Wachapreague Vacations from $393

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Wachapreague vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

3.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.4/10 Very Good! (1,044 reviews)
The location of the hotel is amazing. They were an hour late letting us check-in due to volume of turnover at that time as well as an unknown issue with the room that needed to be fixed. We had to put on our own shower curtain, but the staff was super friendly. Hotel was generally clean and provided a great ocean front experience.

Reviewed on Jun 22, 2025

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day 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 1 day 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 12 - Aug 18
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 27 - Aug 31
found 3 hours ago
Roundtrip flight included
Boston (BOS) 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

Don't see what you're looking for?
See all available trips from Columbus to Wachapreague
View all trips

Wachapreague Hotel Deals

Wachapreague Inn
Wachapreague Inn
3 out of 5
1 Main St, Wachapreague, VA
$139 nightly
The price is $153 total per night from Jul 10 to Jul 11
$153 total
Jul 10 - Jul 11
Total includes taxes and fees
9.2/10 Wonderful! (98 reviews)
AM Solo
"It was delightful. Everyone was super friendly, the room was clean, location ideal."

Reviewed on Jun 29, 2025

Wachapreague Inn
Virginia Retreat w/ Porch & Grill, Near Beaches!
Virginia Retreat w/ Porch & Grill, Near Beaches!
Wachapreague
10/10 Exceptional! (4 reviews)
Birthday visit
"We visited my dad for his birthday. We know the area well and enjoyed our stay."

Reviewed on Jan 20, 2025

Get rates
Virginia Retreat w/ Porch & Grill, Near Beaches!
Artist Apartment - Idyllic villa steps from Town & the waterfront!
Artist Apartment - Idyllic villa steps from Town & the waterfront!
Wachapreague
Get rates
Artist Apartment - Idyllic villa steps from Town & the waterfront!
See all 96 properties in Wachapreague
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 Wachapreague Vacation Packages

Wachapreague Essential Information

Language
English
Currency
U.S dollars
Population
230
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
North Street Playhouse, SouthEast Expeditions and Red Queen Gallery

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Wachapreague vacation package cost?
Offering excellent value package deals from $393 on Expedia, you'll be thrilled with how little a vacation to Wachapreague costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Wachapreague?
If you're looking to book a cheap Wachapreague vacation package, consider visiting in November, December and January. You're likely to find lower prices on flights and accommodations during these quieter months --- ideal for a budget-friendly break.
How many days is enough for Wachapreague?
Generally, a handful of days is enough to explore the major attractions during your Wachapreague vacation. But if you'd like to have time to relax or go on day tours, think about extending your itinerary.
How to find the best Wachapreague package deals?
Use Expedia's filters to help you find some tempting Wachapreague package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Wachapreague package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Wachapreague vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can customize your Wachapreague trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Wachapreague?
If you're considering an impromptu Wachapreague adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Wachapreague vacation packages?
Set off on your dream trip to Wachapreague with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for payday --- we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.