West Southport Vacations from $525
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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
$583
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
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View all tripsStay 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.
West Southport Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
$166 nightly
$181 total
Sep 20 - Sep 21
Total with taxes and fees
8/10 Very Good! (1,041 reviews)
"Very ample parking"
Reviewed on Aug 26, 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
$188 nightly
$205 total
Sep 8 - Sep 9
Total with taxes and fees
9.4/10 Exceptional! (1,015 reviews)
"The property was recently renovated so everything was nice, bed was comfortable. Definitely would stay here again."
Reviewed on Aug 25, 2026
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 $525 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.