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Top 24 Hotels In Sherwood, Maryland 21665

Wylder Tilghman Island

21551 Chesapeake Access Drive Tilghman, MD

For budget-savvy travelers to Sherwood, Wylder Tilghman Island offers inviting accommodations with rooms from $184.99, creating a warm, comfortable environment for rest. Relax in accommodations that offer practical comfort and standard amenities, making your stay both pleasant and economical.

Guests staying at Wylder Tilghman Island are never far from the heart of Sherwood, where a short drive delivers them to the city’s top destinations. Book an economical hotel with extra comfort for your Sherwood adventure—reserve today!

  Call (855) 233-0132 to book with an agent.
  3.6 miles from Sherwood, MD 21665

Starting at

$184.99

per night

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Inn at Perry Cabin

308 Watkins Ln St. Michaels, MD

Enjoy an exquisite five-star retreat at Inn at Perry Cabin near Sherwood, where luxury and service come together seamlessly, with rates starting from $327.99. Find a luxury retreat in rooms that are a testament to high design, offering floor-to-ceiling windows, private art collections, and custom joinery.

Guests staying at Inn at Perry Cabin will enjoy a relaxing stay, with downtown Sherwood just a drive away for easy access to the city’s attractions. Experience the wonders of Sherwood with a hotel that makes every moment count—lock in today!

  Call (855) 234-5074 to book with an agent.
  5.4 miles from Sherwood, MD 21665

Starting at

$327.99

per night

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St Michaels Inn

1228 South Talbot Street St. Michaels, MD

For a welcoming and budget-friendly stay, St Michaels Inn offers inviting rooms with rates from $111.99, creating a restorative space ideal for travelers bound for Sherwood. Find added comfort and value in rooms that provide extra amenities and features, designed for travelers looking for more.

Guests staying at St Michaels Inn will appreciate the balance of being near downtown Sherwood, while enjoying a quieter, more peaceful retreat afterward. Relax in Sherwood with accommodations that make every moment enjoyable—reserve now!

  Call (855) 239-4019 to book with an agent.
  6.0 miles from Sherwood, MD 21665

Starting at

$111.99

per night

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Anchored Inn at Hidden Harbour Marina

604 Cabana Blvd Deale, MD

At Anchored Inn at Hidden Harbour Marina, travelers to Sherwood will find budget-friendly rooms with rates starting at $181.99, creating a clean, welcoming environment perfect for rest. Enjoy a functional stay, where rooms provide the essentials for comfort and convenience, without any unnecessary extras.

For a restful stay, Anchored Inn at Hidden Harbour Marina provides peaceful surroundings, with downtown Sherwood still a comfortable drive away. Take advantage of a Sherwood hotel that makes your visit seamless and budget-friendly—reserve now!

  Call (855) 234-2997 to book with an agent.
  12.8 miles from Sherwood, MD 21665

Starting at

$181.99

per night

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Days Inn by Wyndham Easton

7018 Ocean Gateway Easton, MD

At Days Inn by Wyndham Easton, guests traveling to Sherwood will find relaxed accommodations with rooms from $57.99, creating a welcoming and relaxing atmosphere. Discover the convenience of Days Inn's 24-hour business centers, providing the tools you need to stay productive.

Rest in the calm atmosphere of Days Inn by Wyndham Easton, where guests can enjoy a peaceful stay and downtown Sherwood is still within reach. Explore Sherwood worry-free with accommodations that prioritize comfort—secure today!

  Call (855) 233-0132 to book with an agent.
  13.5 miles from Sherwood, MD 21665

Starting at

$57.99

per night

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Hampton Inn Easton

8058 Ocean Gateway Easton, MD

At Hampton Inn Easton, guests traveling to Sherwood can unwind in affordable comfort with rooms starting at $126.99, creating a restful and welcoming space ideal for relaxation. Experience the added convenience of Hampton’s luggage storage service, offering a secure place for your bags before check-in or after check-out.

For a relaxing stay, Hampton Inn Easton offers quiet surroundings, with downtown Sherwood still nearby for city exploration and adventure. Escape to Sherwood and indulge in well-designed, cost-effective lodging—book today!

  Call (855) 233-0132 to book with an agent.
  13.9 miles from Sherwood, MD 21665

Starting at

$126.99

per night

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Econo Lodge Easton Route 50

8175 Ocean Gtwy Easton, MD

With rooms starting at $74.99, Econo Lodge Easton Route 50 provides inviting accommodations for guests bound for Sherwood, creating a restful, comfortable environment ideal for relaxation. Rely on Econo Lodge for consistent and comfortable accommodations, backed by a commitment to guest satisfaction.

A relaxing stay awaits at Econo Lodge Easton Route 50, where guests can enjoy quiet surroundings while still being within reach of downtown Sherwood. Get ready for Sherwood with a hotel that brings comfort and value together—book today!

  Call (855) 235-0725 to book with an agent.
  14.0 miles from Sherwood, MD 21665

Starting at

$74.99

per night

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Holiday Inn Express Easton an IHG Hotel

8561 Ocean Gateway Route 50 Easton, MD

Find the perfect balance of comfort and value at Holiday Inn Express Easton an IHG Hotel as you explore Sherwood, where inviting accommodations begin at an accessible $129.00 per night. Savor the moment at Holiday Inn Express's coffee stations, serving freshly brewed coffee throughout the day for a quick pick-me-up.

Guests staying at Holiday Inn Express Easton an IHG Hotel will appreciate the balance of easy city access and the calming retreat offered by the hotel. Enjoy a seamless Sherwood visit with a hotel that ensures your trip is stress-free—reserve now!

  Call (855) 239-4019 to book with an agent.
  14.0 miles from Sherwood, MD 21665

Starting at

$129.00

per night

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Quality Inn

8523 Ocean Gtwy Easton, MD

For an affordable and restful stay near Sherwood, Quality Inn offers budget-friendly accommodations with rooms starting at $69.99, creating a welcoming space. Enjoy the accessibility of Quality Inn's ground-floor rooms, offering easy access and convenience for all guests.

For travelers looking for peace, Quality Inn offers quiet surroundings while keeping downtown Sherwood just a convenient drive away. Discover a Sherwood stay that makes every moment worthwhile with practical, cost-saving lodging—lock in today!

  Call (855) 239-4019 to book with an agent.
  14.0 miles from Sherwood, MD 21665

Starting at

$69.99

per night

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Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton, MD

At Best Western Plus Easton Inn & Suites, guests traveling to Sherwood will find inviting accommodations with rooms starting at $124.00, creating a secure, welcoming environment perfect for rest. Relax with the eco-friendly initiatives at Best Western Plus, where sustainable practices are integrated into hotel operations.

At Best Western Plus Easton Inn & Suites, travelers can enjoy a calm retreat while downtown Sherwood remains within easy reach for a day of sightseeing. Enhance your Sherwood adventure with a hotel that makes every dollar count—secure now!

  Call (855) 235-0725 to book with an agent.
  14.1 miles from Sherwood, MD 21665

Starting at

$124.00

per night

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Fairfield Inn & Suites by Marriott Easton

8945 Sunflower Drive Easton, MD

With budget-conscious rooms starting at $149.99, Fairfield Inn & Suites by Marriott Easton provides inviting accommodations for guests traveling to Sherwood, creating a clean, welcoming space. Indulge in the comfort and style of Fairfield's newly renovated properties, showcasing contemporary design and upgraded features.

A peaceful stay awaits at Fairfield Inn & Suites by Marriott Easton, where quiet surroundings create a restful retreat and downtown Sherwood is a short drive away. Indulge in a worry-free Sherwood stay with budget-friendly, welcoming lodging—book now!

  Call (855) 234-5074 to book with an agent.
  14.2 miles from Sherwood, MD 21665

Starting at

$149.99

per night

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Kent Island Resort

500 Kent Manor Dr Stevensville, MD

Find a blend of charm and sophistication at Kent Island Resort as you journey to Sherwood, where quality accommodations create comfort, with rates from $161.99. Experience a unique blend of style and functionality in rooms equipped with luxurious amenities for your comfort.

Rest in the quiet setting of Kent Island Resort, with downtown Sherwood still accessible for a blend of rest and city adventure. Discover how extraordinary Sherwood can be with a hotel that turns your stay into a masterpiece—secure now!

  Call (855) 234-5074 to book with an agent.
  14.7 miles from Sherwood, MD 21665

Starting at

$161.99

per night

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Hilton Garden Inn Kent Island Marina

3206 Main St Grasonville, MD

Stay at Hilton Garden Inn Kent Island Marina and relax as you explore Sherwood, with quality rooms offering a peaceful retreat, starting at a budget-friendly rate of $127.99 per night. Take advantage of Hilton Garden Inn's mobile app for easy booking and management of your stay, all from your smartphone.

A restful retreat awaits at Hilton Garden Inn Kent Island Marina, where quiet surroundings provide relaxation and downtown Sherwood remains close by. Discover a Sherwood hotel that makes every aspect of your stay enjoyable—lock in today!

  Call (855) 234-2997 to book with an agent.
  14.7 miles from Sherwood, MD 21665

Starting at

$127.99

per night

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Hyatt Place Kent Narrows & Marina

3028 KENT NARROW WAY S Grasonville, MD

Relax in the comfort of Hyatt Place Kent Narrows & Marina near Sherwood, where relaxing accommodations provide warmth and quality, with affordable nightly rates starting from $164.99. Take advantage of Hyatt Place's flexible meeting spaces, designed to accommodate a range of events from business meetings to social gatherings.

Guests at Hyatt Place Kent Narrows & Marina will enjoy the calm atmosphere, while the convenience of downtown Sherwood remains just a short drive away. Experience the best of Sherwood with a hotel that delivers on both comfort and cost savings—secure now!

  Call (855) 235-6136 to book with an agent.
  14.8 miles from Sherwood, MD 21665

Starting at

$164.99

per night

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Best Western Kent Narrows Inn

3101 Main Street Grasonville, MD

With rates beginning at $78.99, Best Western Kent Narrows Inn provides budget-friendly comfort for guests bound for Sherwood, creating a delightful and inviting environment. Appreciate the convenience of in-room dining at Best Western, with a menu featuring local cuisine and international dishes.

Those seeking a quieter location will appreciate Best Western Kent Narrows Inn, where they can enjoy the calm while downtown Sherwood is a short drive away. Embrace your Sherwood adventure with lodging that keeps comfort within reach—reserve today!

  Call (855) 233-7850 to book with an agent.
  14.8 miles from Sherwood, MD 21665

Starting at

$78.99

per night

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The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville, MD

Those visiting Sherwood will enjoy the refined ambiance of The Inn at Chesapeake Bay Beach Club, where inviting accommodations create a luxurious stay, with nightly rates beginning at $239.99. Experience a stay where luxury meets innovation, with rooms equipped with the latest technology and plush, elegant furnishings.

For travelers seeking peace and quiet, The Inn at Chesapeake Bay Beach Club provides serene surroundings while downtown Sherwood remains easily accessible. Find out how magical Sherwood can be with a hotel that delivers pure luxury—lock in today!

  Call (855) 234-7135 to book with an agent.
  14.9 miles from Sherwood, MD 21665

Starting at

$239.99

per night

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Holiday Inn Express Annapolis Kent Island an IHG Hotel

1020 Kent Narrows Rd Grasonville, MD

With rates from $119.00, Holiday Inn Express Annapolis Kent Island an IHG Hotel provides inviting accommodations for travelers visiting Sherwood, creating a comfortable and welcoming space for relaxation. Enjoy the simplicity and convenience of Holiday Inn Express's buffet dining, featuring a variety of options to suit all tastes.

At Holiday Inn Express Annapolis Kent Island an IHG Hotel, visitors can enjoy the quiet retreat, while still being close enough to downtown Sherwood for a day of sightseeing. Choose a hotel in Sherwood that keeps both your comfort and wallet in mind—reserve now!

  Call (855) 235-0725 to book with an agent.
  15.0 miles from Sherwood, MD 21665

Starting at

$119.00

per night

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Quality Inn

101 Vfw Ave Grasonville, MD

With rates beginning at $88.99, Quality Inn provides inviting accommodations for travelers visiting Sherwood, creating a friendly, welcoming space for relaxation. Feel the warmth of Quality Inn's hospitality, with staff committed to providing a memorable and comfortable stay.

With a focus on serenity, Quality Inn provides a peaceful retreat, while downtown Sherwood is still accessible for a day of exploration. Find exceptional value and extra amenities on your Sherwood adventure—reserve your hotel room now!

  Call (855) 236-8982 to book with an agent.
  15.1 miles from Sherwood, MD 21665

Starting at

$88.99

per night

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Annapolis Waterfront Hotel Autograph Collection

80 Compromise St Annapolis, MD

Immerse yourself in a sumptuous experience at Annapolis Waterfront Hotel Autograph Collection as you visit Sherwood, where tasteful rooms provide a haven of luxury, with rates beginning at $269.99. Push your fitness goals in the well-equipped gyms of Autograph Collection Hotels, featuring the latest in exercise technology.

For travelers wanting to escape the hustle of downtown Sherwood, Annapolis Waterfront Hotel Autograph Collection offers peaceful surroundings with convenient access to the city. Make your Sherwood getaway extraordinary with a hotel that understands true comfort—book today!

  Call (855) 233-7850 to book with an agent.
  17.3 miles from Sherwood, MD 21665

Starting at

$269.99

per night

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134 Prince Luxury Boutique Hotel

134 Prince George St Annapolis, MD

For a comforting and restful stay, 134 Prince Luxury Boutique Hotel offers inviting accommodations with rates beginning at $399.99, creating a warm, comfortable environment. Stay in rooms that provide essential comforts, with straightforward amenities and a focus on providing a good night's sleep.

Guests at 134 Prince Luxury Boutique Hotel can enjoy a quiet retreat, with downtown Sherwood still accessible for a day of sightseeing or city adventures. Revel in added perks and comfort for your Sherwood stay without breaking the bank—lock in today!

  Call (855) 235-6136 to book with an agent.
  17.5 miles from Sherwood, MD 21665

Starting at

$399.99

per night

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Historic Inns of Annapolis

58 State Circle Annapolis, MD

Step into a plush stay at Historic Inns of Annapolis when visiting Sherwood, where quality accommodations create comfort, with nightly rates beginning at just $159.00. Relax in the opulence of rooms that provide a blend of modern amenities and classic comfort, designed for an exquisite stay.

Guests staying at Historic Inns of Annapolis will love the quiet atmosphere, while downtown Sherwood remains close enough for a day of adventure. Step into refined elegance in Sherwood with a hotel that makes every stay spectacular—book today!

  Call (855) 235-0725 to book with an agent.
  17.6 miles from Sherwood, MD 21665

Starting at

$159.00

per night

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Graduate by Hilton Annapolis

126 West St Annapolis, MD

Enjoy refined relaxation at Graduate by Hilton Annapolis near Sherwood, where premier accommodations offer an elegant respite, with nightly rates starting from just $182.99. Celebrate your special events at Hilton, with elegant venues and dedicated teams ensuring every detail is handled with care.

Relax in the peaceful environment of Graduate by Hilton Annapolis, where guests can unwind while downtown Sherwood is just a drive away. Enjoy an elegant Sherwood retreat with a hotel that makes every moment exceptional—reserve now!

  Call (855) 233-7850 to book with an agent.
  17.8 miles from Sherwood, MD 21665

Starting at

$182.99

per night

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Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis, MD

Enjoy a friendly ambiance at Hilton Garden Inn Annapolis Downtown as you explore Sherwood, where quality accommodations and secure rooms start at a welcoming $129.00 per night. Stay productive with Hilton Garden Inn's complimentary Wi-Fi and in-room workstations, designed for business travelers' needs.

Unwind in the tranquil atmosphere of Hilton Garden Inn Annapolis Downtown, where the peaceful environment offers rest and downtown Sherwood is still nearby. Take the stress out of Sherwood travel with a hotel that’s designed for your comfort—secure now!

  Call (855) 234-7135 to book with an agent.
  17.8 miles from Sherwood, MD 21665

Starting at

$129.00

per night

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The Westin Annapolis

100 Westgate Cir Annapolis, MD

Find a luxurious retreat at The Westin Annapolis near Sherwood, where refined rooms create comfort and elegance, with rates starting from just $183.99. Treat your kids to Westin’s storytime hours, where tales of adventure and wonder are shared in cozy hotel nooks.

Relax in the peaceful surroundings at The Westin Annapolis, where quiet comfort and easy access to downtown Sherwood meet. Choose a hotel in Sherwood that makes every visit feel like a dream come true—reserve now!

  Call (855) 235-6136 to book with an agent.
  17.9 miles from Sherwood, MD 21665

Starting at

$183.99

per night

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