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Sherwood

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Sherwood Flights as Low as $152

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

Breeze Airways
Wed, Feb 24 - Mon, Mar 1
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$152 Roundtrip, just found
$152
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Feb 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Mar 1, priced at $152 just found
Breeze Airways
Wed, Feb 24 - Mon, Mar 1
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Feb 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Mar 1, priced at $157 just found
Breeze Airways
Wed, Feb 24 - Mon, Mar 1
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$162 Roundtrip, just found
$162
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Feb 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Mar 1, priced at $162 just found
Breeze Airways
Mon, Mar 1 - Wed, Mar 3
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$173 Roundtrip, found 3 hours ago
$173
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Mar 1 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Mar 3, priced at $173 found 3 hours ago
Breeze Airways
Mon, Mar 1 - Wed, Mar 3
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$178 Roundtrip, found 3 hours ago
$178
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Mar 1 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Mar 3, priced at $178 found 3 hours ago
Breeze Airways
Mon, Mar 1 - Wed, Mar 3
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$183 Roundtrip, found 3 hours ago
$183
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Mar 1 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Mar 3, priced at $183 found 3 hours ago
Breeze Airways
Wed, Nov 4 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$185 Roundtrip, found 1 hour ago
$185
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $185 found 1 hour ago
Breeze Airways
Wed, Nov 4 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $188 found 1 hour ago
Breeze Airways
Wed, Nov 4 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$190 Roundtrip, found 1 hour ago
$190
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $190 found 1 hour ago
Breeze Airways
Wed, Nov 4 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$195 Roundtrip, found 1 hour ago
$195
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $195 found 1 hour ago
Breeze Airways
Wed, Nov 4 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$198 Roundtrip, found 1 hour ago
$198
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $198 found 1 hour ago
American Airlines
Wed, Nov 4 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$470 Roundtrip, found 1 hour ago
$470
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Nov 14, priced at $470 found 1 hour ago
American Airlines
Tue, Oct 27 - Sat, Oct 31
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$598 Roundtrip, found 6 hours ago
$598
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Oct 27 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Oct 31, priced at $598 found 6 hours ago
American Airlines
Wed, Oct 28 - Tue, Nov 10
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$676 Roundtrip, found 1 day ago
$676
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 28 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Nov 10, priced at $676 found 1 day ago
American Airlines
Tue, Feb 9 - Wed, Feb 24
LGA
LaGuardia
SBY
Salisbury - Ocean City Wicomico Regional
$815 Roundtrip, found 3 hours ago
$815
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Feb 9 from LaGuardia to Salisbury - Ocean City Wicomico Regional, returning Wed, Feb 24, priced at $815 found 3 hours ago
American Airlines
Wed, Apr 28 - Sat, May 15
JFK
John F. Kennedy Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$829 Roundtrip, found 6 hours ago
$829
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Apr 28 from John F. Kennedy Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 15, priced at $829 found 6 hours ago

Cheap Flights to Sherwood

Fall in love at first flight with your vacation to Sherwood by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Sherwood on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Sherwood, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Sherwood

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Sherwood with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ESN airport.

What is the cheapest month to fly to Sherwood?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Sherwood are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Sherwood?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Sherwood.

What airport is best to fly into Sherwood?

When you’re planning your trip to Sherwood, convenience is the name of the game. Luckily, Sherwood Salisbury - Ocean City Wicomico Regional Airport is nearby so you can deplane and get going on checking off everything on your Sherwood must-do list.

How much are flights to Sherwood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sherwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $152, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Sherwood?

The trick to saving a stack of cash on your flight to Sherwood? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $152 right now, why wait?

Sherwood Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$152

Last Minute Hotel Deals in Sherwood

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road Sherwood MD
Stay at this hotel in Sherwood. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Knapp's Narrows Marina & Inn and Back Creek Community ...
9.4/10 Exceptional! (401 reviews)
"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."

Reviewed on Oct 23, 2026

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Knapps Narrows Marina & Inn
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
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Graduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
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Historic Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,003 reviews)
"The Hotel was excellent. However, Expedia did not disclose that there was an additional charge for resort fee that was not included in the quoted price from Expedia. There was an additional $33.00 when I checked into the hotel. I could have gone with a different online reservation cheaper."

Reviewed on Oct 22, 2026

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Rod 'N' Reel Resort
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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Crowne Plaza Annapolis by IHG
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,002 reviews)
"It was okay....Carpet definitely needs to be changed in the rooms....it had dog smell from the carpet. TV needs to be bigger. I couldn't really read the TV guide on the TV because of how small the TV was. My experience was okay. Nothing more"

Reviewed on Oct 22, 2026

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Sonesta ES Suites Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
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DoubleTree by Hilton Hotel Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (1,003 reviews)
"The only positive thing this hotel has is location, especially if you are visiting the Naval Academy. We first discovered this hotel 3 years ago, it was wonderful. Now, not so much. In the last 6 months we have stayed here on 6 occasions. Sadly, each time has gotten worse. The rooms are in need of ..."

Reviewed on Oct 23, 2026

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Annapolis Waterfront Hotel, Autograph Collection
See all 1,168 properties in Sherwood
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.