A lighthouse, rocky coastline, and a sunset over the ocean.

South Portland Vacations from AED 6,611

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 5,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest South Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 3 Oct - 9 Oct

    Moosehead State of Mind, 3BR Cabin With Mtn Views & Deck + Flight

    Shirley
    6 nights
    2.0 star property
    Roundtrip Detroit (DTW) - Boston (BOS)
    DTW - BGR1 stop BGR - DTW1 stop
    AED 7,278
    AED 6,611
    per traveler
    found 1 day ago
    Moosehead State of Mind, 3BR Cabin With Mtn Views & Deck

Where to stay in South Portland

Find the best South Portland areas and neighborhoods for the activities you enjoy most.

Knightville

Knightville offers a slice of authentic Maine living just across the bridge from Portland. This quiet neighborhood blends waterfront charm with small-town character. Stroll along the Eastern Waterfront Trail for stunning views of Portland's skyline across the Fore River. Bug Light Park's historic lighthouse stands as the area's maritime centerpiece. Tree-lined streets showcase classic New England architecture with white clapboard houses and colorful shutters. Local eateries serve fresh Maine seafood at prices lower than neighboring Portland. The peaceful residential setting provides a perfect retreat after exploring nearby attractions like Victoria Mansion and Portland Museum of Art.

Willard Beach

This charming coastal gem offers a peaceful retreat with a beautiful sandy shoreline. Willard Beach in South Portland welcomes visitors with gentle waves and a cozy neighborhood vibe. The small beach area attracts locals and tourists looking for a quieter Maine coastal experience. Green spaces like Willard Beach Park provide perfect spots for picnics and relaxation. Weathered New England-style homes with classic coastal architecture line quiet residential streets. Nearby attractions include Bug Light and Southern Maine Community College, making this an ideal base for exploring Portland's waterfront treasures.

Ligonia

When in Ligonia, you can plan a visit to Thompson's Point and Hadlock Field, some noteworthy sights in the nearby area.

Willard

Willard Beach offers a peaceful coastal retreat in South Portland where the sandy shoreline meets Casco Bay's island-dotted waters. This charming New England neighborhood features weathered rocks and gentle waves perfect for those seeking ocean views. Fort Gorges sits majestically offshore while Willard Square provides a cozy community gathering spot. The neighborhood's white clapboard houses and cedar-shingled homes create an authentic Maine coastal atmosphere away from tourist crowds. Enjoy swimming in calm waters, explore fascinating tide pools, or stroll along scenic shoreline paths. With minimal commercialization and quiet residential streets, Willard delivers a genuine local experience just minutes from Portland.

Pleasantdale

Though Pleasantdale might not have many top sights, you can venture to the surrounding area to see attractions like Victoria Mansion and Portland Museum of Art.

Discover the most popular places to visit in South Portland

South Portland Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.