Machipongo Vacations from $434
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Your Machipongo Vacation
Create a custom vacation package to Machipongo and get ready for your next big adventure. Consider basing yourself in the neighborhood of Oyster, which is great for views and walking, for a true taste of this interesting city. If your trip to Machipongo includes a little sightseeing, take in renowned attractions like Barrier Islands Center, Chatham Vineyards and Barrier Island Museum. Whatever your travel plans or budget, putting together the ultimate tailored Machipongo vacation is simple with Expedia.
The Latest Machipongo vacation packages
Price found within the past 48 hours. Click for updated prices.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
$592
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Norfolk (ORF)
8.2/10 Very Good! (1,447 reviews)
For most of my stay, I did not have any hot water when I wanted it. I could do a sink full of dishes and still not have any hot water. While the pool and jacuzzi were nice, the jacuzzi was not really accessible for someone traveling alone with minor mobility issues
Reviewed on Oct 25, 2026
Stay near popular Machipongo attractions
Barrier Islands Center
8.4/10 (28 reviews)
You can spend time studying the exhibits at Barrier Islands Center in Machipongo. While you're in the area, stroll along the beautiful beaches.
Chatham Vineyards
8.2/10 (20 reviews)
You can enjoy a tasting or tour at Chatham Vineyards during your travels to Machipongo. Wander the beaches or discover the area's sunrises.
Horse Island
Commune with nature and explore the great outdoors at Horse Island during your travels in Machipongo. Take in the museums while you're in the area.
Barrier Island Museum
8.0/10 (9 reviews)
You can spend time studying the exhibits at Barrier Island Museum during your trip to Machipongo. While you're in the area, stroll along the beautiful beaches.
Webbs Island
Commune with nature and explore the great outdoors at Webbs Island during your travels in Machipongo. Take in the museums while you're in the area.
Machipongo Hotel Deals
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
3446 Lankford Hwy Exmore VA
Fully refundable
$93 nightly
$104 total
Oct 29 - Oct 30
Total with taxes and fees
8.4/10 Very Good! (875 reviews)
"While the hotel staff, cleanliness, breakfast and amenities were fine, we were awoken by the room above us at 11:30 p.m. with lots of stomping, loud TV viewing and shouting to one another. We kept hoping that the noise would lessen and it eventually did but not before our entire sleep pattern was ..."
Reviewed on Oct 19, 2026
Hampton Inn & Suites Exmore - Eastern Shore
4129 Lankford Hwy Exmore VA
Fully refundableReserve now, pay when you stay
$81 nightly
$90 total
Nov 13 - Nov 14
Total with taxes and fees
Shore Stay Suites
26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
$127 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (745 reviews)
"The room is a good size. The kitchenette is a nice feature. The bed was comfortable. A bit worn overall though. Close to Cape Charles historic district"
Reviewed on Oct 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 Machipongo Vacation Packages
Machipongo Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 45ºF |
Max Temp Summer | 80ºF |
Top Sights | Cape Charles Beach, Barrier Islands Center and Chatham Vineyards |
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Frequently asked questions
How much does a Machipongo vacation package cost?
Offering excellent value package deals from $434 on Expedia, you'll be pleasantly surprised at how much a vacation to Machipongo costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Machipongo?
You can typically find lower rates and better availability in November, December and January. Browse our cheap Machipongo vacation packages and you could land some great off-season discounts.
How many days is enough for Machipongo?
Usually, a handful of days is great for a Machipongo vacation. With a carefully crafted itinerary, you can check out all the main sights including Barrier Island Museum, as well as explore some hidden gems along the way.
How to find the best Machipongo package deals?
Use Expedia's filter tool to help you find some of the best Machipongo package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Machipongo package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Machipongo vacation as a package?
You can enjoy significant savings on your Machipongo escape by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Machipongo?
Score incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Machipongo getaway.
Does Expedia offer Book Now, Pay Later Machipongo vacation packages?
Jet off on your dream escape to Machipongo with our Book Now, Pay Later vacations. No need to save up or hold off until payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up travel deals while they last.
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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.
