Greenwood Vacations from $459

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Lewes

The Inn at Lewes

3 out of 5
Price was $621, price is now $459 per person
$459
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
6.2/10 (100 reviews)
Pet friendly and a nice place to stay for our weekend getaway

Reviewed on Jun 15, 2026

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $691, price is now $501 per person
$501
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.6/10 Excellent! (645 reviews)
Fabulous vintage hotel right on the beach and close to everything. It seemed like there were a lot of different room options - I stayed in the one bedroom apartment and it was a great stay! Very helpful and friendly staff! And it’s quiet! I would stay here again!

Reviewed on Jun 16, 2026

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Save 100% on your flight
Price was $2,946, price is now $2,158 per person
$2,158
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
8.4/10 Very Good! (40 reviews)
Perfect spot for a vacation

Reviewed on Jun 14, 2026

Empress Motel

Empress Motel

2 out of 5
Downtown Ocean City
Price was $1,466, price is now $1,085 per person
$1,085
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
7.8/10 Good! (159 reviews)
We enjoyed our stay, while we do prefer the Sahara we found this hotel to be enjoyable as well.

Reviewed on Jun 12, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,295, price is now $972 per person
$972
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
9.4/10 Exceptional! (770 reviews)
Rooms were spacious and very clean. Staff was very courteous

Reviewed on Jun 11, 2026

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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
$179 nightly
The price is $199 total per night from Jun 21 to Jun 22
$199 total
Jun 21 - Jun 22
Total with taxes and fees
9.4/10 Exceptional! (1,016 reviews)
"good"

Reviewed on Jun 17, 2026

Hyatt House Lewes/Rehoboth Beach
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $66 total per night from Jul 19 to Jul 20
$66 total
Jul 19 - Jul 20
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"The staff was so pleasant and helpful."

Reviewed on Jun 17, 2026

Microtel Inn & Suites by Wyndham Dover
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
$153 nightly
The price is $170 total per night from Jul 5 to Jul 6
$170 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,016 reviews)
"Location clean bed kitchen"

Reviewed on Jun 18, 2026

Home2 Suites by Hilton Lewes Rehoboth Beach
See all 695 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 $459 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.