Greenwood Vacations from $847

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $1,079, price is now $847 per person
$847
per person
Sep 12 - Sep 19
found 19 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.6/10 Good! (96 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was $1,663, price is now $1,162 per person
$1,162
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
8/10 Very Good! (2 reviews)
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,771, price is now $1,326 per person
$1,326
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.6/10 Good! (568 reviews)
What I disliked was the bathtub drain did not work well at all, in fact to take a 10 minute shower the tub fills with dirty water and takes a half hour to drain out. The room overall was decent but poorly cleaned and maintained.

Reviewed on Jun 18, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,752, price is now $1,351 per person
$1,351
per person
Aug 23 - Aug 28
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
9/10 Wonderful! (3,657 reviews)
Accessible to beach Clean Easy parking

Reviewed on Jun 21, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $2,466, price is now $1,923 per person
$1,923
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.8/10 Excellent! (2,455 reviews)
My stay at this hotel was wonderful. The staff was friendly, professional, and always willing to help. The room was clean, comfortable, and well-maintained. The location was convenient and close to everything I needed. I especially appreciated the excellent customer service and attention to detail. I would definitely stay here again and highly recommend this hotel to anyone visiting the area.”

Reviewed on Jun 22, 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 29 to Jun 30
$199 total
Jun 29 - Jun 30
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
"Awesome breakfast and the place was very clean. The staff was very friendly and helpful."

Reviewed on Jun 21, 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
$68 nightly
The price is $73 total per night from Jul 12 to Jul 13
$73 total
Jul 12 - Jul 13
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
"When you first walk in, you can smell the Fabuloso, so you know it's clean. The staff was friendly and helpful. I'd stay here again."

Reviewed on Jun 21, 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
$151 nightly
The price is $168 total per night from Jul 5 to Jul 6
$168 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
"Loved our room, clean, spacious and comfortable room with nice amenities, enjoyed the complimentary breakfast!"

Reviewed on Jun 21, 2026

Home2 Suites by Hilton Lewes Rehoboth Beach
See all 698 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 $847 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.