Machipongo Vacations from $294

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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.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $438, price is now $294 per person
$294
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,006 reviews)
The only thing that I would recommend is changing the sleep sofa! It was terrible we were not able to sleep in it . This would be my new location since I visit VA beach yearly

Reviewed on Aug 20, 2025

Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $467, price is now $307 per person
$307
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,661 reviews)
Property needs some updating but was very clean and staff was friendly and helpful.

Reviewed on Aug 22, 2025

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $609, price is now $404 per person
$404
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9/10 Wonderful! (1,753 reviews)
Every thing was perfect.

Reviewed on Aug 21, 2025

Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was $2,526, price is now $1,785 per person
$1,785
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
No reviews
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $438, price is now $319 per person
$319
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,005 reviews)
Conveniently located and easy access to beach. safe surroundings and great for families.

Reviewed on Aug 22, 2025

Don't see what you're looking for?
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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
$143 nightly
The price is $159 total per night from Sep 2 to Sep 3
$159 total
Sep 2 - Sep 3
Total with taxes and fees
8.2/10 Very Good! (613 reviews)
Most affordable room with full kitchen in area
"This offered the most affordable full kitchen stay in the area. The needs were comfortable the room was clean and the staff was friendly. I would stay here again. That being said, the full kitchen offered a full sized stove with oven/broiler, sink and refrigerator with top freezer. However u works ..."

Reviewed on Aug 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
$93 nightly
The price is $103 total per night from Sep 21 to Sep 22
$103 total
Sep 21 - Sep 22
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"We will return"

Reviewed on Aug 22, 2025

Hampton Inn & Suites Exmore - Eastern Shore
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

2.5 out of 5
3446 Lankford Hwy, Exmore, VA
Fully refundable
$114 nightly
The price is $127 total per night from Sep 1 to Sep 2
$127 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (745 reviews)
"Our first time staying here! Hotel was great! Clean, friendly staff, great breakfast in the morning…will def stay again!"

Reviewed on Aug 17, 2025

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
See all 464 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.

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Frequently asked questions

How much does a Machipongo vacation package cost?
Offering excellent value package deals from $294 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.