Are there any 5-star all-inclusive resorts in Sherwood?

Our filter tool is the easiest way to narrow down what you want. Select "5-star" and "All inclusive" to show the finest resorts in Sherwood where your room, meals, activities and entertainment are included in the price. At these escapes, your vacation is pure leisure from the moment you arrive.

What are the top 5-star spa hotels in Sherwood?

Book a massage treatment and let all your stresses instantly melt away at Inn at Perry Cabin . This 5-star spa escape in Sherwood provides a variety of rejuvenating treatments and amenities that encourage wellness of the mind, body and soul.

Are there any 5-star vacation rentals in Sherwood?

Although there aren't any 5-star vacation rentals in Sherwood on our site, we have a range of properties that promise a fabulous getaway. Find one that suits your style by searching our vacation rentals in Sherwood .

Gardens and large home at Sherwood Gardens Park, in Baltimore, M

Sherwood 5 Stars Hotels

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Our top choices for Sherwood 5-star hotels

Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

Downtown St. Michaels

Nathan

NT$17,869 total

includes taxes & fees

Dec 30 - Dec 31

The Inn at Tacaro Estate

Tracys Landing

Todd

Inn at 202 Dover

Easton

James

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Sherwood.

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

NT$2,346

NT$2,674 total

Jan 4 - 2026/1/5

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Sherwood

Explore the historic Sherwood Forest community with its charming waterfront homes and private marina along the Severn River. Nearby Annapolis offers sailing excursions, while local residents enjoy exclusive access to the community beach and tennis courts.

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Frequently asked questions

What are the best 5-star hotels in Sherwood?

Treat yourself to a luxurious stay at Inn at Perry Cabin. This is among the leading 5-star hotels in Sherwood based on Expedia customer reviews. From its prime location to its amenities and guest services, you can count on impeccable quality from the moment you arrive.

How much does it cost to stay in a 5-star hotel in Sherwood?

You'll find a range of pricing options for a 5-star hotel in Sherwood on Expedia. How much you'll pay will depend on when you travel, length of your trip and other factors. Compare all of the available properties for your chosen dates and use our pricing and other filters to score the perfect high-end stay.

Search for the lowest price per night from NT$2,674

What makes a hotel 5 stars in Sherwood?

From fine dining restaurants and 24/7 fitness centers to swimming pools and premium bedding, the 5-star experience in Sherwood is all about relaxation and luxury. But it calls for more than just top-notch conveniences to receive a 5-star rating. Stays must also offer remarkable guest-focused services like in-room beauty treatments, on-site laundry and dry cleaning and 24-hour room service.

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