Assawoman Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Ready to book your vacation to Assawoman?

 

Choose your dates

Assawoman Hotel Deals

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

2 out of 5
6273 Maddox Blvd, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Jul 17 to Jul 18
CA $167
CA $187 total
Jul 17 - Jul 18
includes taxes & fees
7.2/10 Good! (1,003 reviews)
"The building was old but freshly painted. The staff was very professional and the room was so clean you could eat off the floor. We loved it."

Reviewed on Jul. 9, 2025

Atlantic Shores Inn and Suites
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is CA $244 per night from Jul 21 to Jul 22
CA $244
CA $275 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Views were beautiful!! Staff was very friendly."

Reviewed on Jul. 15, 2025

Waterside Inn
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jul 20 to Jul 21
CA $177
CA $199 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Newly renovated rooms. Convenient location."

Reviewed on Jul. 13, 2025

Chincoteague Inn
See all 791 properties in Assawoman
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Assawoman vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation to Assawoman costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Assawoman?
If you'd like to score a cheap Assawoman vacation package, consider visiting in January, February and November. You'll generally find lower rates on hotels and airfares during these months --- perfect for budget-conscious travellers.
How many days is enough for Assawoman?
You can visit all the main sights in Assawoman in a few days, including the must-see Kegotank Bay. If you're looking for an extended Assawoman vacation, look at what kind of activities and day tours are available nearby.
How to find the best Assawoman package deals?
Bagging a cheap Assawoman package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Assawoman package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Assawoman vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Assawoman trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Assawoman?
If you have your Assawoman travel dates confirmed, book early to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Assawoman?

  1. Pick your dates: What you want to do in Assawoman and your preferred season will help you decide when to go.
  2. Budget wisely: On top of the price of your accommodations, you should factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Assawoman.
  3. Decide how long to go away for: Now that you're more familiar with Assawoman, you can figure out the ideal length of your vacation. Put together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose an Assawoman vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.