Greenwood Vacations from $935

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,253, price is now $935 per person
$935
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.6/10 Good! (540 reviews)
The overall room and property cleanliness, room view and helpful staff service was at a very high level Of standards … This is coming from someone that has stayed at multiple hotels in many different vacation and non vacation destinations HIGHLY RECOMMENDED….

Reviewed on May 15, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,638, price is now $1,172 per person
$1,172
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.2/10 Very Good! (717 reviews)
Clean room. Nice staff, great location on the boardwalk.

Reviewed on May 13, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,925, price is now $1,431 per person
$1,431
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9/10 Wonderful! (3,574 reviews)
I enjoyed my time very much. Clean and accommodating. Nice view and room was ready at 2!

Reviewed on May 21, 2026

Empress Motel

Empress Motel

2 out of 5
Downtown Ocean City
Price was $1,344, price is now $1,009 per person
$1,009
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.8/10 Good! (151 reviews)
Clean room cold air friendly clerk. Parking was on site . Granted it's basically off season yet so I can't speak for peak season but it was good yesterday

Reviewed on May 18, 2026

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was $1,306, price is now $994 per person
$994
per person
Jul 22 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.6/10 Excellent! (640 reviews)
This was an amazingly quirky place that would be so awesome for a couple days. We had 2 bedrooms, kitchenette/dining room and bath. I loved the artwork, the little porch and how close we were to the boardwalk. The bathroom was tiny and the shower didn't work, but we were the first guest for the season in that unit, so they didn't know it wasn't working. They were very responsive and everything was clean. If I was planning to spend 3 or more days in town, this would be a good choice.

Reviewed on May 5, 2026

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Greenwood Hotel Deals

Luxury Treehouse with Large Deck

Luxury Treehouse with Large Deck

Harrington DE
10/10 Exceptional! (25 reviews)
"This was the perfect spot for our honeymoon and was so beautiful and relaxing! Everything was very clean and just done perfectly. We thoroughly enjoyed taking walks daily and befriending the cows, Eddie, and the farm cats and it was overall an amazing trip. If we come back in the area, we will definitely ..."

Reviewed on May 18, 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
$126 nightly
The price is $140 total per night from Jun 3 to Jun 4
$140 total
Jun 3 - Jun 4
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Our suite was roomy with a fully equipped kitchen and a comfy seating area."

Reviewed on May 22, 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
$89 nightly
The price is $99 total per night from Jun 7 to Jun 8
$99 total
Jun 7 - Jun 8
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"This hotel is spacious and clean, offering a hot buffet breakfast for free and an indoor, heated salt pool. The parking is ample and you can walk to the pizza shop or sandwich deli. Because it is on the east side of route 1, you can access Lewes, the ferry, or Cape Henlopen state park without getting ..."

Reviewed on May 21, 2026

Home2 Suites by Hilton Lewes Rehoboth Beach
See all 617 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 $935 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.