Greenwood Vacations from $693

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The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Lewes

The Inn at Lewes

3 out of 5
Price was $883, price is now $693 per person
$693
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Salisbury (SBY)
6.2/10 (97 reviews)
This was the best place I stayed. However, it was not at the Inn for which I paid. When I arrived, no one was in the office, but I ran into some guys renovating the property. The called the boss for me, and he put me at a much nicer property at Staybridge Suites, 34521 Old Postal Lane, Lewes. That was the nicest place Instayed on this vacations so far and the breakfast was the best. The WiFi was flawless.

Reviewed on May 17, 2026

Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
Save 100% on your flight
Price was $1,078, price is now $819 per person
$819
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.2/10 Wonderful! (1,413 reviews)
Everything about our 3 night stay in June was great! Check in and check out were easy, the property was clean, staff was friendly, breakfast was delicious and had a nice assortment of items. The rooms were updated and comfortable. Would definitely stay again!

Reviewed on Jun 9, 2026

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $1,840, price is now $1,422 per person
$1,422
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.4/10 Good! (171 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Save 100% on your flight
Price was $2,611, price is now $2,032 per person
$2,032
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Salisbury (SBY)
9/10 Wonderful! (832 reviews)
The room had more sand than the beach. The refrigerator and countertops hadn't been cleaned on years

Reviewed on Jun 7, 2026

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,699, price is now $1,377 per person
$1,377
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
8.4/10 Very Good! (40 reviews)
Beautiful place that aided to my family having a great vacation! 10/10 and I’d definitely stay there again!

Reviewed on May 31, 2026

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Greenwood Hotel Deals

Luxury Treehouse with Large Deck

Luxury Treehouse with Large Deck

Harrington DE
10/10 Exceptional! (29 reviews)
"My son had a lacrosse tourney at DE Turf complex, this property is only 25 min which was perfect. It was so nice to have a very clean & comfortable place to stay nearby with a full fridge, washer/dryer, kitchen & the cutest porch to relax after a long day. Beds are extremely comfortable, linens soft, ..."

Reviewed on Jun 8, 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
$134 nightly
The price is $149 total per night from Jun 14 to Jun 15
$149 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
"The staff is so personable. Jamie, the night manager, knows us by name and welcomes us as soon as she saw us. The hotel is always clean with a great staff."

Reviewed on Jun 7, 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
$75 nightly
The price is $81 total per night from Jun 21 to Jun 22
$81 total
Jun 21 - Jun 22
Total with taxes and fees
8.2/10 Very Good! (1,001 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
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 $693 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.