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Sherwood

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Sherwood Flights as Low as $373

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

American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$373 Roundtrip, found 23 hours ago
$373
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, May 12 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $373 found 23 hours ago
American Airlines
Sun, May 17 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$410 Roundtrip, found 3 days ago
$410
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, May 17 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $410 found 3 days ago
American Airlines
Mon, May 11 - Sun, May 24
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$414 Roundtrip, found 1 day ago
$414
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 11 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, May 24, priced at $414 found 1 day ago
American Airlines
Sat, May 9 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$416 Roundtrip, found 8 hours ago
$416
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, May 9 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $416 found 8 hours ago
American Airlines
Sat, May 9 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$448 Roundtrip, found 8 hours ago
$448
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, May 9 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $448 found 8 hours ago
American Airlines
Wed, Jun 24 - Tue, Jun 30
DAB
Daytona Beach Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$450 Roundtrip, found 6 days ago
$450
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jun 24 from Daytona Beach Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Jun 30, priced at $450 found 6 days ago
American Airlines
Tue, May 5 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 9, priced at $450 found 1 day ago
American Airlines
Sun, May 17 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$452 Roundtrip, found 3 days ago
$452
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, May 17 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $452 found 3 days ago
American Airlines
Sat, May 2 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$454 Roundtrip, found 5 hours ago
$454
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, May 2 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, May 5, priced at $454 found 5 hours ago
American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$458 Roundtrip, found 23 hours ago
$458
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, May 12 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $458 found 23 hours ago
American Airlines
Tue, May 5 - Sun, May 10
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$470 Roundtrip, found 5 days ago
$470
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, May 10, priced at $470 found 5 days ago
American Airlines
Mon, May 4 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$474 Roundtrip, found 2 days ago
$474
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, May 4 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 9, priced at $474 found 2 days ago
American Airlines
Wed, May 13 - Sat, May 16
STL
Lambert-St. Louis Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$492 Roundtrip, found 1 day ago
$492
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 13 from Lambert-St. Louis Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 16, priced at $492 found 1 day ago
American Airlines
Thu, Apr 9 - Mon, Apr 13
JAX
Jacksonville Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$508 Roundtrip, found 1 day ago
$508
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Apr 9 from Jacksonville Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Apr 13, priced at $508 found 1 day ago
Breeze Airways
Thu, May 14 - Wed, May 20
PSM
Portsmouth Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$517 Roundtrip, found 2 days ago
$517
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, May 14 from Portsmouth Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, May 20, priced at $517 found 2 days ago
American Airlines
Tue, Mar 3 - Tue, Mar 10
JFK
John F. Kennedy Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$672 Roundtrip, found 5 days ago
$672
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Mar 3 from John F. Kennedy Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Mar 10, priced at $672 found 5 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 May, 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 $373, 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 $373 right now, why wait?

Sherwood Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$373

Last Minute Hotel Deals in Sherwood

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road Tilghman MD
Stay at this hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Knapp's Narrows Marina & Inn and Back Creek Community ...
9.4/10 Exceptional! (367 reviews)
Always a great time.

Reviewed on Jan 29, 2026

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Knapps Narrows Marina & Inn
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! (1,001 reviews)
The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town.

Reviewed on Feb 11, 2026

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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! (1,877 reviews)
We had a wonderful stay and really enjoyed it. The courtesy of the stuff was outstanding!

Reviewed on Feb 13, 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 Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (986 reviews)
We loved the large spacious room. The staff was very friendly and helpful.

Reviewed on Feb 10, 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! (1,006 reviews)
Clean comfortable room!

Reviewed on Feb 8, 2026

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Graduate by Hilton Annapolis
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 ...
8.4/10 Very Good! (1,007 reviews)
Clean room great service..

Reviewed on Feb 9, 2026

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Hilton Garden Inn Annapolis Downtown
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. ...
8.6/10 Excellent! (1,003 reviews)
Nice stay, but a little too crowded.

Reviewed on Jan 30, 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 ...
8.6/10 Excellent! (1,013 reviews)
Great stay. Room was great, staff were very friendly and helpful.

Reviewed on Feb 10, 2026

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Crowne Plaza Annapolis by IHG
See all 1,158 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.