West Southport Vacations from $521

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Your West Southport Vacation

Let our vacation packages to West Southport inspire your next adventure. There's lots to like about this amazing city, starting with the neighborhood of Harpswell, which is great for nature and culture. Ready to venture out and explore? Hendricks Head Beach, Hendricks Head Light and Hendricks Hill Museum are among the best places to visit during a trip to West Southport. Expedia will help you escape the everyday. Tailor your vacation to West Southport to suit your style of travel, whatever that may be!

The Latest West Southport vacation packages

Price found within the past 48 hours. Click for updated prices.

210 Main St

$521

per person

Oct 22 - Oct 25

found 23 hours ago

Roundtrip flight included

New York (NYC) to Augusta (AUG)

9.4/10 Exceptional! (14 reviews)

It was unclear to me, that this was a Big house and a rental of rooms. Total of 7 rooms/suites. Vintage decor with easy keypad entry and a HUGE tv. House not Handicap accessible, from what I could see. We had to carry our luggage up a flight of stairs. That also was not made clear. No amenities other than a small area for laundry. Quarters only. Very close for walking downtown. Coffee place nearby, a plus. I would stay here again. Good AC and WiFi.

Reviewed on Aug 21, 2026

Newly Renovated Acadia Apartment Maple Street

$1,751

per person

Oct 6 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Augusta (AUG)

9.6/10 Exceptional! (5 reviews)

Very cute and clean. Very accessible to bar harbor and hiking areas.

Reviewed on Aug 4, 2026

Bluebird Ocean Point Inn

Ocean Point

$1,276

per person

Oct 6 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Augusta (AUG)

8.8/10 Excellent! (609 reviews)

Arrived after 4 pm check in. Had to wait for room approximately a half hour while other couples came in and got room keys right away. ???. Bathroom sink was very small, Shower had half door. Floor got soaked. Hate to say it but won't go back

Reviewed on Aug 24, 2026

OneSixtyFive

$1,255

per person

Oct 6 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Augusta (AUG)

9.4/10 Exceptional! (163 reviews)

Room could have been cleaner (stain on blanket, ceiling bath vent very layered in dust, stain on chair) Our buildings hot water heater broke so there was no hot shower but they let me use another vacant rooms cleaned bathroom and offered us a discount on the rate

Reviewed on Aug 6, 2026

Topside Inn

$1,286

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Augusta (AUG)

10/10 Exceptional! (146 reviews)

Incredible view, location and vibe!

Reviewed on Aug 25, 2026

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Stay near popular West Southport attractions

Hendricks Hill Museum

8.0/10 (2 reviews)

You can spend time studying the exhibits at Hendricks Hill Museum during your travels in West Southport. While you're in the area, stroll along the seaside.

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West Southport Hotel Deals

Flagship Inn and Suites

200 Townsend Avenue Boothbay Harbor ME

$166 nightly

$181 total

Sep 6 - Sep 7

Total with taxes and fees

8/10 Very Good! (1,040 reviews)

"The continental breakfast was excellent. The pool and surrounding area was clean. A nice little park next-door was a little ice cream shack which we could walk to at night. There was also a little farmers market next-door to the ice cream shack which was nice to bring homemade goodies from Maine ..."

Reviewed on Aug 24, 2026

Travelers Inn

130 Pleasant St Brunswick ME

Fully refundableReserve now, pay when you stay

$109 nightly

$119 total

Aug 31 - Sep 1

Total with taxes and fees

The Brunswick Hotel

4 Noble St Brunswick ME

$193 nightly

$210 total

Sep 8 - Sep 9

Total with taxes and fees

See all 1,582 properties in West Southport

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.

Find the Best West Southport Vacation Packages

West Southport Essential Information

Language	English
Currency	U.S dollars
Max Temp Winter	30ºF
Max Temp Summer	70ºF
Top Sights	Hendricks Head Beach, Hendricks Hill Museum and Hendricks Head Light

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Frequently asked questions

How much does a West Southport vacation package cost?

You can snap up a vacation package to this destination from $521 on Expedia. However, how much your vacation to West Southport costs will depend on factors like your hotel choice, season and length of stay.

What are the cheapest months to go to West Southport?

If you'd like to snag a cheap West Southport vacation package, consider visiting in October, November and December. You're likely to find better prices on hotels and airfares during these quieter months — ideal for a budget-friendly break.

How many days is enough for West Southport?

Generally, a handful of days is enough to tick off the major attractions during your West Southport vacation. However, if you prefer to have time to unwind or take day trips, consider extending your trip.

Is it worth booking a vacation package to West Southport?

It's no wonder a West Southport vacation is on the to-do list of many travelers. Leading attractions like Hendricks Head Light are just the start of what you can explore here.

How to find the best West Southport package deals?

Use Expedia's filter tool to help you find some fabulous West Southport package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for West Southport package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

Is it cheaper to book a West Southport vacation as a package?

You can enjoy significant savings on your West Southport escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to West Southport?

If you're considering a spur-of-the-moment West Southport vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking well in advance.

Does Expedia offer Book Now, Pay Later West Southport vacation packages?

If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your West Southport vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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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.