Search Deals onSharptown Vacation Packages
Sharptown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Red Roof Inn & Suites Chestertown
Price was $367, price is now $334 per person
$334
per person
Dec 17 - Dec 20
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Rolling Road Park and Larrabee Arts Center are located nearby.

Hyatt Regency Chesapeake Bay
Price was $1,305, price is now $1,067 per person
$1,067
per person
Dec 12 - Dec 19
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dorchester County Historical Society and Bay Country Shop are located nearby.

Beach Walk
Price was $4,388, price is now $3,707 per person
$3,707
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
We never slept here. The room was incredibly dirty. Stained sheets, stained carpet, god only knows what on the walls in the bathroom. The table and chairs were a table that folded out from the wall with a stick underneath. The chairs were two rusty folding chairs. The blinds in the window were busted up and only covered half the window. I honestly don’t know how they’ve not been shut down. We quickly found another hotel.
Reviewed on Oct 13, 2026

Strawberry Crossroads
Price was $1,050, price is now $897 per person
$897
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this cabin in Pittsville. Enjoy free parking, laundry facilities, and a picnic area.
Low expectations were not met. This property is a mess. Our 6 bunk room had 1 VERY small table and 1 indoor chair. The outdoor chairs at were dirty and falling apart. The parking area and outdoor section of our "camp site" needed mowing. Goats and chickens roam the camp sites leaving animal crap everywhere that not only gets tracked into the cabins but also attracts flies that are relentless. The cabin (#2) has a loud rattle trap of a window AC unit that is also falling apart and comes complete with a thilthy filter that looks like it has never been cleaned. Windows in the cabin had no curtains or blinds. Bathrooms are gross and the garage was overflowing. Can't say there is any indication that this property is managed by anyone who has ever stayed at a campground. The attitude of those I interacted with was indifferent to the state of the place but they were walking around barefoot (true fact). The goats are a menace and aggressive and should not be permitted to roam free. Liabilities everywhere.
Reviewed on Sep 7, 2026

Grand Hotel Ocean City Oceanfront
Price was $742, price is now $669 per person
$669
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
No breakfast, exoust
Reviewed on Nov 11, 2026

Fenwick Shores, Tapestry Collection by Hilton
Price was $685, price is now $621 per person
$621
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 DiscoverSea Shipwreck Museum are located nearby.
It's a nice place but it's starting to have wear and tear on the couches and walls also bathroom areas in the shower. Staff at front desk had on regular clothes.
Reviewed on Nov 9, 2026

Comfort Inn & Suites Chestertown
Price was $429, price is now $390 per person
$390
per person
Dec 17 - Dec 20
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rolling Road Park and Larrabee Arts Center are located nearby.
Convenient location, friendly staff, clean
Reviewed on Nov 8, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott
Price was $1,014, price is now $924 per person
$924
per person
Dec 12 - Dec 19
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bethany Beach Bandstand and Bethany Beach Boardwalk are located nearby.
Everything starting with checking in and out was excellent.
Reviewed on Nov 7, 2026
Sharptown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Sharptown Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Feb 9 - Wed, Feb 24
LGA
LaGuardia
SBY
Salisbury - Ocean City Wicomico Regional
$527 Roundtrip, found 6 days ago
$527
Roundtrip
found 6 days ago

Wed, Feb 17 - Wed, Feb 24
EWR
Newark Liberty Intl. Airport
SBY
Salisbury - Ocean City Wicomico Regional
$559 Roundtrip, found 1 hour ago
$559
Roundtrip
found 1 hour ago

Fri, Jan 8 - Wed, Jan 20
SWF
Stewart Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$623 Roundtrip, found 3 days ago
$623
Roundtrip
found 3 days ago

Fri, Nov 13 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$643 Roundtrip, found 5 days ago
$643
Roundtrip
found 5 days ago
Discover Other Travel Deals
- Salisbury University Vacations
- Wicomico Youth and Civic Center Vacations
- Blackwater National Wildlife Refuge Vacations
- Henry S. Parker Athletic Complex Vacations
- Gerry Boyle Park at Great Marsh Vacations
- Salisbury Zoo Vacations
- Trap Pond State Park Vacations
- Choptank River Lighthouse Vacations
- Centre at Salisbury Vacations
- Harriet Tubman Museum and Educational Center Vacations
- Delaware Technical Community College Georgetown Campus Vacations
- Wor-Wic Community College Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations


