Holidays in South Portland

Holidays in South Portland

2 travellers
Exact dates

KAYAK searches hundreds of travel sites at once for holiday package deals in South Portland

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals

Cheap South Portland package deals

These are the best prices for 24-27 Apr.

Most popular South Portland flight and hotel deals

Show all
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Kansas City
Breakfast
3 nights + flight
£391
Tru by Hilton Portland Airport Area - South Portland - Restaurant
Tru by Hilton Portland Airport Area - South Portland - Restaurant
Tru by Hilton Portland Airport Area
8.5 Very Good
Parking
Airport shuttle
Free Wi-Fi
Pet-friendly
Kansas City
Breakfast
3 nights + flight
£434
Parking
Free Wi-Fi
Pool
Pet-friendly
Kansas City
Breakfast
3 nights + flight
£374
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel - South Portland - Dining room
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel - South Portland - Dining room
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
7.8 Good
Parking
Airport shuttle
Free Wi-Fi
Air conditioning
Kansas City
Breakfast
3 nights + flight
£393
Parking
Airport shuttle
Free Wi-Fi
Pool
Kansas City
Meals not included
3 nights + flight
£506
Parking
Airport shuttle
Free Wi-Fi
Pool
Kansas City
Breakfast
3 nights + flight
£436
Long Creek Hotel By IHG - South Portland - Restaurant
Long Creek Hotel By IHG - South Portland - Restaurant
Long Creek Hotel By IHG
6.1 Okay
Parking
Free Wi-Fi
Pool
Pet-friendly
Kansas City
Breakfast
3 nights + flight
£403
Airport shuttle
Free Wi-Fi
Pet-friendly
Air conditioning
Kansas City
Breakfast
3 nights + flight
£387
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Kansas City
Breakfast
3 nights + flight
£369
Home2 Suites by Hilton Portland Airport ME - South Portland - Bedroom
Home2 Suites by Hilton Portland Airport ME - South Portland - Bedroom
Home2 Suites by Hilton Portland Airport ME
8 Very Good
Parking
Airport shuttle
Free Wi-Fi
Pool
Kansas City
Breakfast
3 nights + flight
£456
Parking
Free Wi-Fi
Pool
Pet-friendly
Kansas City
Breakfast
3 nights + flight
£427
Parking
Free Wi-Fi
Pool
Air conditioning
Kansas City
Meals not included
3 nights + flight
£433
TownePlace Suites by Marriott Portland Airport ME - South Portland - Patio
TownePlace Suites by Marriott Portland Airport ME - South Portland - Patio
TownePlace Suites by Marriott Portland Airport ME
9 Wonderful
Airport shuttle
Free Wi-Fi
Pool
Pet-friendly
Kansas City
Breakfast
3 nights + flight
£403

When to book a holiday in South Portland

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

South Portland holidays are both a journey back in time and a snapshot of present-day Maine. Built around craggly rocks, South Portland has been an important harbour town since as early as the 17th-century. Today, as one of Maine's busiest harbours, it has the sleepy charm of a quaint fishing village and the social hum of a modern city. As a result, South Portland holidays are not the average US city trip.

South Portland

Planning South Portland Holidays

South Portland is in the UTC-5 time zone. Located just 100 miles from Boston International Airport and joined to nearby Portland by the Casco Bay Bridge, South Portland holidays are easy to arrange with dozens of carriers flying to Boston from the UK and Europe, and regular buses or car-rental companies waiting to help with the final leg to South Portland. South Portland holidays are warm in summer, and although winter temperatures get chilly the town keeps warm with dozens of theatres, restaurants and bars.

South Portland Highlights

With dozens of parks and acres of green space, South Portland is a beautiful city to walk around, soaking up its quirky charm. One such place is Mill Creek Park, which is located in the centre of town and plays host to a range of fun events and activities, from ice-skating in winter to outdoor theatre and concerts in summer.

Still within walking distance, two icons of South Portland, and its history as a vital harbour, are the Spring Point Ledge Light and Portland Breakwater Lighthouse. If you want to delve deeper into the city's history, then just along the waterfront from Spring Point Ledge Light is Fort Preble, which is the ideal place to contemplate the city's colourful history from the early 19th century, through the period of the Civil War, up to the present day.

Where to stay in South Portland

Our map will help you find the perfect place to stay for your holiday in South Portland by showing you the exact location of each hotel.