Greenwood Vacations from $1,295

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,659, price is now $1,295 per person
$1,295
per person
Jul 13 - Jul 18
found 19 hours ago
Roundtrip non-stop flight included
New York (LGA) to Salisbury (SBY)
8.2/10 Very Good! (717 reviews)
Nice and clean. The staff is wonderful and very helpful.

Reviewed on Apr 19, 2026

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $2,100, price is now $1,489 per person
$1,489
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8/10 Very Good! (31 reviews)
The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $2,909, price is now $2,142 per person
$2,142
per person
Jul 12 - Jul 18
just found
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
9.6/10 Exceptional! (748 reviews)
If you think the Tapestry Collection implies a step above the usual accommodations at, say a Hampton Inn, think again. This place was closer to a Tru - very austere and disappointing. I do not believe that Hilton actively evaluates any of its labeled properties for conformance to any minimum standards - except possibly for those it owns directly which are most certainly the higher priced ones.

Reviewed on May 2, 2026

Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Downtown Ocean City
Price was $2,965, price is now $2,363 per person
$2,363
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.4/10 Very Good! (19 reviews)
straight fire, definitely going back

Reviewed on Jun 21, 2025

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 $3,330, price is now $2,672 per person
$2,672
per person
Jul 12 - Jul 18
just found
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
9/10 Wonderful! (818 reviews)
Everything was great

Reviewed on May 8, 2026

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Greenwood Hotel Deals

Luxury Treehouse with Large Deck

Luxury Treehouse with Large Deck

Harrington DE
10/10 Exceptional! (24 reviews)
What a peaceful place to stay with your love ones.i can’t say how pleasant my host was to work with.this is such a dream treehouse to stay in . I hope I will someday return here .

Reviewed on May 7, 2026

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Luxury Treehouse with Large Deck
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
$110 nightly
The price is $122 total per night from May 18 to May 19
$122 total
May 18 - May 19
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
Yes

Reviewed on May 8, 2026

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
$114 nightly
The price is $127 total per night from May 18 to May 19
$127 total
May 18 - May 19
Total with taxes and fees
9.4/10 Exceptional! (1,014 reviews)
Getting into the place from the road and out of the parking lot back onto the road is a bit strange. There is no dedicated turn-off. The location is amongst various other restaurants/buildings, etc. in an odd setting.

Reviewed on May 9, 2026

Home2 Suites by Hilton Lewes Rehoboth Beach
See all 671 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 $1,295 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.