Greenwood Vacations from $1,146

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,475, price is now $1,146 per person
$1,146
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
9.6/10 Exceptional! (765 reviews)
Rooms were spacious and very clean. Staff was very courteous

Reviewed on Jun 11, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $2,336, price is now $1,782 per person
$1,782
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
8.2/10 Very Good! (723 reviews)
WE DIDN'T REALIZE THAT THERE WOULD BE A VOLLEYBALL TOURNAMENT DIRECTLY IN FRONT OF OUR ROOM!! THE VIEW WAS BREATHTAKING, BEING SO CLOSE TO THE LIT UP FERRIS WHEEL AT NIGHT. WE WERE IN WALKING DISTANCE TO OUR FAVORITE RESTAURANTS. THERE WERE MORE TV STATIONS THAN MOST HOTELS HAVE. WE WILL STAY THERE AGAIN!

Reviewed on Jun 12, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $2,785, price is now $2,131 per person
$2,131
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
8.8/10 Excellent! (2,439 reviews)
We did experience one disappointment during our stay — finding mouse droppings in the bathroom. Once we brought it to the hotel’s attention, the staff addressed the issue promptly and ensured the area was cleaned thoroughly.Aside from that, the ocean view, the spacious condo layout, and the in‑room amenities were all excellent. We genuinely enjoyed our time and appreciated the comfort and atmosphere the property provided.

Reviewed on Jun 13, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,897, price is now $1,467 per person
$1,467
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
7.6/10 Good! (560 reviews)
It is a older property but has been partially upgraded. Bathroom to small. Aircondition/heater was in the wrong place. It did not work very well and very noisy. Advertised as two queen beds but the beds were only full size and extremely hard to sleep on.

Reviewed on Jun 12, 2026

Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Downtown Ocean City
Price was $2,551, price is now $1,983 per person
$1,983
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
8/10 Very Good! (1,000 reviews)
Room was great- plenty of space and the mini kitchen was a plus. The location was perfect. We had a view of the beach. Parking was about a block away but there was an area to load and unload the car. Staff was friendly and the restaurant downstairs was fantastic. You can hear everything in the halls outside your room and in the rooms next to you, but overall it was great and would stay there again.

Reviewed on Jun 8, 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
$151 nightly
The price is $168 total per night from Jun 14 to Jun 15
$168 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,012 reviews)
"This was a very well maintained hotel. The breakfast was good. The staff helpful. We would come back to this property."

Reviewed on Jun 11, 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
$69 nightly
The price is $75 total per night from Jul 13 to Jul 14
$75 total
Jul 13 - Jul 14
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"My friend and I came into the hotel late and settled in. We immediately noticed the couch was filthy but decided that we just wouldn’t use it since we would be there less than 12 hours. When my friend was in the shower I pulled back the sheets and discovered that there was blood on the sheets and ..."

Reviewed on Jun 9, 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
$144 nightly
The price is $160 total per night from Jun 14 to Jun 15
$160 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,013 reviews)
"Everyone was really friendly and helpful. The breakfast was delicious and abundant. It’s a wonderful place to stay"

Reviewed on Jun 12, 2026

Home2 Suites by Hilton Lewes Rehoboth Beach
See all 660 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 $1,146 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.