Machipongo Vacations from $405

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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.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was $547, price is now $405 per person
$405
per person
Oct 2 - Oct 5
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Great beach access; food at onsite restaurant was good; bed was totally uncomfortable and did not sleep well, and room smelled super musty/moldy.

Reviewed on Jul 11, 2026

The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $1,059, price is now $768 per person
$768
per person
Aug 11 - Aug 15
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9.4/10 Exceptional! (23 reviews)
Property was clean, and staff friendly.

Reviewed on Jul 6, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,834, price is now $1,332 per person
$1,332
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,661 reviews)
Nice staff, rooms ok, the fridge didn’t work well … overall vey nice stay ! Pool was fun!

Reviewed on Jul 10, 2026

The Burrus House Inn Waterfront Suites

The Burrus House Inn Waterfront Suites

3 out of 5
Save 100% on your flight
Price was $961, price is now $705 per person
$705
per person
Oct 2 - Oct 5
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
9.8/10 Exceptional! (31 reviews)
Great tucked away spot. will stay there again for sure.

Reviewed on Jul 9, 2026

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Price was $606, price is now $455 per person
$455
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,530 reviews)
Don’t plan on checking in before 4

Reviewed on Jul 10, 2026

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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.
See properties

Machipongo Hotel Deals

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
$98 nightly
The price is $109 total per night from Aug 10 to Aug 11
$109 total
Aug 10 - Aug 11
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
"Room smells soo bad. Sorry to say but cannot able to sleep all night."

Reviewed on Jul 9, 2026

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
$106 nightly
The price is $118 total per night from Jul 15 to Jul 16
$118 total
Jul 15 - Jul 16
Total with taxes and fees
8.4/10 Very Good! (833 reviews)
"Brandon made it easy and pleasant to check in and welcomed us on short notice from our VBRO cancelling due to no a/c. Glad he was able to make things easy to manage on a peak weekend. Great customer skills! Also he really took one for the team working when other colleagues called out. Kudos to him ..."

Reviewed on Jul 7, 2026

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
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 12 to Jul 13
$202 total
Jul 12 - Jul 13
Total with taxes and fees
8.2/10 Very Good! (691 reviews)
"Very old property, not really kept well. Rust in the freezer, not properly maintained. Needs upgrades"

Reviewed on Jul 5, 2026

Shore Stay Suites
See all 495 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 $405 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.