Sherwood Vacations

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Find the Best Sherwood Vacation Packages

Sherwood Hotel Deals

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3 out of 5
6176 Tilghman Island Road Sherwood MD
Fully refundableReserve now, pay when you stay
The price is NT$4,828 per night from Jul 13 to Jul 14
NT$4,828
NT$5,311 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (388 reviews)
"Great place!"

Reviewed on 2026/6/25

Knapps Narrows Marina & Inn
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 NT$3,088 per night from Jul 19 to Jul 20
NT$3,088
NT$4,622 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,898 reviews)
"The Inn is actually 3 different properties. The check in process and waiting for shuttle to offsite properties is not convenient especially in the rain. The staff is not very friendly. They don't offer early check in or late check out. That being said, the properties are super convenient and well ..."

Reviewed on 2026/7/12

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$3,579 per night from Jul 14 to Jul 15
NT$3,579
NT$4,081 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (1,036 reviews)
"We attended the concert on July 11th. When we left, I had not eaten my cookie. When we came back we had ants. Not few, tons of them. I called the front desk immediately and we were quickly given another room. It does make me feel good to get that I would say be leary of having snacks in your ..."

Reviewed on 2026/7/12

DoubleTree by Hilton Hotel Annapolis
See all 1,170 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.

Stay near popular Sherwood attractions

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.
See properties

Frequently asked questions

How much does a Sherwood vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Sherwood costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Sherwood?
To pick up cheap Sherwood vacation packages, plan your getaway outside of busy periods like public holidays and major events. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Sherwood?
Usually, a handful of days is enough to visit the major attractions during your Sherwood vacation. But if you want to have more time to kick back or take day tours, think about extending your itinerary.
How to find the best Sherwood package deals?
Finding a cheap Sherwood package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Sherwood package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Sherwood vacation as a package?
You can enjoy significant savings on your Sherwood break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Sherwood?
If you have your Sherwood vacation dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Sherwood?

  1. Pick your dates: The things you want to do in Sherwood and your favorite season will help you decide when to go.
  2. Set your budget: Factor in costs like flights, meals and transportation when calculating how much to put aside for your trip to Sherwood. Then, pick a hotel that matches your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Sherwood. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the right Sherwood vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.