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Sherwood

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Sherwood Flights as Low as $145

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

Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$145 Roundtrip, found 3 hours ago
$145
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $145 found 3 hours ago
Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$150 Roundtrip, found 3 hours ago
$150
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $150 found 3 hours ago
Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$155 Roundtrip, found 3 hours ago
$155
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $155 found 3 hours ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $161 found 2 days ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $166 found 2 days ago
Breeze Airways
Fri, Jul 24 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jul 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $173 found 2 days ago
Breeze Airways
Fri, Jul 24 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jul 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $178 found 2 days ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$182 Roundtrip, found 2 hours ago
$182
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $182 found 2 hours ago
Breeze Airways
Fri, Jul 24 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jul 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $183 found 2 days ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$187 Roundtrip, found 2 hours ago
$187
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $187 found 2 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$192 Roundtrip, found 2 hours ago
$192
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $192 found 2 hours ago
American Airlines
Wed, Jul 29 - Wed, Aug 12
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$410 Roundtrip, found 5 hours ago
$410
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Jul 29 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Aug 12, priced at $410 found 5 hours ago
American Airlines
Wed, Jul 8 - Tue, Jul 21
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$482 Roundtrip, found 6 days ago
$482
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jul 8 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jul 21, priced at $482 found 6 days ago
Breeze Airways
Thu, Jul 9 - Wed, Jul 22
PSM
Portsmouth Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$629 Roundtrip, found 3 days ago
$629
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jul 9 from Portsmouth Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 22, priced at $629 found 3 days ago
American Airlines
Wed, Jul 22 - Wed, Jul 29
EWR
Newark Liberty Intl. Airport
SBY
Salisbury - Ocean City Wicomico Regional
$686 Roundtrip, found 5 days ago
$686
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 22 from Newark Liberty Intl. Airport to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $686 found 5 days ago
American Airlines
Fri, Oct 9 - Wed, Oct 21
LAX
Los Angeles Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$699 Roundtrip, found 1 day ago
$699
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 9 from Los Angeles Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Oct 21, priced at $699 found 1 day 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 July, 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 Easton - Newnam 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 $145, 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 $145 right now, why wait?

Sherwood Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$145

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! (388 reviews)
"Great place!"

Reviewed on Jun 25, 2026

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Knapps Narrows Marina & Inn
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 ...
9/10 Wonderful! (1,869 reviews)
"Charming inn... Great location! Walkable to everything.... and lovely staff!"

Reviewed on Jun 27, 2026

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Historic Inns of Annapolis
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
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. ...
8.8/10 Excellent! (1,000 reviews)
"Dealing with billing issue. Other than that, great place to stay."

Reviewed on Jun 26, 2026

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Hyatt Regency Chesapeake Bay
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 ...
8.8/10 Excellent! (1,003 reviews)
"Overall the hotel and my room was awesome. I was on the side of the highway. A little noisy but it was tolerable"

Reviewed on Jun 28, 2026

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Crowne Plaza Annapolis by IHG
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 ...
8.6/10 Excellent! (1,008 reviews)
"Comfortable night sleep, and shuttle service to the academy while we were there."

Reviewed on Jun 27, 2026

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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! (939 reviews)
"When we arrived people were still checking out because of the problem with the elevators. So we have to wait for the room to be cleaned. We booked a handicap room but was giving a standard room I called down to the desk and they did move us to a handicap room. The Restaurant was closed for remodeling. ..."

Reviewed on Jun 17, 2026

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Annapolis Waterfront Hotel, Autograph Collection
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 ...
9.4/10 Exceptional! (1,001 reviews)
"Convenient location. Beautiful property. Friendly staff!"

Reviewed on Jun 27, 2026

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Graduate by Hilton 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! (1,002 reviews)
"The stay was great! We had issues with booking through Expedia, but the manager (Ty) made sure to correct the issue!"

Reviewed on Jun 25, 2026

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Rod 'N' Reel Resort
See all 1,170 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.