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Sherwood

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Sherwood Flights as Low as $125

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

Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$125 Roundtrip, found 17 hours ago
$125
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $125 found 17 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$130 Roundtrip, found 17 hours ago
$130
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $130 found 17 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$135 Roundtrip, found 17 hours ago
$135
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $135 found 17 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$142 Roundtrip, found 17 hours ago
$142
Roundtrip
found 17 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 $142 found 17 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$147 Roundtrip, found 17 hours ago
$147
Roundtrip
found 17 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 $147 found 17 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$152 Roundtrip, found 17 hours ago
$152
Roundtrip
found 17 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 $152 found 17 hours ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 24, priced at $163 found 1 day ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 24, priced at $168 found 1 day ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 24, priced at $173 found 1 day ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$178 Roundtrip, found 19 hours ago
$178
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $178 found 19 hours ago
American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$418 Roundtrip, found 2 days ago
$418
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, May 12 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $418 found 2 days ago
American Airlines
Sat, Sep 5 - Mon, Sep 7
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$443 Roundtrip, found 1 day ago
$443
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 5 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Sep 7, priced at $443 found 1 day ago
American Airlines
Tue, May 19 - Sat, May 23
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$570 Roundtrip, found 1 day ago
$570
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 19 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $570 found 1 day ago
American Airlines
Sat, Jun 13 - Tue, Jun 16
MIA
Miami Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$570 Roundtrip, found 1 day ago
$570
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 13 from Miami Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jun 16, priced at $570 found 1 day ago
American Airlines
Wed, Apr 29 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$576 Roundtrip, found 4 days ago
$576
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Apr 29 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, May 5, priced at $576 found 4 days ago
American Airlines
Fri, May 15 - Wed, May 27
LAX
Los Angeles Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$707 Roundtrip, found 21 hours ago
$707
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, May 15 from Los Angeles Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, May 27, priced at $707 found 21 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 June, 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 $125, 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 $125 right now, why wait?

Sherwood Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$124

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! (379 reviews)
A working marina with nice views from third floor rooms. Smallish rooms with no king beds available, but charming, clean, and with convenient amenities (mini-fridge, microwave, and more traditional coffee maker). Waterside dining available in season and on weekends year-round.

Reviewed on Apr 8, 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 ...
9.4/10 Exceptional! (1,010 reviews)
Outstanding

Reviewed on Apr 11, 2026

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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 ...
9/10 Wonderful! (1,877 reviews)
Valet parking while convenient did not arrive on time on the day of the marathon and nearly ended being late for the start line:( the staff barely acknowledged the miss.

Reviewed on Apr 13, 2026

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Historic Inns of Annapolis
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! (1,009 reviews)
We ate in the restaurant late food was just ok nothing great

Reviewed on Apr 9, 2026

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Crowne Plaza Annapolis by IHG
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street 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 helpful ...
8.6/10 Excellent! (1,014 reviews)
Friendly, excellent service, very clean, and great location (very close to downtown.

Reviewed on Apr 14, 2026

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Hilton Garden Inn Annapolis Downtown
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 Parole. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,016 reviews)
Breakfast was very good…

Reviewed on Apr 14, 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 ...
8.6/10 Excellent! (1,013 reviews)
Only stayed one night and it was as expected. Not fancy but clean, and the staff was very responsive. I appreciated the free shuttle to downtown. They have a lovely green area with mature blossoming fruit trees behind the hotel and near the pool, giving a small buffer from the highway and a large ...

Reviewed on Apr 13, 2026

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DoubleTree by Hilton Hotel 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! (1,004 reviews)
Had a great time will be back soon

Reviewed on Apr 6, 2026

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Hyatt Regency Chesapeake Bay
See all 1,153 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.