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Old Port Vacations

Pack those stellar shades. We have Old Port 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 Old Port – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Old Port 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 Old Port

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 Old Port 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 Old Port well.

Old Port Flight + Hotel packages

Top Hotel Deals

See all 227 Hotels in Old Port
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

65 Commercial St, Portland
3.5 out of 5.0

Located in Downtown Portland, this hotel is within a 15-minute walk of Casco Bay Lines Ferry Terminal and Wadsworth-Longfellow House. Portland Observatory and ...

$110

$110
Hyatt Place Portland-Old Port

Hyatt Place Portland-Old Port

433 Fore St, Portland
3.5 out of 5.0

Located in Downtown Portland, this hotel is within a 10-minute walk of Casco Bay Lines Ferry Terminal, Wadsworth-Longfellow House, and Victoria Mansion. Portland ...

$108

$108
Portland Harbor Hotel

Portland Harbor Hotel

468 Fore Street, Portland
4.5 out of 5.0

Located in Downtown Portland, this hotel is within a 10-minute walk of Cumberland County Civic Center, Wadsworth-Longfellow House, and Victoria Mansion. Portland ...

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

20 Milk Street, Portland
4.0 out of 5.0

The city's vibrant Old Port, with dozens of shops, restaurants, and cafés along cobblestone streets, is the setting for this hotel, housed in a historic 1895 ...

$139

$139
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

321 Commercial St, Portland
3.5 out of 5.0

Located in Downtown Portland, this hotel is within a 10-minute walk of Cumberland County Civic Center, Victoria Mansion, and Wadsworth-Longfellow House. Portland ...

$104

$104
The Westin Portland Harborview

The Westin Portland Harborview

157 High St, Portland
4.5 out of 5.0

Located in Downtown Portland, this spa hotel is steps from Children's Museum and Theatre of Maine, Portland Museum of Art, and Children's Museum of Maine. Wadsworth-Longfellow ...

$109

$109
Residence Inn by Marriott Portland Downtown Waterfront

Residence Inn by Marriott Portland Downtown Waterfront

145 Fore Street, Portland
3.5 out of 5.0

Situated in the historical district, this hotel is within a 15-minute walk of Maine Narrow Gauge Railroad Company and Museum and Portland Observatory. Wadsworth-Longfellow ...

$87

$87
Ramada Plaza Portland

Ramada Plaza Portland

155 Riverside St, Portland
3.5 out of 5.0

Situated near the airport, this hotel is 0.7 mi (1.1 km) from Joker's Family Fun and Games and within 3 mi (5 km) of Riverside Municipal Golf Course and University ...

$68

$68
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

1050 Westbrook Street, Portland
4.0 out of 5.0

Situated near the airport, this hotel is 0.5 mi (0.9 km) from Tate House Museum and 2.8 mi (4.6 km) from University of Southern Maine. Thompson's Point and Maine ...

$103

$103
Days Inn Airport/Maine Mall

Days Inn Airport/Maine Mall

461 Maine Mall Rd, South Portland
2.5 out of 5.0

Situated near the airport, this hotel is within 1 mi (2 km) of Maine Mall and Sable Oaks Golf Course. Nonesuch River Golf Club and Tate House Museum are also ...

$59

$59

Top Flight Deals

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