The best deals on hotels when visiting Deep Landing in Maryland.

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Top 24 Hotels In Deep Landing, Maryland 21661

Driftwood Inn

609 Washington Avenue Chestertown, MD

For a restful and affordable visit near Deep Landing, Driftwood Inn offers restful accommodations with rooms starting at $63.50, creating a warm, welcoming environment. Relax in accommodations that offer just the right amount of comfort for your budget, providing a pleasant and affordable stay.

At Driftwood Inn, visitors can unwind in quiet surroundings, knowing that downtown Deep Landing is accessible for city adventures. Lock in a welcoming, cost-conscious stay for your Deep Landing visit—reserve today!

  Call (855) 236-8982 to book with an agent.
  11.6 miles from Deep Landing, MD 21661

Starting at

$63.50

per night

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Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown, MD

Guests bound for Deep Landing will appreciate the alluring accommodations at Red Roof Inn & Suites Chestertown, with rates beginning at $90.00, creating a clean and welcoming space for relaxation. Experience the convenience of Red Roof Inn's pet-friendly policy, allowing your furry friends to stay for free.

A peaceful retreat awaits guests at Red Roof Inn & Suites Chestertown, with downtown Deep Landing still within reach for city exploration and activities. Stay affordably and enjoy extra amenities on your Deep Landing trip—lock in now!

  Call (855) 233-0132 to book with an agent.
  11.7 miles from Deep Landing, MD 21661

Starting at

$90.00

per night

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Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown, MD

At Comfort Inn & Suites Chestertown, travelers bound for Deep Landing can enjoy inviting accommodations with rooms starting at $113.99, creating a charming and welcoming atmosphere. Look forward to every visit with Comfort Inn, knowing you'll experience top-tier service and welcoming hospitality.

Travelers seeking a peaceful getaway will love Comfort Inn & Suites Chestertown, with its serene surroundings and easy access to downtown Deep Landing. Find exceptional value and extra amenities on your Deep Landing adventure—reserve your hotel room now!

  Call (855) 234-7135 to book with an agent.
  11.7 miles from Deep Landing, MD 21661

Starting at

$113.99

per night

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The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville, MD

Unwind in a refined paradise at The Inn at Chesapeake Bay Beach Club as you visit Deep Landing, where upscale accommodations deliver unparalleled comfort, with rates starting from $239.99. Stay in rooms that are a testament to luxury, with features that include designer interiors and custom comfort settings.

Unwind at The Inn at Chesapeake Bay Beach Club, where guests can enjoy a peaceful retreat while downtown Deep Landing remains nearby for a day of adventure. Make your Deep Landing adventure truly memorable with a hotel that knows how to treat guests—reserve now!

  Call (855) 233-0132 to book with an agent.
  12.1 miles from Deep Landing, MD 21661

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

Guests traveling to Deep Landing will find safe comfort at Holiday Inn Express Annapolis Kent Island an IHG Hotel, where rooms start at $119.00, providing a warm, welcoming environment perfect for relaxation. Relax in Holiday Inn Express's indoor heated pool, a perfect year-round relaxation spot for guests of all ages.

Unwind at Holiday Inn Express Annapolis Kent Island an IHG Hotel, where the calm environment offers a quiet retreat and downtown Deep Landing is still nearby for exploration. Take your Deep Landing stay to the next level with affordable, well-equipped lodging—reserve now!

  Call (855) 239-5277 to book with an agent.
  12.1 miles from Deep Landing, MD 21661

Starting at

$119.00

per night

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Hyatt Place Kent Narrows & Marina

3028 KENT NARROW WAY S Grasonville, MD

Relax at Hyatt Place Kent Narrows & Marina as you explore Deep Landing, where comfortable rooms provide a restful stay, with inviting rates beginning at just $164.99 per night. Order in with Hyatt Place's in-room dining services, offering a range of delicious meals delivered directly to your door for ultimate convenience.

Guests seeking quiet will appreciate Hyatt Place Kent Narrows & Marina, where the calm atmosphere provides rest and downtown Deep Landing is still nearby. Make your Deep Landing adventure unforgettable with accommodations that impress—book today!

  Call (855) 239-5277 to book with an agent.
  12.2 miles from Deep Landing, MD 21661

Starting at

$164.99

per night

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Kent Island Resort

500 Kent Manor Dr Stevensville, MD

A sophisticated choice, Kent Island Resort near Deep Landing features welcoming rooms designed for relaxation, with nightly rates beginning at a budget-friendly $161.99. Experience a stay that is both indulgent and comfortable, with rooms offering luxurious amenities and thoughtful touches.

Unwind at Kent Island Resort, where the calm environment offers a quiet retreat and downtown Deep Landing is still nearby for exploration. Make your Deep Landing getaway truly special with a hotel that knows how to impress—secure now!

  Call (855) 235-6136 to book with an agent.
  12.2 miles from Deep Landing, MD 21661

Starting at

$161.99

per night

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Best Western Kent Narrows Inn

3101 Main Street Grasonville, MD

For a restful stay, Best Western Kent Narrows Inn offers inviting accommodations with rooms starting at $78.99, creating a clean, welcoming environment perfect for travelers. Experience the personal touch of Best Western's staff, who are trained to provide unparalleled service and attention to detail.

Guests at Best Western Kent Narrows Inn will appreciate the tranquil environment, with downtown Deep Landing nearby for all their city adventures. Get more out of your Deep Landing adventure with accommodations that save you money—secure now!

  Call (855) 239-5277 to book with an agent.
  12.2 miles from Deep Landing, MD 21661

Starting at

$78.99

per night

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Hilton Garden Inn Kent Island Marina

3206 Main St Grasonville, MD

Enjoy the peaceful surroundings of Hilton Garden Inn Kent Island Marina near Deep Landing, where quality accommodations create a relaxing escape, with rates beginning at $127.99. Spend quality time in Hilton Garden Inn's beautifully landscaped outdoor patios and gardens, ideal for relaxation or social gatherings.

Relax at Hilton Garden Inn Kent Island Marina, where peaceful surroundings make for a restful stay and downtown Deep Landing is still within driving distance. Maximize your Deep Landing experience with a hotel that caters to your every need—book today!

  Call (855) 235-0725 to book with an agent.
  12.4 miles from Deep Landing, MD 21661

Starting at

$127.99

per night

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Quality Inn

101 Vfw Ave Grasonville, MD

At Quality Inn, guests traveling to Deep Landing will find safe, budget-friendly rooms starting at $88.99, creating a clean and welcoming environment for relaxation. Relax in Quality Inn's spacious suites, equipped with comfortable seating areas and ample room to spread out.

For a peaceful stay, Quality Inn offers a calm environment, while downtown Deep Landing remains close enough for a day of sightseeing. Embrace the best of Deep Landing with a welcoming, cost-effective hotel—book your stay today!

  Call (855) 236-8982 to book with an agent.
  12.9 miles from Deep Landing, MD 21661

Starting at

$88.99

per night

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Village Inn

69 Old Mill Bottom Rd Annapolis, MD

Guests traveling to Deep Landing can unwind at Village Inn, where warm rooms begin at $83.99, creating a clean, welcoming environment perfect for relaxation. Experience reliable comfort in well-appointed rooms that offer the basics for a pleasant and budget-friendly stay.

At Village Inn, guests can relax in serene surroundings, with downtown Deep Landing still a convenient drive away for a day of adventure. Stay comfortably and affordably while enjoying Deep Landing—book your hotel stay today!

  Call (855) 234-2997 to book with an agent.
  14.2 miles from Deep Landing, MD 21661

Starting at

$83.99

per night

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Super 8 by Wyndham Baltimore / Essex Area

98 Stemmers Run Rd. I 695 Exit 36 Essex, MD

At Super 8 by Wyndham Baltimore / Essex Area, travelers to Deep Landing will find safe accommodations with rates beginning at $75.00, creating a warm, inviting space perfect for relaxation. Welcome to Super 8 by Wyndham, where affordable stays meet comfortable accommodations and friendly service.

Guests staying at Super 8 by Wyndham Baltimore / Essex Area will appreciate the peaceful environment, with downtown Deep Landing remaining within reach for city adventures. Book an inviting hotel that won’t break the bank for your Deep Landing visit—secure today!

  Call (855) 234-7135 to book with an agent.
  15.9 miles from Deep Landing, MD 21661

Starting at

$75.00

per night

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134 Prince Luxury Boutique Hotel

134 Prince George St Annapolis, MD

For a charming stay, 134 Prince Luxury Boutique Hotel offers budget-conscious accommodations with rates from $399.99, creating a clean, welcoming environment ideal for travelers. Experience a stay that meets your essential needs, with rooms that are clean, comfortable, and conveniently located.

Guests staying at 134 Prince Luxury Boutique Hotel will love the calm environment, with downtown Deep Landing still within reach for easy sightseeing and adventure. Stay smart in Deep Landing with a hotel that offers comfort and peace of mind—secure now!

  Call (855) 233-0132 to book with an agent.
  16.7 miles from Deep Landing, MD 21661

Starting at

$399.99

per night

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SpringHill Suites Baltimore White Marsh / Middle River

6110 Greenleigh Avenue Middle River, MD

With rates beginning at $139.99, SpringHill Suites Baltimore White Marsh / Middle River provides budget-friendly comfort for guests bound for Deep Landing, creating a restorative and inviting environment. Enjoy the flexibility and comfort of SpringHill Suites' pull-out sofas, providing extra sleeping space for families or groups.

At SpringHill Suites Baltimore White Marsh / Middle River, guests can enjoy the calm atmosphere, while downtown Deep Landing is still nearby for a day of city exploration. Explore Deep Landing knowing your accommodations prioritize both comfort and savings—lock in today!

  Call (855) 234-7135 to book with an agent.
  16.7 miles from Deep Landing, MD 21661

Starting at

$139.99

per night

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Historic Inns of Annapolis

58 State Circle Annapolis, MD

Unwind in style at Historic Inns of Annapolis as you explore Deep Landing, where refined rooms offer warmth and relaxation, with rates beginning at $159.00 per night. Relax in a setting that emphasizes both style and comfort, with rooms that include luxurious fittings and state-of-the-art facilities.

Relax in the serene environment of Historic Inns of Annapolis, where peaceful surroundings provide a restful stay and downtown Deep Landing is within reach. Get ready to unwind in Deep Landing with a hotel that redefines premium comfort—lock in today!

  Call (855) 234-2997 to book with an agent.
  16.8 miles from Deep Landing, MD 21661

Starting at

$159.00

per night

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Annapolis Waterfront Hotel Autograph Collection

80 Compromise St Annapolis, MD

Encounter elegance and relaxation at Annapolis Waterfront Hotel Autograph Collection on your trip to Deep Landing, where quality accommodations provide comfort, with inviting nightly rates starting at $269.99. Unwind in the sophisticated ambiance of Autograph Collection Hotels' lounges and bars, perfect for socializing or contemplation.

Guests staying at Annapolis Waterfront Hotel Autograph Collection will enjoy the calm setting, with the excitement of downtown Deep Landing still a smooth drive away. Uncover the beauty of Deep Landing with a hotel that pairs elegance with warm hospitality—book today!

  Call (855) 239-5277 to book with an agent.
  16.8 miles from Deep Landing, MD 21661

Starting at

$269.99

per night

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Graduate by Hilton Annapolis

126 West St Annapolis, MD

Unwind in the elegance of Graduate by Hilton Annapolis near Deep Landing, where premium accommodations provide a luxurious retreat, with inviting nightly rates starting at $182.99. Indulge in the opulence of Hilton's grand ballrooms, ideal settings for glamorous events and celebrations.

Guests staying at Graduate by Hilton Annapolis will love the serene atmosphere, while downtown Deep Landing remains close by for all their city adventures. Take in the charm of Deep Landing with a hotel that transforms your stay into an indulgent escape—secure now!

  Call (855) 239-5277 to book with an agent.
  17.2 miles from Deep Landing, MD 21661

Starting at

$182.99

per night

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Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis, MD

Unwind at Hilton Garden Inn Annapolis Downtown near Deep Landing, where inviting accommodations create a warm retreat, with room rates beginning at an affordable $129.00 per night. Indulge in delicious dining during Hilton Garden Inn's evening socials, featuring complimentary appetizers and a friendly atmosphere.

Unwind in the calm environment of Hilton Garden Inn Annapolis Downtown, where peaceful surroundings provide a relaxing stay and downtown Deep Landing is nearby. Step into an unforgettable Deep Landing experience with a hotel that delivers exceptional value—book today!

  Call (855) 236-8982 to book with an agent.
  17.3 miles from Deep Landing, MD 21661

Starting at

$129.00

per night

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Residence Inn by Marriott Annapolis

200 Taylor Ave Annapolis, MD

Experience a warm retreat at Residence Inn by Marriott Annapolis as you explore Deep Landing, where quality rooms provide comfort and relaxation, with budget-friendly rates beginning at $169.99. Each Residence Inn is uniquely designed to reflect the local culture, offering a personalized experience during your stay.

For travelers seeking peace, Residence Inn by Marriott Annapolis offers a calm retreat with the convenience of downtown Deep Landing still nearby. Step into a Deep Landing hotel that’s tailored for your needs and your budget—lock in today!

  Call (855) 235-0725 to book with an agent.
  17.4 miles from Deep Landing, MD 21661

Starting at

$169.99

per night

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Fairfield Inn & Suites by Marriott Annapolis

200 Taylor Avenue Annapolis, MD

Enjoy the balance of quality and value at Fairfield Inn & Suites by Marriott Annapolis as you explore Deep Landing, with welcoming rooms crafted for relaxation, all from an accessible rate of $154.99. Experience the local engagement of Fairfield, with hotel-led tours and activities that introduce you to the community's culture and history.

Guests at Fairfield Inn & Suites by Marriott Annapolis will appreciate the calming environment, with downtown Deep Landing still within reach for a day of city exploration. Make your Deep Landing adventure one for the books with a hotel that goes above and beyond—book today!

  Call (855) 239-4019 to book with an agent.
  17.4 miles from Deep Landing, MD 21661

Starting at

$154.99

per night

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The Westin Annapolis

100 Westgate Cir Annapolis, MD

Step into an ambiance of class at The Westin Annapolis near Deep Landing, where inviting rooms blend style with relaxation, with enticing rates starting from $183.99. Uncover Westin's local art collections, displaying works that celebrate the culture and beauty of each property's locale.

Guests can unwind at The Westin Annapolis in peaceful surroundings, while downtown Deep Landing remains easily accessible by car. Experience Deep Landing with accommodations that bring a new level of comfort and luxury—lock in today!

  Call (855) 235-0725 to book with an agent.
  17.5 miles from Deep Landing, MD 21661

Starting at

$183.99

per night

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Hampton Inn Baltimore Bayview Campus

6571 Eastern Avenue Baltimore, MD

Elevate your visit to Deep Landing with a stay at Hampton Inn Baltimore Bayview Campus, where hospitable rooms provide relaxation and warmth, with budget-friendly rates beginning at $152.99. Go green with Hampton, which features eco-friendly practices such as water-saving fixtures and energy-efficient lighting throughout the hotel.

Relax in the serene environment of Hampton Inn Baltimore Bayview Campus, where guests can enjoy a peaceful stay with easy access to downtown Deep Landing. Make your Deep Landing trip exceptional with a hotel that keeps your satisfaction in mind—secure now!

  Call (855) 239-5277 to book with an agent.
  17.7 miles from Deep Landing, MD 21661

Starting at

$152.99

per night

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Country Inn & Suites by Radisson Baltimore North MD

8825 Yellow Brick Road Rosedale, MD

Experience the warmth and relaxation offered at Country Inn & Suites by Radisson Baltimore North MD near Deep Landing, where inviting rooms start from a budget-friendly $84.99 per night. Relax with the peace of mind provided by Country Inn & Suites’ comprehensive safety protocols, ensuring a secure environment.

From Country Inn & Suites by Radisson Baltimore North MD, a brief drive into downtown Deep Landing allows guests to enjoy the best of both worlds—city exploration and a peaceful retreat afterward. Enjoy the perks of a hotel that makes your Deep Landing visit as relaxing as possible—lock in today!

  Call (855) 234-5074 to book with an agent.
  18.0 miles from Deep Landing, MD 21661

Starting at

$84.99

per night

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Best Western Plus Hotel & Conference Center

5625 O'Donnell Street Baltimore, MD

With budget-conscious rooms beginning at $91.99, Best Western Plus Hotel & Conference Center provides alluring accommodations for travelers bound for Deep Landing, creating a warm environment. Relax with the daily newspaper delivery service at Best Western Plus, keeping you connected with current events.

Guests at Best Western Plus Hotel & Conference Center can enjoy a restful escape, while knowing downtown Deep Landing remains nearby for a day of adventure. Relax in Deep Landing at a hotel that knows how to make your stay special—lock in today!

  Call (855) 239-5277 to book with an agent.
  18.0 miles from Deep Landing, MD 21661

Starting at

$91.99

per night

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