![](https://forever.travel-assets.com/flex/flexmanager/images/2020/11/06/TVLY-MSJE-DTG-Hero-Image.jpg?impolicy=fcrop&w=900&h=225&q=mediumHigh)
Deals on vacations and trips to Sherwood
Save when you book Sherwood package deals
Sherwood flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![Shore Point Cottages](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/fc0ff33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Save 100% on your flight
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Lexington (LEX) to Salisbury (SBY)
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
![Ocean Terrace Family Apartments](https://images.trvl-media.com/lodging/91000000/90730000/90727900/90727842/c458462b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![The Americana Hotel](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279694/09b8d464_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Americana Hotel
Downtown Ocean City
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Lexington (LEX) to Salisbury (SBY)
This hotel features a restaurant and 2 bars/lounges. Enjoy the indoor pool and perks like free self parking and free WiFi. A safe deposit box is provided and the front desk is staffed around-the-clock.
![Ocean High by Capital Vacations](https://images.trvl-media.com/lodging/2000000/1180000/1170700/1170628/a1b1545b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Ocean High by Capital Vacations
Midtown Ocean City
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Lexington (LEX) to Salisbury (SBY)
This condo features an indoor pool and a spa tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities are provided for your convenience.
Top Sherwood hotels deals
![Lowes Wharf Marina Inn](https://images.trvl-media.com/lodging/2000000/1080000/1073600/1073536/d929e3a0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lowes Wharf Marina Inn
21651 Lowes Wharf Rd, Sherwood, MD
Free Cancellation
Reserve now, pay when you stay
The price is $219 per night
$219
per night
Jun 17 - Jun 18
A marina and a restaurant are featured at this inn. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. Laundry facilities are provided for your convenience.
Pet friendly
Parking included
![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is $152 per night
$152
per night
Jun 30 - Jul 1
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Pet friendly
Free WiFi
![Graduate Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ee327359_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Graduate Annapolis
126 West St, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $178 per night
$178
per night
Jul 1 - Jul 2
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/7ffe74c2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
Free Cancellation
Reserve now, pay when you stay
The price is $176 per night
$176
per night
Jul 8 - Jul 9
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
On private beach
Pool
![Hilton Garden Inn Annapolis](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/11451166_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hilton Garden Inn Annapolis
305 Harry S Truman Pkwy, Edgewater, MD
The price is $110 per night
$110
per night
Jul 3 - Jul 4
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/67f54a05_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Westin Annapolis
100 Westgate Cir, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
The price is $204 per night
$204
per night
Jul 8 - Jul 9
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and snack bar/deli.
Pool
Spa
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.
Photos of local treasures
Browse Sherwood vacation photos for more inspiration
Frequently asked questions
Top all inclusive vacation packages with airfare
Book a vacation to Sherwood
Most popular
Hotels
Cheap Hotels in WestminsterCheap Hotels in CumberlandCheap Hotels in BowieCheap Hotels in Bel AirCheap Hotels in AnnapolisCheap Hotels in HagerstownCheap Hotels in SalisburyCheap Hotels in College ParkCheap Hotels in WaldorfCheap Hotels in RockvilleOcean City Beach Resorts & HotelsCheap Hotels in EastonOcean City Hotels with an Indoor PoolCheap Hotels in FrederickOcean City Oceanfront HotelsCheap Hotels in ElktonCheap Hotels in GaithersburgCheap Hotels in CambridgeOcean City Hotels with Hot TubsCheap Hotels in AberdeenCheap Hotels in St. MichaelsCheap Hotels in Silver SpringOcean City Pet Friendly HotelsCheap Hotels in Ocean City
Cars
Packages