Greenwood Vacations from $637

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Sahara Motel
Americana Motor Inn
Beach Walk
Grand Hotel Ocean City Oceanfront
The Americana Hotel
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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
$111 nightly
The price is $123 total per night from Sep 14 to Sep 15
$123 total
Sep 14 - Sep 15
Total with taxes and fees
9.2/10 Wonderful! (922 reviews)
"Amazing staff always available"

Reviewed on Aug 21, 2025

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
$93 nightly
The price is $103 total per night from Sep 17 to Sep 18
$103 total
Sep 17 - Sep 18
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"Our family stay was great! The staff was very welcoming, provided us with a list of locations fornthe best seafood. We will be a repeat customer."

Reviewed on Aug 21, 2025

Home2 Suites by Hilton 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
$86 nightly
The price is $93 total per night from Aug 25 to Aug 26
$93 total
Aug 25 - Aug 26
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
"Quietness and convenience to stores."

Reviewed on Aug 18, 2025

Microtel Inn & Suites by Wyndham Dover
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.

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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering great value package deals from $637 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.