Machipongo Vacations from $442

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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.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9/10 Wonderful! (1,781 reviews)
It was very clean and close to the beach

Reviewed on Jul 4, 2025

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,005 reviews)
It was ocean front with easy access to the beach. Has a nice bistro with good food. Close to stores and restaurants.

Reviewed on Jun 27, 2025

Ocean Pines Resort

Ocean Pines Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
8.2/10 Very Good! (119 reviews)
It was bigger than I expected and the bedrooms were separated from each other which I really appreciated. Kitchen had everything we needed and the larger bedroom had its own TV which was convenient. The bed was hard and the mattress cover nearly non existent. The top sheet came off each time I moved around. Be prepared for a lack of Wi Fi and lack of cell reception. It was alittle dated but I would definitely stay here again.

Reviewed on May 4, 2025

Four Sails Resort

Four Sails Resort

3.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
per person
Aug 11 - Aug 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
7.6/10 Good! (35 reviews)
Property could use a bit of power washing and some paint. Update to memory foam beds, update the appliances and it will be perfect.

Reviewed on May 5, 2025

Sleeps 28 Beachfront w/ Pool, Hot Tub, Game Room Atlantic Watch by Avantstay

Sleeps 28 Beachfront w/ Pool, Hot Tub, Game Room Atlantic Watch by Avantstay

3 out of 5
Save 100% on your flight
per person
Sep 3 - Sep 10
found 3 hours ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
No reviews
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Discover the most popular places to visit in Machipongo

Chatham Vineyards

3.5/5(6 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.

Chatham Vineyards

Barrier Island Museum

3.5/5(3 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.

Barrier Island Museum

Machipongo Hotel Deals

Shore Stay Suites
Shore Stay Suites
2 out of 5
26406 Lankford Hwy, Cape Charles, VA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $202 total per night from Jul 6 to Jul 7
$202 total
Jul 6 - Jul 7
Total includes taxes and fees
8.4/10 Very Good! (586 reviews)
"It was great. I needed a clean bed, working shower, and good A/C. I got all three and was very happy."

Reviewed on Jun 19, 2025

Shore Stay Suites
Hampton Inn & Suites Exmore - Eastern Shore
Hampton Inn & Suites Exmore - Eastern Shore
2.5 out of 5
4129 Lankford Hwy, Exmore, VA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $172 total per night from Jul 21 to Jul 22
$172 total
Jul 21 - Jul 22
Total includes taxes and fees
8.4/10 Very Good! (992 reviews)
"It was okay. We arrived early for a wedding from out of state and we tried to get an early check in. But they were not very accommodating,"

Reviewed on Jun 30, 2025

Hampton Inn & Suites Exmore - Eastern Shore
Holiday Inn Express and Suites Exmore, Eastern Shore by IHG
Holiday Inn Express and Suites Exmore, Eastern Shore by IHG
2.5 out of 5
3446 Lankford Hwy, Exmore, VA
Fully refundable
$165 nightly
The price is $184 total per night from Jul 6 to Jul 7
$184 total
Jul 6 - Jul 7
Total includes taxes and fees
8.2/10 Very Good! (731 reviews)
"Location was perfect."

Reviewed on Jun 30, 2025

Holiday Inn Express and Suites Exmore, Eastern Shore by IHG
See all 466 properties in Machipongo
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 $442 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.