Greenwood Vacations from $863

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The Latest Greenwood vacation packages

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

Hotel Bethany Beach

2.5 out of 5
Save 100% on your flight
Price was $1,225, price is now $863 per person
$863
per person
Aug 22 - Aug 29
found 10 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.2/10 Wonderful! (1,428 reviews)
Nice hotel, we only stayed one night but enjoyed it. The room was spacious and clean. Breakfast was better than expected. The staff is very friendly and helpful. My only issue is the parking fee. I travel a lot and I have never been charged to park in a hotel parking lot. It’s just odd!

Reviewed on Jun 14, 2026

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was $1,541, price is now $983 per person
$983
per person
Aug 20 - Aug 24
found 17 hours ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
8.6/10 Excellent! (642 reviews)
This is an older hotel, but very well maintained and clean. Staff was exceptional, courteous, and helpful.

Reviewed on Jun 14, 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 $1,691, price is now $1,131 per person
$1,131
per person
Aug 22 - Aug 29
found 10 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.6/10 Exceptional! (765 reviews)
Rooms were spacious and very clean. Staff was very courteous

Reviewed on Jun 11, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,438, price is now $1,037 per person
$1,037
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Salisbury (SBY)
7.6/10 Good! (560 reviews)
The room was very spacious and clean. I was impressed by the air conditioning unit and its ability to keep our room nice and cold during a hot week. Staff was willing to help even though i had little interaction with the main desk, the housekeeper was very sweet and got things done fast. Parking was easy and overall id definitely stay here again.

Reviewed on Jun 14, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $2,426, price is now $1,801 per person
$1,801
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Salisbury (SBY)
9/10 Wonderful! (3,619 reviews)
Great place for family vacation, nice and clean room, lots to do on premises. Staff was great.

Reviewed on Jun 15, 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
$161 nightly
The price is $179 total per night from Jun 18 to Jun 19
$179 total
Jun 18 - Jun 19
Total with taxes and fees
9.4/10 Exceptional! (1,013 reviews)
"This everything functional and clean"

Reviewed on Jun 13, 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 $74 total per night from Jul 15 to Jul 16
$74 total
Jul 15 - Jul 16
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
"Pleasantly surprised!!!"

Reviewed on Jun 15, 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
$159 nightly
The price is $177 total per night from Jul 5 to Jul 6
$177 total
Jul 5 - Jul 6
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 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 $863 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.