Machipongo Vacations from $441
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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
- Boardwalk Resort and Villas
Jan 14 - Jan 18Boardwalk Resort and Villas + Flight
Northeast Virginia Beach4 nights3.0 star property8.8/10 - Excellent (1,007 reviews)Roundtrip • New York (NYC) - Norfolk (ORF)JFK - ORF • Nonstop ORF - JFK • Nonstop$549$441found 1 day agoper traveler - Beach Walk
Dec 24 - Dec 27Beach Walk + Flight
Downtown Ocean City3 nights2.0 star property7.6/10 - Good (128 reviews)"We never slept here. The room was incredibly dirty. Stained sheets, stained carpet, god only knows what on the walls in the bathroom. The table and chairs were a table that folded out from the wall with a stick underneath. The chairs were two rusty folding chairs. The blinds in the window were busted up and only covered half the window. I honestly don’t know how they’ve not been shut down. We quickly found another hotel."Reviewed October 13, 2026Roundtrip • New York (NYC) - Salisbury (SBY)JFK - SBY • 1 stop SBY - EWR • 1 stop$2,567$1,974found 3 hours agoper traveler - Holiday Inn & Suites Virginia Beach North Beach by IHG
Dec 5 - Dec 11Holiday Inn & Suites Virginia Beach North Beach by IHG + Flight
Northeast Virginia Beach6 nights3.0 star property8.0/10 - Very good (1,587 reviews)"Clean room but they were upgrading the 3rd floor & it was noisy early in the morning."Reviewed November 1, 2026Roundtrip • Detroit (DTW) - Norfolk (ORF)DTW - ORF • Nonstop ORF - DTW • Nonstop$900$704found 11 hours agoper traveler - Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Jan 14 - Jan 18Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia + Flight
Northeast Virginia Beach4 nights4.0 star property8.2/10 - Very good (1,451 reviews)Roundtrip • New York (NYC) - Norfolk (ORF)JFK - ORF • Nonstop ORF - LGA • Nonstop$662$542found 1 day agoper traveler - Oceanic Motel
Dec 24 - Dec 27Oceanic Motel + Flight
Downtown Ocean City3 nights2.0 star property7.0/10 - Good (851 reviews)Roundtrip • New York (NYC) - Salisbury (SBY)JFK - SBY • 1 stop SBY - EWR • 1 stop$2,619$2,177found 3 hours agoper traveler
Where to stay near Machipongo
Eastville
For travelers seeking a memorable trip, Eastville offers a charming blend of family-friendly activities, natural beauty, and cultural experiences. Just about 4 miles by car from Machipongo, this welcoming city is perfect for those wanting to explore attractions like Cape Charles Beach for sun-soaked relaxation, the Barrier Islands Center for a glimpse into local history, and the Savage Neck Dunes Natural Area Preserve for stunning outdoor adventures. With its scenic landscapes and vibrant community, Eastville is a smart choice for your next vacation stay.
Nassawadox
Experience the charm of Nassawadox, an excellent hub for families and nature lovers eager to explore the beauty of Virginia's Eastern Shore. Visitors can enjoy the scenic bay and beach, as well as the fascinating Barrier Islands Center and Exmore Town Park, perfect for outdoor activities and relaxation. With its peak seasons in January to February and July, Nassawadox is a delightful choice for a weekend getaway. Located about 5 miles from Machipongo, it offers a smart option for your vacation stay.
Franktown
If you are a family traveler or a nature enthusiast, look no further than Franktown, a charming village that offers a delightful blend of outdoor adventure and relaxation. With attractions like the Barrier Islands Center for history buffs, Exmore Town Park for leisurely afternoons, and the scenic Horse Island nearby, there’s plenty to explore. Franktown's seasonal charm draws visitors from June to August, while its tranquil setting makes it an ideal weekend getaway. Located about 5 miles from Machipongo, Franktown is a smart choice for your stay.
Smith Beach
Immerse yourself in Smith Beach, where families and nature enthusiasts can easily access stunning attractions like Cape Charles Beach, Honeymoon Island, and Savage Neck Dunes Natural Area Preserve. This charming village offers a relaxed coastal experience with recreational areas, a boardwalk, and even a dog park for furry friends. Located about 7 miles by car from Machipongo, Smith Beach is a smart choice for travelers looking to enjoy the beauty of Virginia’s coastline.
Exmore
Travelers visiting the area often choose Exmore, especially families and nature enthusiasts seeking close proximity to outdoor adventures and scenic beaches. With attractions like the Exmore Town Park for leisurely strolls, the Barrier Islands Center for a taste of local history, and the beautiful Hammocks for relaxation, Exmore offers a rich experience throughout the year. Located about 10 miles from Machipongo, Exmore serves as a charming base for your Virginia getaway, making it a smart choice for your stay.
Discover the most popular places to visit in Machipongo
Machipongo Hotel Deals
Hampton Inn & Suites Exmore - Eastern Shore
Hampton Inn & Suites Exmore - Eastern Shore
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
Quality Inn & Suites Exmore - Eastern Shore
Quality Inn & Suites Exmore - Eastern Shore"A huge shout out and thank you to the gentleman on the front desk the night I arrived. I had just been released from the emergency room for a broken arm, and this gentleman went out of his way to make sure that I had everything I needed. Under the circumstances, my stay could not have been better."
"BAD PROPERTY"
"The Wachapreague Inn is a quaint, local treasure that is quiet and clean. We enjoyed our stay and the staff was incredibly kind and accommodating. The room was clean, the beds were soft, and they have great hot water! The town itself is very small and quiet. We were only in town for one night, but we hope to come back another time to stay longer and explore."
Frequently Asked Questions
How much does a Machipongo vacation package cost?
Offering excellent value package deals from $441 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.