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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
Wed, Jun 3 - Fri, Jun 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$166 Roundtrip, found 18 hours ago
$166
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jun 12, priced at $166 found 18 hours ago
Breeze Airways
Wed, Jun 3 - Fri, Jun 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$171 Roundtrip, found 18 hours ago
$171
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jun 12, priced at $171 found 18 hours ago
Breeze Airways
Wed, Jun 3 - Fri, Jun 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$176 Roundtrip, found 18 hours ago
$176
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jun 12, priced at $176 found 18 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$178 Roundtrip, found 1 hour ago
$178
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $178 found 1 hour ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $183 found 1 hour ago
Breeze Airways
Fri, Jul 24 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jul 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $183 just found
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $188 found 1 hour ago
Breeze Airways
Fri, Jul 24 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jul 24 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $188 just found
American Airlines
Sat, Sep 5 - Mon, Sep 7
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$473 Roundtrip, found 16 hours ago
$473
Roundtrip
found 16 hours 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 $473 found 16 hours ago
American Airlines
Wed, May 13 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$504 Roundtrip, found 13 hours ago
$504
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, May 13 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $504 found 13 hours ago
American Airlines
Tue, May 26 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$590 Roundtrip, found 6 days ago
$590
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, May 26 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 3, priced at $590 found 6 days ago
American Airlines
Tue, May 19 - Sat, May 30
AMA
Rick Husband Amarillo Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$605 Roundtrip, found 3 days ago
$605
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 19 from Rick Husband Amarillo Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 30, priced at $605 found 3 days ago
American Airlines
Wed, May 13 - Sat, May 23
AUS
Austin-Bergstrom Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$692 Roundtrip, found 4 days ago
$692
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 13 from Austin-Bergstrom Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $692 found 4 days 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

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! (1,012 reviews)
It was the best hotel we have stayed in, in a very long time. Loved it!!!

Reviewed on May 10, 2026

Get rates
DoubleTree by Hilton Hotel 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! (1,856 reviews)
Over the top! History, location, spectacular service . . . . Will definitely be back. Love Annapolis.

Reviewed on May 12, 2026

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Historic Inns of Annapolis
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! (1,009 reviews)
It was very impressive...the room was perfect and the staff wa s super helpful and friendly

Reviewed on May 8, 2026

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Sonesta ES Suites Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,010 reviews)
It was great

Reviewed on May 7, 2026

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Courtyard by Marriott 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. ...
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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! (1,006 reviews)
The breakfast buffet was very nice. The server Flo was very nice.

Reviewed on May 11, 2026

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Crowne Plaza Annapolis by IHG
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Book a stay at this spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,007 reviews)
Certain staff seemed to be under the impression that they were much better than the patrons, and couldn’t take the time to give great support. Some were exemplary

Reviewed on May 11, 2026

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The Westin Annapolis
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! (1,007 reviews)
No complaints!

Reviewed on May 10, 2026

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Graduate by Hilton Annapolis
See all 1,171 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.