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Sherwood

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Sherwood Flights as Low as $390

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

American Airlines
Wed, May 13 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$390 Roundtrip, found 10 hours ago
$390
Roundtrip
found 10 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 $390 found 10 hours ago
American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$394 Roundtrip, found 10 hours ago
$394
Roundtrip
found 10 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 $394 found 10 hours ago
American Airlines
Wed, May 13 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$432 Roundtrip, found 10 hours ago
$432
Roundtrip
found 10 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 $432 found 10 hours ago
American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$436 Roundtrip, found 10 hours ago
$436
Roundtrip
found 10 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 $436 found 10 hours ago
American Airlines
Wed, May 13 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$450 Roundtrip, found 10 hours ago
$450
Roundtrip
found 10 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 $450 found 10 hours ago
American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$454 Roundtrip, found 10 hours ago
$454
Roundtrip
found 10 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 $454 found 10 hours ago
American Airlines
Wed, May 27 - Wed, Jun 3
IAH
George Bush Intercontinental
SBY
Salisbury - Ocean City Wicomico Regional
$458 Roundtrip, found 1 day ago
$458
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 27 from George Bush Intercontinental to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 3, priced at $458 found 1 day ago
American Airlines
Sun, May 10 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$470 Roundtrip, found 1 day ago
$470
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 10 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $470 found 1 day ago
American Airlines
Mon, May 11 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$474 Roundtrip, found 1 day ago
$474
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 11 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $474 found 1 day ago
American Airlines
Tue, May 12 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$478 Roundtrip, found 10 hours ago
$478
Roundtrip
found 10 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 $478 found 10 hours ago
American Airlines
Tue, May 5 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$482 Roundtrip, found 6 hours ago
$482
Roundtrip
found 6 hours 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 $482 found 6 hours ago
American Airlines
Sat, May 2 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$487 Roundtrip, found 8 hours ago
$487
Roundtrip
found 8 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 $487 found 8 hours ago
American Airlines
Wed, May 13 - Thu, May 21
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$490 Roundtrip, found 1 day ago
$490
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 13 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Thu, May 21, priced at $490 found 1 day ago
American Airlines
Wed, May 27 - Wed, Jun 3
IAH
George Bush Intercontinental
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 27 from George Bush Intercontinental to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 3, priced at $492 found 1 day ago
American Airlines
Thu, Apr 9 - Mon, Apr 13
JAX
Jacksonville Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$529 Roundtrip, found 11 hours ago
$529
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Apr 9 from Jacksonville Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Apr 13, priced at $529 found 11 hours ago
American Airlines
Thu, Sep 24 - Mon, Sep 28
YOW
Macdonald-Cartier Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$805 Roundtrip, found 4 days ago
$805
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Sep 24 from Macdonald-Cartier Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Sep 28, priced at $805 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 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 $390, 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 $390 right now, why wait?

Sherwood Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$390

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! (371 reviews)
The staff were very accommodating for our late check-in. The room was clean, the view was beautiful. It was only an overnight trip but I can't wait to come back when it's warmer.

Reviewed on Mar 4, 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! (1,004 reviews)
Lovely and fun theme hotel. Staff was wonderdul

Reviewed on Mar 8, 2026

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Graduate by Hilton 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)
Nice

Reviewed on Mar 9, 2026

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Crowne Plaza Annapolis by IHG
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! (1,885 reviews)
Very clean, great staff, very good communication skills, excellent service, AC could have been turned on sooner, friendly. I just wish they had a restaurant on the premises.

Reviewed on Mar 9, 2026

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Historic Inns of 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 ...
8.6/10 Excellent! (1,013 reviews)
We stayed here for our 17th anniversary and reserved the best room in the hotel; king suite w/terrace. Let me a start with the good... ALL of the staff are super friendly and helpful, minus the cleaning staff who didnt speak and didn'tdo a good job cleaning our room; the staff is not the problem ...

Reviewed on Mar 9, 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! (1,009 reviews)
Shalinda was amazing with her knowledge and customer service skills! The room accommodated our family well!

Reviewed on Mar 7, 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! (1,019 reviews)
Great place to stay. I would return.

Reviewed on Mar 8, 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)
The pools were warm and relaxing

Reviewed on Mar 9, 2026

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Hyatt Regency Chesapeake Bay
See all 1,156 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.