probably your kind of map. As you're plotting the perfect way to punctuate the end of a relationship, consider these potential places in Boston to do the deed.

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Copley Place

The central waterfall is the perfect place to drown your tears.

Open in Google Maps

100 Huntington Avenue, Boston, MA 02116

Sonsie

The steady din and good-looking crowd provide the perfect backdrop for The Talk and The Aftermath. If you're up for it, scope out the most eligible bachelor or bachelorette in the room.

327 Newbury Street, Boston, MA 02115

Visit Website

Also featured in:

Boston Public Library

If you don't like scenes, and your soon-to-be-ex-significant-other is a rule follower, head to a place that forbids yelling.

Open in Google Maps

700 Boylston Street, Boston, MA 02116

Visit Website

Amtrak South Station

Break up. Catch the next train out. Done.

Open in Google Maps

Jillian's Boston

Instead of a pool of tears, just focus on a good game of pool. And check out the scene of many partiers up for a good time.

145 Ipswich Street, Boston, MA 02215

Visit Website

Also featured in:

Dunkin' Donuts

If you don't know exactly where the deed needs to be done, don't worry--there's one on most every corner. Head here for an uncomplicated break-up. Just the way you like it. Get a donut ready for that jolt of sugar to book it out of there.

Open in Google Maps

Boston University, 530 Commonwealth Avenue, Boston, MA 02215

Visit Website

Arnold Arboretum

What better way to heal thine heart than to wander with nature?

125 Arborway, Jamaica Plain, MA 02130

Also featured in:

South Station Bus Terminal

Break up, but not before you check the bus schedule for an approximate idea of when the conversation can end.

Open in Google Maps

700 Atlantic Avenue, Boston, MA 02111

Boston Logan International Airport (BOS)

This is a no-brainer. If one of you has a plane to catch, this is one of the best places to let the world whisk you away and out of each other's lives forever.

Boston Logan International Airport, 1 Harborside Drive, Boston, MA 02128

Visit Website

Also featured in:

Trinity Church

When you're about to have a deeply emotional moment, sometimes it's best to be in a place that nurtures soul searching. Regardless of your religious status, you can keep your head down in a private pew and enjoy the quiet.

Open in Google Maps

206 Clarendon St., Boston, MA 02116

Copley Square

This location is a perfect point of departure to head separate ways--to Newbury Street or the mall for retail therapy, to a salon or spa for a pick-me-up, to the library for quiet contemplation or down any random street to think.

Open in Google Maps

Boylston Street, Boston, MA 02130

The Hong Kong

After you split that final scorpion bowl, you can go dance with a crowd. Or, more importantly, make sure there's karaoke happening so that you can sing "I Will Survive."

65 Chatham Street, Boston, MA 02109

Visit Website

Also featured in:

Four Seasons Hotel Boston

For a heart-to-heart, the lounge is a quiet place to do it with dignity.

Open in Google Maps

200 Boylston Street, Boston, MA 02116

The Liberty Hotel

Why wouldn't you break up at a place that has such a poetically appropriate name? Free your heart!

215 Charles Street, Boston, MA 02114

Visit Website

Also featured in:

Bond Restaurant & Lounge

There couldn't be a more sophisticated and beautiful place to break up.

250 Franklin Street, Boston, MA 02110

Visit Website

Also featured in:

Finale Desserterie & Bakery

Avoid a bitter ending and go to Finale where the final act can be potentially sweeter over a dessert.

1 Columbus Avenue, Boston, MA 02116

Visit Website

Also featured in:

The Ubiquitous Boston Cream Pie

Old State House

Make the end a historic one. This place helped with our country's freedom, and it can be the stage for yours, too.

Open in Google Maps

206 Washington Street, Boston, MA 02109

Massachusetts State House

Because you need to make it official that it's over, you're going to need the government to back you up.

Open in Google Maps

1 Ashburton Place, Boston, MA 02108

Boston Common

This place is so expansive, you're bound to find a private spot where you can have a private conversation.

Tremont Street, Boston, MA 02108

Visit Website

Also featured in:

The Whiskey Priest

For the tough break-ups, there is a litany of whiskey options to stiffen that upper lip.

150 Northern Avenue, Boston, MA 02210

Visit Website

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Copley Place

100 Huntington Avenue, Boston, MA 02116

The central waterfall is the perfect place to drown your tears.

Open in Google Maps

100 Huntington Avenue, Boston, MA 02116

Sonsie

327 Newbury Street, Boston, MA 02115

The steady din and good-looking crowd provide the perfect backdrop for The Talk and The Aftermath. If you're up for it, scope out the most eligible bachelor or bachelorette in the room.

327 Newbury Street, Boston, MA 02115

Visit Website

Boston Public Library

700 Boylston Street, Boston, MA 02116

If you don't like scenes, and your soon-to-be-ex-significant-other is a rule follower, head to a place that forbids yelling.

Open in Google Maps

700 Boylston Street, Boston, MA 02116

Visit Website

Amtrak South Station

Break up. Catch the next train out. Done.

Open in Google Maps

Jillian's Boston

145 Ipswich Street, Boston, MA 02215

Instead of a pool of tears, just focus on a good game of pool. And check out the scene of many partiers up for a good time.

145 Ipswich Street, Boston, MA 02215

Visit Website

Dunkin' Donuts

Boston University, 530 Commonwealth Avenue, Boston, MA 02215

If you don't know exactly where the deed needs to be done, don't worry--there's one on most every corner. Head here for an uncomplicated break-up. Just the way you like it. Get a donut ready for that jolt of sugar to book it out of there.

Open in Google Maps

Boston University, 530 Commonwealth Avenue, Boston, MA 02215

Visit Website

Arnold Arboretum

125 Arborway, Jamaica Plain, MA 02130

What better way to heal thine heart than to wander with nature?

125 Arborway, Jamaica Plain, MA 02130

South Station Bus Terminal

700 Atlantic Avenue, Boston, MA 02111

Break up, but not before you check the bus schedule for an approximate idea of when the conversation can end.

Open in Google Maps

700 Atlantic Avenue, Boston, MA 02111

Boston Logan International Airport (BOS)

Boston Logan International Airport, 1 Harborside Drive, Boston, MA 02128

This is a no-brainer. If one of you has a plane to catch, this is one of the best places to let the world whisk you away and out of each other's lives forever.

Boston Logan International Airport, 1 Harborside Drive, Boston, MA 02128

Visit Website

Trinity Church

206 Clarendon St., Boston, MA 02116

When you're about to have a deeply emotional moment, sometimes it's best to be in a place that nurtures soul searching. Regardless of your religious status, you can keep your head down in a private pew and enjoy the quiet.

Open in Google Maps

206 Clarendon St., Boston, MA 02116

Copley Square

Boylston Street, Boston, MA 02130

This location is a perfect point of departure to head separate ways--to Newbury Street or the mall for retail therapy, to a salon or spa for a pick-me-up, to the library for quiet contemplation or down any random street to think.

Open in Google Maps

Boylston Street, Boston, MA 02130

The Hong Kong

65 Chatham Street, Boston, MA 02109

After you split that final scorpion bowl, you can go dance with a crowd. Or, more importantly, make sure there's karaoke happening so that you can sing "I Will Survive."

65 Chatham Street, Boston, MA 02109

Visit Website

Four Seasons Hotel Boston

200 Boylston Street, Boston, MA 02116

For a heart-to-heart, the lounge is a quiet place to do it with dignity.

Open in Google Maps

200 Boylston Street, Boston, MA 02116

The Liberty Hotel

215 Charles Street, Boston, MA 02114

Why wouldn't you break up at a place that has such a poetically appropriate name? Free your heart!

215 Charles Street, Boston, MA 02114

Visit Website

Bond Restaurant & Lounge

250 Franklin Street, Boston, MA 02110

There couldn't be a more sophisticated and beautiful place to break up.

250 Franklin Street, Boston, MA 02110

Visit Website

Finale Desserterie & Bakery

1 Columbus Avenue, Boston, MA 02116

Avoid a bitter ending and go to Finale where the final act can be potentially sweeter over a dessert.

1 Columbus Avenue, Boston, MA 02116

Visit Website

Old State House

206 Washington Street, Boston, MA 02109

Make the end a historic one. This place helped with our country's freedom, and it can be the stage for yours, too.

Open in Google Maps

206 Washington Street, Boston, MA 02109

Massachusetts State House

1 Ashburton Place, Boston, MA 02108

Because you need to make it official that it's over, you're going to need the government to back you up.

Open in Google Maps

1 Ashburton Place, Boston, MA 02108

Boston Common

Tremont Street, Boston, MA 02108

This place is so expansive, you're bound to find a private spot where you can have a private conversation.

Tremont Street, Boston, MA 02108

Visit Website

The Whiskey Priest

150 Northern Avenue, Boston, MA 02210

For the tough break-ups, there is a litany of whiskey options to stiffen that upper lip.

150 Northern Avenue, Boston, MA 02210

Visit Website