Assawoman Vacations from $328

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The Latest Assawoman vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5
Price was $374, price is now $328 per person
$328
per person
Apr 3 - Apr 5
found 7 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
8/10 Very Good! (1,002 reviews)
This place was awesome. Very clean. In a beautiful spot to see the sun rise . The breakfast was cool and the staff was awesome.

Reviewed on Jan 9, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was $1,010, price is now $854 per person
$854
per person
Mar 29 - Apr 3
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
9/10 Wonderful! (770 reviews)
We had such an amazing time! The room was clean, the staff was amazing in the amenities were fantastic! We want to give a great shout out to Izzy, she was kind, friendly and personable. The front desk staff, including Christina was excellent! We will see you in the summer!

Reviewed on Feb 15, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $781, price is now $674 per person
$674
per person
Mar 29 - Apr 3
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
8.6/10 Excellent! (2,269 reviews)
Room was very clean. Parking deck is a bit challenging. Also porter carts not allowed on Monday?

Reviewed on Feb 18, 2026

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
Downtown Ocean City
Price was $755, price is now $653 per person
$653
per person
Mar 29 - Apr 3
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
9/10 Wonderful! (1,588 reviews)
It was wonderful and the view amazing

Reviewed on Feb 16, 2026

Dunes Suites Oceanfront

Dunes Suites Oceanfront

2.5 out of 5
Midtown Ocean City
Price was $669, price is now $585 per person
$585
per person
Mar 29 - Apr 3
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
9.2/10 Wonderful! (1,135 reviews)
Clean room, great view with the balcony oceanfront!!

Reviewed on Nov 25, 2025

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Assawoman Hotel Deals

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$118 nightly
The price is $133 total per night from Mar 1 to Mar 2
$133 total
Mar 1 - Mar 2
Total with taxes and fees
9.8/10 Exceptional! (510 reviews)
This was a Wonderful place to stay!! So much charm a the staff was wonderful!

Reviewed on Feb 17, 2026

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Feb 27 to Feb 28
$112 total
Feb 27 - Feb 28
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
The room was amazing! Bed was great! Extremely clean too! The view was beautiful!

Reviewed on Feb 17, 2026

Comfort Suites Chincoteague Island Bayfront Resort
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd Pocomoke City MD
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Feb 26 to Feb 27
$104 total
Feb 26 - Feb 27
Total with taxes and fees
8.6/10 Excellent! (899 reviews)
La habitación son muy comodad.

Reviewed on Feb 17, 2026

Best Western Plus Pocomoke City
See all 764 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.

Find the Best Assawoman Vacation Packages

Assawoman Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does an Assawoman vacation package cost?
You can pick up a vacation package to this popular destination from $328 on Expedia. However, how much your vacation to Assawoman costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Assawoman?
If you're looking to score a cheap Assawoman vacation package, consider visiting in November, December and January. You'll typically find lower prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Assawoman?
The ideal length of your Assawoman vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to check out all the major attractions and explore some hidden treasures along the way.
How to find the best Assawoman package deals?
Landing a cheap Assawoman package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Assawoman package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Assawoman vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Assawoman vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Assawoman?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Assawoman break.
Does Expedia offer Book Now, Pay Later Assawoman vacation packages?
Your Assawoman getaway is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.