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Downtown Crossing Vacations

Pack those stellar shades. We have Downtown Crossing vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Downtown Crossing – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Downtown Crossing vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Downtown Crossing

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Downtown Crossing vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Downtown Crossing well.

Top Hotel Deals

See all 1,123 Hotels in Downtown Crossing
Boston Omni Parker House Hotel

Boston Omni Parker House Hotel

60 School St, Boston
4.5 out of 5.0

Located on Freedom Trail in downtown Boston, this hotel is 3 blocks from Quincy Market, 2 from the State House and Boston Common, and adjacent to the Financial ...

$119

$119
The Godfrey Hotel Boston

The Godfrey Hotel Boston

505 Washington Street, Boston
4.5 out of 5.0

Located in Downtown Boston, this boutique hotel is steps from Boston Opera House and Orpheum Theater. Boston Common and Boston Public Garden are also within ...

$157

$157
Club Quarters Hotel in Boston

Club Quarters Hotel in Boston

161 Devonshire St, Boston
4.5 out of 5.0

Located only 2 blocks from Faneuil Hall and Post Office Square, Club Quarters Hotel in Boston's financial district offers full-service accommodations in a club ...

Hyatt Regency Boston

Hyatt Regency Boston

One Avenue De Lafayette, Boston
4.5 out of 5.0

This Boston theater-district hotel has direct access to the subways and is connected to Macy's at Downtown Crossing, within 2 blocks of Faneuil Hall/Quincy Market ...

$169

$169
Kimpton Nine Zero Hotel

Kimpton Nine Zero Hotel

90 Tremont St, Boston
4.0 out of 5.0

This trendy hotel is located along Boston's historic Freedom Trail and is 1 block from the Boston Common, the 18th-century King's Chapel, and the Park Street ...

$146

$146
Artsy 2BR in Downtown Crossing by Sonder

Artsy 2BR in Downtown Crossing by Sonder

Hamilton Place, Boston
4.5 out of 5.0

Located in Downtown Boston, this apartment building is steps from Orpheum Theater and Boston Athenaeum.

Hip 2BR in Downtown Crossing by Sonder

Hip 2BR in Downtown Crossing by Sonder

Hamilton Place, Boston
4.5 out of 5.0

Located in Downtown Boston, this apartment building is steps from Orpheum Theater and Boston Athenaeum.

Incredible 2BR in Downtown Crossing by Sonder

Incredible 2BR in Downtown Crossing by Sonder

Hamilton Place, Boston
4.5 out of 5.0

Located in Downtown Boston, this apartment building is steps from Orpheum Theater and Boston Athenaeum.

Modern 2BR in Downtown Crossing by Sonder

Modern 2BR in Downtown Crossing by Sonder

Hamilton Place, Boston
4.5 out of 5.0

Located in Downtown Boston, this apartment building is steps from Orpheum Theater and Boston Athenaeum.

Chic 2BR in Downtown Crossing by Sonder

Chic 2BR in Downtown Crossing by Sonder

Hamilton Place, Boston
4.0 out of 5.0

Located in Downtown Boston, this apartment building is steps from Orpheum Theater and Boston Athenaeum.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.