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Sherwood

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Sherwood Flights as Low as $637

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

American Airlines
Tue, Jun 23 - Tue, Jun 30
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$637 Roundtrip, found 16 hours ago
$637
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Jun 23 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jun 30, priced at $637 found 16 hours ago
American Airlines
Tue, Jun 23 - Sat, Jun 27
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$639 Roundtrip, found 16 hours ago
$639
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Jun 23 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 27, priced at $639 found 16 hours ago
American Airlines
Mon, Jun 22 - Tue, Jun 30
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$639 Roundtrip, found 16 hours ago
$639
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Mon, Jun 22 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jun 30, priced at $639 found 16 hours ago
American Airlines
Mon, Jun 22 - Sat, Jun 27
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$641 Roundtrip, found 16 hours ago
$641
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Mon, Jun 22 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 27, priced at $641 found 16 hours ago
American Airlines
Fri, Jun 26 - Tue, Jun 30
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$654 Roundtrip, found 16 hours ago
$654
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Jun 26 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jun 30, priced at $654 found 16 hours ago
American Airlines
Fri, Jun 26 - Sat, Jun 27
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$656 Roundtrip, found 16 hours ago
$656
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Jun 26 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jun 27, priced at $656 found 16 hours ago
American Airlines
Fri, Jun 26 - Sun, Jun 28
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$671 Roundtrip, found 16 hours ago
$671
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Jun 26 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Jun 28, priced at $671 found 16 hours ago
American Airlines
Wed, Jul 15 - Tue, Jul 21
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$700 Roundtrip, found 1 day ago
$700
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 15 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jul 21, priced at $700 found 1 day ago
American Airlines
Tue, Jul 14 - Tue, Jul 21
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$716 Roundtrip, found 1 day ago
$716
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 14 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jul 21, priced at $716 found 1 day ago
American Airlines
Sat, Jul 18 - Tue, Jul 21
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$722 Roundtrip, found 1 day ago
$722
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 18 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jul 21, priced at $722 found 1 day ago
American Airlines
Thu, Jun 25 - Sun, Jun 28
CLE
Hopkins Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$723 Roundtrip, found 16 hours ago
$723
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Thu, Jun 25 from Hopkins Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Jun 28, priced at $723 found 16 hours ago
American Airlines
Wed, Jul 15 - Sun, Jul 19
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$730 Roundtrip, found 1 day ago
$730
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 15 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Jul 19, priced at $730 found 1 day ago
American Airlines
Wed, Jul 15 - Sat, Jul 18
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$731 Roundtrip, found 1 day ago
$731
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 15 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jul 18, priced at $731 found 1 day ago
American Airlines
Wed, Jul 15 - Mon, Jul 20
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$736 Roundtrip, found 1 day ago
$736
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 15 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 20, priced at $736 found 1 day ago
American Airlines
Tue, Jul 14 - Sun, Jul 19
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$747 Roundtrip, found 1 day ago
$747
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 14 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Jul 19, priced at $747 found 1 day ago
American Airlines
Tue, Jul 14 - Sat, Jul 18
DEN
Denver Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$748 Roundtrip, found 1 day ago
$748
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 14 from Denver Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Jul 18, priced at $748 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 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 $637, 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 $637 right now, why wait?

Sherwood Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$636

Last Minute Hotel Deals in Sherwood

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! (1,862 reviews)
"Loved the location. Place was historic and beautiful"

Reviewed on Jun 5, 2026

Get rates
Historic Inns of 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! (936 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"

Reviewed on Jun 5, 2026

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Annapolis Waterfront Hotel, Autograph Collection
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! (1,011 reviews)
"Small old rooms. Old architecture. Lots of maintenance needed in room, etc. Hotel is only 2.5 stars not 4!"

Reviewed on Jun 5, 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! (1,003 reviews)
"Excellant job"

Reviewed on Jun 1, 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! (1,012 reviews)
"Great place to stay for a short visit to Annapolis."

Reviewed on Jun 4, 2026

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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 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)
"Very clean and quiet. Great stay."

Reviewed on May 31, 2026

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Sonesta ES Suites 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 ...
9.2/10 Wonderful! (1,004 reviews)
"Everything was good. Only negative was the girl At the coffee shop in the lobby. She put two medium coffees on counter and announced “two medium coffees” and neither the guy next to me or myself realized each was for one of us bc we assumed it was for someone who ordered TWO bc that’s how she announced ..."

Reviewed on May 31, 2026

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Graduate by Hilton Annapolis
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,000 reviews)
"It is a so so place"

Reviewed on Jun 1, 2026

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St Michaels Inn
See all 1,163 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.