Sherwood Holiday Packages

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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

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 27 Apr to 28 Apr
AU$179
includes taxes & fees
27 Apr - 28 Apr
Hyatt Place Kent Narrows & Marina: Pet-friendly hotel with free WiFi and free parking. Located in the historical district.
"My hotel room was beautiful, the view was amazing and the hotel staff was very friendly. Although I was there in pouring rain there are many dining choices within walking distance"

Reviewed on 18 Apr. 2025

Hyatt Place Kent Narrows & Marina
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$312 per night from 30 Apr to 1 May
AU$312
includes taxes & fees
30 Apr - 1 May
Historic Inns of Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the historical district.
"Attentive! Clean, well decorated. Perfect location"

Reviewed on 15 Apr. 2025

Historic Inns of Annapolis
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 21 Apr to 22 Apr
AU$266
includes taxes & fees
21 Apr - 22 Apr
The Westin Annapolis: Pet-friendly hotel with an indoor pool and a bar/lounge. Located in a shopping district.
"We stay here all the time. Cant wait to see the renovations once complete but we love this hotel & dog friendly"

Reviewed on 17 Apr. 2025

The Westin Annapolis
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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.