South Portland Holidays from £1,020

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Your South Portland Holiday

With one of our holiday packages to South Portland, you'll discover infinite opportunities for fun and relaxation. There's so much to enjoy, including its coastal scenery and lively atmosphere. If your trip to South Portland includes a little sightseeing, drop by much-loved attractions like Portland Head Light, University of Southern Maine and Portland Museum of Art. A couple of quick clicks is all it takes to put together a tailored South Portland holiday on Expedia.

Top South Portland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Save 100% on your flight
Price was £1,574, price is now £1,020 per person
£1,020
per person
27 Aug - 1 Sept
found 8 hours ago
Return direct flight included
London (LON) to Boston (BOS)
8.6/10 Excellent! (457 reviews)
I love the design of the hotel! The pods are really spacious and provide a lot of privacy. This is my second stay here and will always return when I’m back in Boston!

Reviewed on 21 Jun 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £2,518, price is now £1,270 per person
£1,270
per person
26 Aug - 31 Aug
found 4 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on 15 Jun 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was £3,203, price is now £2,272 per person
£2,272
per person
11 Sept - 18 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
4/10 (1 review)
The cottages are very comfortable and clean. The restaurant is one of the best on island. The only special consideration is the low hum of noise from the restaurant which is located right next to the cottages. It’s over by the restaurant closing at about 11PM, but creates a hum of group conversation until then. The drive from Sconset to downtown takes about 15 minutes so renting a car is useful.

Reviewed on 22 Jun 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £2,799, price is now £1,989 per person
£1,989
per person
10 Aug - 16 Aug
found 22 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.4/10 Exceptional! (428 reviews)
The valet was fast and professional, the room was clean, the staff are very helpful. I would definitely stay again!

Reviewed on 25 May 2026

Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Brighton
Price was £1,467, price is now £1,078 per person
£1,078
per person
8 Sept - 15 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,274 reviews)
The front desk was very friendly and helpful. We stayed here to go to the Roadrunner venue for a concert.

Reviewed on 25 Jun 2026

Where to stay in South Portland

Find the best South Portland areas and neighborhoods for the activities you enjoy most. Learn more about South Portland
Bug Light

Willard Beach

2 out of top 10 points of interest in this area

When in Willard Beach, you can plan a visit to Willard Beach and Fort Preble, some noteworthy sights in the nearby area.

Find hotels in Willard Beach

South Portland Beach Holiday

Live out those beachy daydreams on your South Portland holiday. Embark on a romantic walk, admire the spectacular coastal vistas and collect pretty seashells during your trip to South Portland. Situated just 3 miles from the city centre, Willard Beach is the place to be for many sun-seeking visitors. Look through our South Portland holiday deals and watch your travel budget stretch further!

South Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
23,900
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Higgins Beach, State Theatre and East End Beach

Top hotels in South Portland

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Fully refundable
The price is £87 per night from 28 Jun to 29 Jun
£87
28 Jun - 29 Jun
includes taxes & fees
7.4/10 Good! (505 reviews)
"We had an easy time checking in and the room was clean upon arrival. There was a smell on the floor that we stayed in, but it wasn’t consistent throughout the hotel. Breakfast area was clean and restocked consistently. We would have preferred longer breakfast hours."

Reviewed on 25 Jun 2026

Clarion Pointe South Portland
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Fully refundable
The price is £96 per night from 28 Jun to 29 Jun
£96
28 Jun - 29 Jun
includes taxes & fees
8.6/10 Excellent! (2,150 reviews)
"Great stay."

Reviewed on 24 Jun 2026

Comfort Inn South Portland Airport
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Fully refundable
The price is £101 per night from 28 Jun to 29 Jun
£101
28 Jun - 29 Jun
includes taxes & fees
8.4/10 Very good! (2,942 reviews)
"Very friendly staff. I took advantage of the free airport shuttle & had a great conversation with the driver. Breakfast was ok, but it's free. Rooms were clean and the view from my window was great. Would stay here again."

Reviewed on 25 Jun 2026

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
See all 2,790 properties in South Portland
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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Stay near popular South Portland attractions

South Portland, Maine, USA at the Portland Breakwater Light.; Shutterstock ID 688189870; Purchase Order: -

Bug Light

9.0/5 (344 reviews)
This charming Greek-inspired lighthouse offers panoramic views of Portland Harbour and the city skyline. Bring a picnic to enjoy in the park while watching boats navigate the harbour waters.
See properties

What to do in South Portland

Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

£13
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
See all activities in South Portland

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.