Cheap Vacations in South Portland

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3-night South Portland vacations

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Scarborough - Portland
The Weldon Hotel
Portland Harbor Hotel
Saco Bay Hotel
Blind Tiger Portland - Danforth Street.
The Docent's Collection at 121 Middle Street
Hilton Garden Inn Portland Downtown Waterfront
Embassy Suites by Hilton Portland Maine
Dormir
The Docent's Collection at 178 Middle Street
Portland Regency Hotel & Spa
Canopy by Hilton Portland Waterfront

4-night South Portland vacations

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore
Briar Barn Inn
Eurostars The Boxer
Raffles Boston
The Hotel Salem
The Godfrey Hotel Boston
Fairmont Copley Plaza, Boston
Portland Harbor Hotel
Blind Tiger Portland - Danforth Street.
Saco Bay Hotel
The Langham, Boston
The Inn on Arsenal

5-night South Portland vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston Bedford Burlington
Boston Harbor Hotel
The Langham, Boston
Fairmont Copley Plaza, Boston
XV Beacon
Studio Allston Hotel
Maverick Suites at 245 Newbury St
The Newbury Boston
Cambridge Common House
The Godfrey Hotel Boston
Eurostars The Boxer
enVision Hotel Boston Everett

6-7 night South Portland vacations

Price found within the past 48 hours. Click for updated prices.
enVision Hotel Boston Everett
Boston Harbor Hotel
Fairmont Copley Plaza, Boston
Eurostars The Boxer
XV Beacon
Club Quarters Hotel Faneuil Hall, Boston
The Langham, Boston
Omni Parker House
Battery Wharf Hotel, Boston Waterfront
Revere Hotel Boston Common
Hotel Commonwealth
The Newbury Boston

Where is South Portland?

Travel is the best thing you can spend your money on, but cheaper is always better! Isn't it time you shouted yourself a thrifty getaway to South Portland?

It's a neighborhood in the much-loved city of Portland. You'll find it located 2 miles south-west of the downtown area.

Forget about the sights — it's the locals that make a place tick. Here in Portland, there are 66,200 of them.

Cheap Things to do in South Portland

Don't stress about admission prices, tickets and budget-busting tourist traps! With our suggestions for free things to do in or near South Portland, you'll be ahead of the crowd with the best thrifty travel hacks:

  • Looking to exercise your mind without spending anything? The Maine Jewish Museum doesn't charge entry fees and has a great range of enthralling objects and exhibits.
  • Some of the most transformative culture and art experiences are the ones that don't cost the earth. The Space Gallery, the Richard Boyd Art Gallery, the Fore Street Gallery and the Domaine Gallery host a variety of free events that are definitely worth your time.
  • Say bye-bye to boredom without upsetting your budget at Fort Williams Park. It ought to be one of your first stops if you're looking for some outdoor excitement.
  • History isn't just found in dusty old library books — it's just about everywhere we look. Stop by the region's most captivating and free time-honored attractions, including the University of Southern Maine, the Maine College of Art, Fort Preble and Eastern Cemetery.
  • From its restorative effects on the mind to the beautiful views that usually surround it, there's something very special about the water. Little Diamond Island is not far away and a fantastic place to clear your mind and recharge your batteries.

Cheap South Portland Vacation Package Deals

Don't let the fear of squeezing into a tiny, cramped room deter you from embarking on your much-needed getaway. When you book with CheapTickets, you won't have to part with too much money or give up quality.

We have about 500 partner airlines and no less than 500,000 global properties, so don't worry — we know where to scope out the best deal. You can also save up to $287 when you package your bookings on hotels and flights.

The less you pay the better it feels, and with our Price Guarantee you'll be feeling pretty happy. Here's the lowdown — we'll reimburse the difference if you find your vacation package for a better rate within 48 hours of booking.

Get CheapCash

The best prices and convenient rewards — it doesn't get nicer than that, does it fellow cheapster? Simply book your flight with us and you'll save on your next eligible CheapTickets hotel booking.

You're only a few steps away from collecting savings on eligible bookings! Simply sign up for free or log into your account, join CheapCash, and you'll also be first in line for penny-pinching perks and super-thrifty bonus offers!

Cheap Car Rentals in South Portland

Hey there, cheapster. Here's a suggestion that will make your escape not only reasonably priced, but hassle-free too. Instead of having to haul your luggage in and out of expensive taxis while you're in South Portland, why not get a rental car? There'll be loads of space in the trunk for all your bits and pieces, and it'll be easy on your hip-pocket too!

Got your sights on South Portland? Choose from 3 hotels within close reach of the middle of this popular neighborhood.

Unpack your suitcase and get comfortable at the Knights Inn South Portland and the Howard Johnson Hotel by Wyndham South Portland. They're some of our top recommendations.

Flight deals to South Portland

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

Top rated hotels for your South Portland vacation

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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.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.