Greenwood Vacations from $563

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $605, price is now $563 per person
$563
per person
Jan 2 - Jan 4
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
9/10 Wonderful! (3,258 reviews)
Room was roomy and comfortable

Reviewed on Nov 3, 2025

Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

3 out of 5
Save 100% on your flight
Price was $3,151, price is now $2,519 per person
$2,519
per person
Dec 28 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
No reviews
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $702, price is now $650 per person
$650
per person
Jan 2 - Jan 4
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
8.8/10 Excellent! (1,008 reviews)
The room was spotless. The staff were courteous and helpful. Fantastic hotel!

Reviewed on Oct 28, 2025

Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
Price was $626, price is now $590 per person
$590
per person
Jan 2 - Jan 4
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
8.2/10 Very Good! (1,789 reviews)
Nice. Lovely. What you expect for a beachside resort.

Reviewed on Nov 3, 2025

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3 out of 5
Midtown Ocean City
Price was $610, price is now $579 per person
$579
per person
Jan 2 - Jan 4
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
9/10 Wonderful! (1,041 reviews)
Clean room, excellent service.

Reviewed on Nov 5, 2025

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Greenwood Hotel Deals

Hyatt House Lewes/Rehoboth Beach

Hyatt House Lewes/Rehoboth Beach

3.5 out of 5
17254 Five Points Square, Lewes, DE
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Dec 2 to Dec 3
$91 total
Dec 2 - Dec 3
Total with taxes and fees
9.2/10 Wonderful! (982 reviews)
staff was friendly and professional. room was great.

Reviewed on Oct 30, 2025

Hyatt House Lewes/Rehoboth Beach
Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3 out of 5
17388 OCEAN ONE PLAZA, Lewes, DE
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Dec 2 to Dec 3
$84 total
Dec 2 - Dec 3
Total with taxes and fees
9.4/10 Exceptional! (1,014 reviews)
Breakfast was fresh staff keep items filled and rooms where clean

Reviewed on Nov 1, 2025

Home2 Suites by Hilton Lewes Rehoboth Beach
Tru by Hilton Georgetown

Tru by Hilton Georgetown

2.5 out of 5
301 College Park Lane, Georgetown, DE
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Nov 16 to Nov 17
$106 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (490 reviews)
overall the place seemed kind of run down. Carpet int he hallways was dirty etc. The room seemed adequately clean but very very small and cramped for 2 people. Also the hotel authorized $25 per night in incidentals even though there is no mini bar int he room. Breakfast was very disappointing. I ...

Reviewed on Oct 29, 2025

Tru by Hilton Georgetown
See all 644 properties in Greenwood
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 Greenwood Vacation Packages

Greenwood Essential Information

Language
English
Currency
U.S dollars
Population
1,050
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Second Street Players - Riverfront Theatre, The Rookery North Golf Course and Abbotts Mill Nature Center

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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering great value package deals from $563 on Expedia, you'll be thrilled with how little a vacation to Greenwood costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greenwood?
October, November and December are great times to look for cheap Greenwood vacation packages. Opting to travel in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Greenwood?
With a well-organized travel plan, you can easily tick off the most popular Greenwood sights in a few days. But if you want to venture off the beaten track or take day trips, consider booking your Greenwood vacation for longer.
How to find the best Greenwood package deals?
Use Expedia's filters to find some unbeatable Greenwood package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Greenwood package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Greenwood vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Greenwood vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Greenwood?
If you have your Greenwood vacation dates confirmed, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
Your Greenwood getaway is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.