Title: Visit Sherwood: 2026 Travel Guide for Sherwood, Maryland | Expedia.com

[Hotels in Sherwood](https://expedia.com/Sherwood-Hotels.d6034722.Travel-Guide-Hotels)[Vacation Rentals in Sherwood](https://expedia.com/Sherwood-Vacation-Rentals.d6034722.Travel-Guide-VacationRentals)[Flights to Sherwood](https://expedia.com/Cheap-Flights-To-Sherwood.d6034722.Travel-Guide-Flights)[Car Rentals in Sherwood](https://expedia.com/Car-Rentals-In-Sherwood.d6034722.Car-Rental-Guide)[Sherwood Vacation Packages](https://expedia.com/Sherwood.d6034722.Destination-Travel-Guides)

# Sherwood, MD

## Travel Guide

![Gardens and large home at Sherwood Gardens Park, in Baltimore, M](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Gardens and large home at Sherwood Gardens Park, in Baltimore, M](https://images.trvl-media.com/place/6034722/0bcbb682-8042-4738-8664-a432e128f170.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Sherwood

Things to do

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_6034722)

- Sherwood Hotel Deals
- Vacation Rentals in Sherwood

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Historic Inns of Annapolis

58 State Circle Annapolis MD

$229 nightly

$261 total

Feb 26 - Feb 27

Total with taxes and fees

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! (1,886 reviews)

Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back!

Reviewed on Jan 31, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F26%2F2026&endDate=2%2F27%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=6034722)

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

$83 nightly

$94 total

Feb 22 - Feb 23

Total with taxes and fees

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! (1,000 reviews)

Staff-clean room

Reviewed on Feb 8, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true&regionId=6034722)

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater MD

$91 nightly

$104 total

Mar 4 - Mar 5

Total with taxes and fees

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! (985 reviews)

We were happy to stay at this place. Very beautiful, warm, comfortable ❤️❤️❤️

Reviewed on Feb 3, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=2982&PinnedHotelID=2982&HadPinnedHotel=true&regionId=6034722)

[See all 1,156 properties in Sherwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F13%2F2026&endDate=2%2F14%2F2026&regionId=6034722)

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.

![The Blue Crab Beach House - Free beach passes ](https://images.trvl-media.com/lodging/79000000/78610000/78601600/78601522/6054db72_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Blue Crab Beach House - Free beach passes 

 North Beach MD

Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ...

10/10 Exceptional! (78 reviews)

Everything was fine and comfortable

Reviewed on Dec 27, 2025

[](https://expedia.com/North-Beach-Hotels-The-Blue-Crab-Beach-House.h78601522.Hotel-Information)

![Chesapeake Houseboat Getaway on Kent Island, Maryland](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/949304ac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chesapeake Houseboat Getaway on Kent Island, Maryland

 Stevensville MD

Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...

9.8/10 Exceptional! (45 reviews)

We had the best time staying on this houseboat! It was the perfect spot for our girls trip — clean, spacious, and stocked with everything we needed. The amenities were fantastic, and the location couldn’t have been better — close to everything but still peaceful and relaxing on the water. The grill ...

Reviewed on Oct 27, 2025

[](https://expedia.com/Stevensville-Hotels-Chesapeake-Houseboat-Getaway-On-Kent-Island.h99712854.Hotel-Information)

![421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/e45263c6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

 Annapolis MD

Stay at this vacation home in Annapolis. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the pool in our reviews. Popular attractions ...

10/10 Exceptional! (129 reviews)

Great host! Great house!

Reviewed on Jan 2, 2026

[](https://expedia.com/Annapolis-Hotels-421-Irie-Simply-Charming-2-Story-Cottage-Private-Pool-1-Off-Street-Parking.h66845427.Hotel-Information)

[See all properties in Sherwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=6034722&sort=VACATION_RENTAL)

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.

## Check Sherwood hotel availability

[Tonight

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2026-02-12&endDate=2026-02-13)[Feb 12 - Feb 13](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2026-02-12&endDate=2026-02-13)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2026-02-13&endDate=2026-02-14)[Feb 13 - Feb 14](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2026-02-13&endDate=2026-02-14)

[This weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=6034722&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)

### Popular places to visit

#### Back Creek Community Park

Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets. 

[](https://expedia.com/Back-Creek-Community-Park-Sherwood.d924439795447570432.Vacation-Attraction)

#### Goat Island

Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets. 

[](https://expedia.com/Goat-Island-Sherwood.d924439127041089536.Vacation-Attraction)

## Cities near Sherwood

![Eastern Shore Maryland Sunset over Chesapeake Bay](https://images.trvl-media.com/place/166219/c55083f9-f410-4a2c-b578-c5e39277ee1d.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Tilghman

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- [Flights from Wittman ](https://www.expedia.com/lp/flights/3000440946/flights-from-wittman)
- [Flights to Bozman ](https://www.expedia.com/Cheap-Flights-To-Bozman.d3000440434.Travel-Guide-Flights)
- [Flights from Bozman ](https://www.expedia.com/lp/flights/3000440434/flights-from-bozman)
- [Flights from Neavitt ](https://www.expedia.com/lp/flights/3000347944/flights-from-neavitt)
- [Flights to Tilghman ](https://www.expedia.com/Cheap-Flights-To-Tilghman.d166219.Travel-Guide-Flights)
- [Flights from Chicago to Tilghman ](https://www.expedia.com/lp/flights/178248/166219/chicago-to-tilghman)
- [Flights to McDaniel ](https://www.expedia.com/Cheap-Flights-To-McDaniel.d6343444.Travel-Guide-Flights)
- [Flights to St. Michaels ](https://www.expedia.com/Cheap-Flights-To-St-Michaels.d5940.Travel-Guide-Flights)

- [Visit Wittman ](https://www.expedia.com/Wittman.dx3000440946)
- [Visit Bozman ](https://www.expedia.com/Bozman.dx3000440434)
- [Visit Neavitt ](https://www.expedia.com/Neavitt.dx3000347944)
- [Phillips Wharf Environmental Center ](https://www.expedia.com/Phillips-Wharf-Environmental-Center-Tilghman.d553248621532662262.Vacation-Attraction)
- [Visit Tilghman ](https://www.expedia.com/Tilghman.dx166219)
- [Visit McDaniel ](https://www.expedia.com/McDaniel.dx6343444)
- [Tilghman Vacations ](https://www.expedia.com/Tilghman.d166219.Destination-Travel-Guides)
- [Visit St. Michaels ](https://www.expedia.com/St-Michaels.dx5940)
- [St. Michaels Vacations ](https://www.expedia.com/St-Michaels.d5940.Destination-Travel-Guides)

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- [Car rentals near Tilghman ](https://www.expedia.com/Car-Rentals-In-Tilghman.d166219.Car-Rental-Guide)
- [Island Car Rentals Rental Cars in Tilghman ](https://www.expedia.com/Island-Car-Rentals-Car-Rentals-In-Tilghman.d166219-c1132.Car-Rental-Guide-Suppliers)
- [Car rentals near McDaniel ](https://www.expedia.com/Car-Rentals-In-McDaniel.d6343444.Car-Rental-Guide)
- [Car rentals near St. Michaels ](https://www.expedia.com/Car-Rentals-In-St-Michaels.d5940.Car-Rental-Guide)
- [Enterprise Rental Cars in St. Michaels ](https://www.expedia.com/Enterprise-Car-Rentals-In-St-Michaels.d5940-c15.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in St. Michaels ](https://www.expedia.com/Avis-Car-Rentals-In-St-Michaels.d5940-c41.Car-Rental-Guide-Suppliers)

- [Bozman Vacation Rentals ](https://www.expedia.com/Bozman-Vacation-Rentals.d3000440434.Travel-Guide-VacationRentals)
- [Neavitt Vacation Rentals ](https://www.expedia.com/Neavitt-Vacation-Rentals.d3000347944.Travel-Guide-VacationRentals)
- [Tilghman Vacation Rentals ](https://www.expedia.com/Tilghman-Vacation-Rentals.d166219.Travel-Guide-VacationRentals)
- [St. Michaels Vacation Rentals ](https://www.expedia.com/St-Michaels-Vacation-Rentals.d5940.Travel-Guide-VacationRentals)

- Cities near Sherwood
- Places of interest

[Tilghman](https://expedia.com/Tilghman.dx166219)[Bozman](https://expedia.com/Bozman.dx3000440434)[Wittman](https://expedia.com/Wittman.dx3000440946)

- [U.S. Naval Academy ](https://expedia.com/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction)
- [Chesapeake Bay Bridge ](https://expedia.com/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction)
- [Chesapeake Bay ](https://expedia.com/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction)
- [Sandy Point State Park ](https://expedia.com/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction)
- [Anne Arundel Medical Center ](https://expedia.com/Anne-Arundel-Medical-Center-Annapolis.d553248621580159030.Vacation-Attraction)
- [Annapolis City Dock ](https://expedia.com/Annapolis-City-Dock-Historic-District.d553248633992240262.Vacation-Attraction)
- [St. Michaels Winery ](https://expedia.com/St-Michaels-Winery-Downtown-St-Michaels.d553248633992438808.Vacation-Attraction)
- [Blackwater National Wildlife Refuge ](https://expedia.com/Blackwater-National-Wildlife-Refuge-Maryland.d6340491.Vacation-Attraction)
- [Westfield Annapolis Mall ](https://expedia.com/Westfield-Annapolis-Mall-Annapolis.d6172637.Vacation-Attraction)
- [Maryland State House ](https://expedia.com/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction)
- [Navy-Marine Corps Memorial Stadium ](https://expedia.com/Navy-Marine-Corps-Memorial-Stadium-Annapolis.d6091645.Vacation-Attraction)
- [Chesapeake Bay Maritime Museum ](https://expedia.com/Chesapeake-Bay-Maritime-Museum-Downtown-St-Michaels.d553248633992441010.Vacation-Attraction)
- [Maryland Quiet Waters Park ](https://expedia.com/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction)
- [Breezy Point Beach ](https://expedia.com/Breezy-Point-Beach-Chesapeake-Beach.d553248621532662089.Vacation-Attraction)
- [Annapolis Maritime Museum ](https://expedia.com/Annapolis-Maritime-Museum-Eastport.d553248621532662325.Vacation-Attraction)
- [Annapolis Harbor Center Shopping Center ](https://expedia.com/Annapolis-Harbor-Center-Shopping-Center-Annapolis.d553248621563220686.Vacation-Attraction)
- [Annapolis Mall Shopping Center ](https://expedia.com/Annapolis-Mall-Shopping-Center-Annapolis.d553248621563220690.Vacation-Attraction)
- [Harriet Tubman Underground Railroad National Historical Park ](https://expedia.com/Harriet-Tubman-Underground-Railroad-National-Historical-Park-Madison.d553248633992438829.Vacation-Attraction)
- [Chesapeake Beach Water Park ](https://expedia.com/Chesapeake-Beach-Water-Park-Chesapeake-Beach.d553248621532662257.Vacation-Attraction)
- [Maryland Hall for Creative Arts ](https://expedia.com/Maryland-Hall-For-Creative-Arts-Annapolis.d553248621580159031.Vacation-Attraction)
- [Queenstown Premium Outlets ](https://expedia.com/Queenstown-Premium-Outlets-Queenstown.d553248621532662352.Vacation-Attraction)
- [Queenstown Harbor Golf Club ](https://expedia.com/Queenstown-Harbor-Golf-Club-Queenstown.d6091731.Vacation-Attraction)
- [Chesapeake Bay Environmental Center ](https://expedia.com/Chesapeake-Bay-Environmental-Center-Grasonville.d553248621561196328.Vacation-Attraction)
- [Choptank River Lighthouse ](https://expedia.com/Choptank-River-Lighthouse-Cambridge.d6286144.Vacation-Attraction)
- [William Paca House ](https://expedia.com/William-Paca-House-Historic-District.d6077398.Vacation-Attraction)
- [Avalon Theatre ](https://expedia.com/Avalon-Theatre-Easton.d6286426.Vacation-Attraction)
- [Harriet Tubman Museum and Educational Center ](https://expedia.com/Harriet-Tubman-Museum-And-Educational-Center-Downtown-Cambridge.d553248621532662095.Vacation-Attraction)

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