Greenwood Vacations
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Greenwood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Comfort Suites Ocean City West
West Ocean City
$874
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Salisbury (SBY)
Book a stay at this family-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ocean City Beach and Ocean City Boardwalk are located nearby.
The room was a great rate, I was impressed with our clean and spacious pet friendly room. We did like the location and how it was close to so much. Having a pet area, playground, arcade, gym, breakfast and pool were really great features. The tv had good choices for family during down time. The downfall were the other guests. 2 nights in a row people were throwing parties and blasting music at 3am so I got very little sleep. It smelled like pot and outside there were cigarettes and trash scattered around. Again this was due to the other guests and not the hotel. The hotel was great. I would stay there again. Maybe they can consider an espresso machine for the tired parents.
Reviewed on Sep 21, 2026
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
$939
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
The room had a slippery area on the hard floor, cobwebs. The one bed was disgusting with a badly stained mattress pad that was seen as soon as the top cover was pulled back. Towels and bathroom floor had black hair on them. The shower curtain had a gross stain of some sort. When asked to correct, two additional calls to the front desk were required. The front desk manager listened to the issues, but said any complaint needed to be made through Expedia.
Reviewed on Sep 21, 2026
Carousel Resort Hotel & Condominiums
North Ocean City
$998
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Maryland Beach are located nearby.
Room was good
Beach front Room. Just they wasn't no ice skating and breakfast was not the same. We got toast on the second morning and the food was cooked better.
Reviewed on Sep 20, 2026
Fenwick Shores, Tapestry Collection by Hilton
$907
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Salisbury (SBY)
Book a stay at this beach hotel in Fenwick Island. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Bethany Beach Boardwalk are located nearby.
Nice, convenient hotel. Would stay again
Reviewed on Sep 20, 2026
Bay Club Resort by Coolvacay
Midtown Ocean City
$1,126
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Salisbury (SBY)
Stay at this aparthotel in Ocean City. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Amazing stay. Definitely will
Be back
Reviewed on Sep 17, 2026
Hotel Bethany Beach
$1,105
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Salisbury (SBY)
Stay at this hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bethany Beach Boardwalk and Maryland Beach are located nearby.
Clean spacious room, comfortable bed with great pillows. Decent breakfast in the morning and appreciated the citrus water available 24/7.
Reviewed on Sep 21, 2026
Greenwood Vacation Packages
Trying to save some money and some time on your next holiday to Greenwood? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Greenwood perfect. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. We have an incredible list of flights and hotels, and local endeavors to select from.
Hotel Deals in Greenwood
With 699 hotels and resorts in Greenwood to choose from, you are bound to find one that meets your needs.
From Greenwood hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Greenwood hotel packages, you not only get a great rate on your flight, but also a great place to stay.
Things to do in Greenwood
Greenwood is the ideal spot when you need to get away from it all. With only around 1,066 people here, this quaint town is great for a quite vacation. If you are unsure where to start, head towards downtown. You'll usually find some great eateries and some boutiques worth exploring. A lot of visitors enjoy the outdoor activities found around every corner and its small-town ambiance.
If you are looking for more, then head over to our "Things to Do" page for more inspiration or to reserve an activity in Greenwood.
Save with a Greenwood Vacation Package
As an AARP Member, you can cash in on all the great savings. You can save on select hotels worldwide, flights, and car rentals. No matter what Greenwood vacation package you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Book now and get ready for your Greenwood vacation.
Top Hotel Deals
Hyatt House Lewes/Rehoboth Beach
17254 Five Points Square Lewes DE
Book a stay at this business-friendly hotel in Lewes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Microtel Inn & Suites by Wyndham Dover
1703 E Lebanon Rd Dover DE
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches
22297 Dupont Blvd Georgetown DE
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Tru by Hilton Georgetown
301 College Park Lane Georgetown DE
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Microtel Inn & Suites by Wyndham Milford
106 Silicato Parkway Milford DE
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Home2 Suites by Hilton Lewes Rehoboth Beach
17388 Ocean One Plaza Lewes DE
Book a stay at this business-friendly hotel in Lewes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Quality Inn & Suites Georgetown - Seaford
20530 DuPont Blvd Georgetown DE
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Days Inn & Suites by Wyndham Seaford
23450 Sussex Highway Seaford DE
Book a stay at this business-friendly hotel in Seaford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn & Suites Harrington - Milford
1259 Corn Crib Road Harrington DE
Book a stay at this business-friendly hotel in Harrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Milford
699 North Dupont Boulevard Milford DE
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn Milford
100 Lighthouse Estates Dr Milford DE
Stay at this hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Live ...
Best Western Plus Easton Inn & Suites
8708 Alicia Drive Easton MD
Book a stay at this business-friendly hotel in Easton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff ...
Motel 6 Seaford, DE
24057 Sussex Highway Seaford DE
Stay at this motel in Seaford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Gateway Park and Hooper's Landing Golf Course are ...
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
17271 S Dupont Hwy Harrington DE
Book a stay at this business-friendly hotel in Harrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Suites Seaford
23420 Sussex Highway Seaford DE
Book a stay at this business-friendly hotel in Seaford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Sep 25 - Sat, Oct 3
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$575
Roundtrip
found 2 days ago
Fri, Sep 25 - Sat, Oct 3
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$648
Roundtrip
found 2 days ago
Tue, Sep 22 - Thu, Oct 1
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$653
Roundtrip
found 5 days ago
Sun, Sep 27 - Fri, Oct 2
PSM
Portsmouth Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$749
Roundtrip
found 5 days ago
Best points of interest in Greenwood
- Lewes Beach Vacations
- Dover Air Force Base Vacations
- DE Turf Sports Complex Vacations
- Sports at the Beach Vacations
- Harrington Raceway and Casino Vacations
- Delaware State Fairgrounds Vacations
- Dogfish Head Craft Brewery Vacations
- Trap Pond State Park Vacations
- Killens Pond State Park Vacations
- Baywood Greens Golf Course Vacations
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