Machipongo Vacations from US$ 312

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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
Save 100% on your flight
Price was US$ 480, price is now US$ 312 per person
US$ 312
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Overall a great stay! There for only one night. Staff was outstanding! Room was clean and did not have an odor. Light in the bedroom did not come on with switch. Thought I was getting an oceanfront room but it was actually on the side of the hotel. I could see the ocean but on if I went to the window. No comment on the other amenities bc we didn't use them. Will definitely stay again!

Reviewed on 19 Jan, 2026

Sanderling Resort Residences

Sanderling Resort Residences

4 out of 5
Save 100% on your flight
Price was US$ 3,877, price is now US$ 2,128 per person
US$ 2,128
per person
Apr 2 - Apr 8
found 17 hours ago
Roundtrip flight included
Islip (ISP) to Norfolk (ORF)
No reviews
Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
Willoughby Spit
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Price was US$ 1,619, price is now US$ 1,099 per person
US$ 1,099
per person
Apr 1 - Apr 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
5.8/10 (369 reviews)
Management guarantees safety thats most important. There are plenty of restaurants around to choose from. The beach view is beautiful, and the walk to the beach is not gar at all. I enjoy being here. Im from a different state.

Reviewed on 5 Jan, 2026

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Greenbrier
Save 100% on your flight
Price was US$ 667, price is now US$ 453 per person
US$ 453
per person
Mar 13 - Mar 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.6/10 Excellent! (329 reviews)
Great location clean and friendly staff

Reviewed on 19 Jan, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was US$ 714, price is now US$ 491 per person
US$ 491
per person
Apr 11 - Apr 18
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9/10 Wonderful! (1,793 reviews)
Rooms were very clean we were impressed. Staff was very friendly and helpful. Slow time of the year to visit but the hotel is very near some of the best restaurants. Kill Devil Grill right across the street was outstanding.

Reviewed on 20 Jan, 2026

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

Machipongo Hotel Deals

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
8.4/10 Very Good! (802 reviews)
The customer service was good. However The room needed some cleaning as well as upgrades. The shower head was rusty and needed to be cleaning.

Reviewed on 20 Jan, 2026

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Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
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
8.2/10 Very Good! (1,001 reviews)
The staff was super friendly parking was convenient and was very economical!

Reviewed on 14 Jan, 2026

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Hampton Inn & Suites Exmore - Eastern Shore
Perfect Cozy Vacation Rental on the Eastern Shore

Perfect Cozy Vacation Rental on the Eastern Shore

Cape Charles VA
8/10 Very Good! (27 reviews)
Location was perfect, ample parking.

Reviewed on 10 Nov, 2025

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Perfect Cozy Vacation Rental on the Eastern Shore
See all 471 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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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

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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.