Sherwood Holiday Packages
Save when you book Sherwood package deals
Book your Sherwood holiday
Want to save some hard-earned cash with Wotif?
Our accommodation and flight package deals are truly unbeatable.
With the extra finances you'll be able to see even more in Sherwood.
If you act fast, you can save as much as . And think of the choices you have with more than 550 airlines and 665,000 properties, it's so easy to design your ideal holiday.
Wotif boasts some of the best prices under the sun. So quit daydreaming and start making new experiences.
Sherwood Accommodation
With just 5 accommodations in Sherwood, securing somewhere to stay should be number one on your to-do list. Wotif has some awesome deals available today, so what are you waiting for?
Busy dusting off your passport for your upcoming holiday? No time to browse the web for hours for a place to stay? Why not choose from one of our top suggestions? The Tilghman Island Inn and Lazyjack Inn on Dogwood Harbour are among the best properties in this locale.
Holidays to Sherwood
Love going to places you've never been? Us too. But you don't have to get yourself lost along the way. Look over our guide to Sherwood and you'll be swanning around like a proper local in next to no time.Sherwood is within easy driving distance of a couple of noteworthy cities. You can reach this town from Shady Side, which is 19 kilometres away to the northwest. Chesapeake Beach is also just 19 kilometres to the west.
Top Sherwood hotels
Historic Inns of Annapolis
Great customer service!
Reviewed on 21 Dec 2025
DoubleTree by Hilton Hotel Annapolis
Room was ok other than being in the basement, the staff was awesome and friendly
Reviewed on 20 Dec 2025
Crowne Plaza Annapolis by IHG
Very clean room, breakfast was delicious and parking was safe On thing that bothered me though… I visited the gym three days in a row and all three days there were no wipes for the machines and nothing to clean the machines with. It a post-covid world that is not acceptable.
Reviewed on 17 Dec 2025
