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Top 24 Hotels In Willoughby, Maryland 21657

Fairfield Inn & Suites by Marriott Easton

8945 Sunflower Drive Easton, MD

With rooms starting at $149.99, Fairfield Inn & Suites by Marriott Easton provides budget-conscious comfort for travelers visiting Willoughby, creating a warm-hearted, inviting space for relaxation. Appreciate the convenience of Fairfield's express check-in service for elite members, offering an expedited start to your stay.

At Fairfield Inn & Suites by Marriott Easton, guests can unwind in a calm setting, while downtown Willoughby remains easily accessible for a day of sightseeing and adventure. Make your Willoughby visit memorable with a hotel that delivers more for your money—reserve now!

  Call (855) 234-5074 to book with an agent.
  9.7 miles from Willoughby, MD 21657

Starting at

$149.99

per night

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Quality Inn

101 Vfw Ave Grasonville, MD

For an affordable, restful stay, Quality Inn offers budget-friendly rooms with rates from $88.99, creating a clean and welcoming environment ideal for travelers. Enjoy a seamless stay with Quality Inn's express services, including fast check-in and check-out to accommodate your schedule.

A relaxing stay awaits at Quality Inn, where serene surroundings provide a restful atmosphere and downtown Willoughby remains accessible. Feel at home in Willoughby with accommodations that keep comfort affordable—reserve now!

  Call (855) 239-4019 to book with an agent.
  10.2 miles from Willoughby, MD 21657

Starting at

$88.99

per night

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Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton, MD

For an affordable stay near Willoughby, Best Western Plus Easton Inn & Suites offers inviting rooms with rates starting at $124.00, creating a clean and welcoming space ideal for rest. Stay secure with the in-room alarm systems available at Best Western Plus, providing added security for your peace of mind.

Guests at Best Western Plus Easton Inn & Suites can relax in a peaceful atmosphere, with downtown Willoughby just a short drive away for city exploration. Choose a hotel in Willoughby that gives you more for your money—reserve your stay now!

  Call (855) 233-7850 to book with an agent.
  10.3 miles from Willoughby, MD 21657

Starting at

$124.00

per night

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Holiday Inn Express Easton an IHG Hotel

8561 Ocean Gateway Route 50 Easton, MD

Find a warm retreat at Holiday Inn Express Easton an IHG Hotel as you explore Willoughby, where quality rooms provide comfort and relaxation, with inviting nightly rates beginning at $129.00. Stay informed with Holiday Inn Express's digital concierge services, providing up-to-date information and recommendations for your visit.

For travelers seeking peace, Holiday Inn Express Easton an IHG Hotel offers a calm retreat with the convenience of downtown Willoughby still nearby. Choose a hotel in Willoughby that turns your trip into a hassle-free experience—book today!

  Call (855) 236-8982 to book with an agent.
  10.6 miles from Willoughby, MD 21657

Starting at

$129.00

per night

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Quality Inn

8523 Ocean Gtwy Easton, MD

With budget-friendly rooms from $69.99, Quality Inn is ideal for travelers visiting Willoughby, creating a warm and inviting environment for relaxation. Take advantage of Quality Inn's pet-friendly policy, allowing you to bring your furry friends along on your travels.

For travelers looking for a peaceful stay, Quality Inn offers calm surroundings with downtown Willoughby still within easy reach by car. Make Willoughby feel like home with well-equipped, cost-friendly accommodations—secure now!

  Call (855) 234-5074 to book with an agent.
  10.7 miles from Willoughby, MD 21657

Starting at

$69.99

per night

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Best Western Denton Inn

521 Fleetwood Rd Denton, MD

At Best Western Denton Inn, travelers to Willoughby will find inviting rooms with rates beginning at $110.99, creating a warm, comfortable space ideal for relaxation. Stay in touch with Best Western's state-of-the-art connectivity options, including high-speed internet and digital concierge services.

Guests at Best Western Denton Inn can enjoy a serene escape, with downtown Willoughby remaining accessible for city exploration. Stay in Willoughby with accommodations that balance luxury and affordability—book today!

  Call (855) 235-6136 to book with an agent.
  10.9 miles from Willoughby, MD 21657

Starting at

$110.99

per night

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Econo Lodge Easton Route 50

8175 Ocean Gtwy Easton, MD

Guests visiting Willoughby can enjoy inviting accommodations at Econo Lodge Easton Route 50, with budget-friendly rooms starting at $74.99, creating a clean, welcoming environment. Relax with the knowledge that many Econo Lodge locations offer smoke-free rooms, providing a clean and fresh environment.

Travelers at Econo Lodge Easton Route 50 will appreciate the serene atmosphere, with downtown Willoughby still accessible for all their sightseeing needs. Discover how comfort and savings come together on your Willoughby adventure—book today!

  Call (855) 233-0132 to book with an agent.
  11.3 miles from Willoughby, MD 21657

Starting at

$74.99

per night

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Hampton Inn Easton

8058 Ocean Gateway Easton, MD

For a welcoming and affordable stay, Hampton Inn Easton offers budget-friendly rooms with rates beginning at $126.99, creating a clean and comfortable space. Indulge in the comfort and convenience of Hampton’s all-day dining facility, providing delicious meals and snacks no matter the time of day.

Guests staying at Hampton Inn Easton will love the calm environment, while downtown Willoughby remains a convenient drive away for a day of exploration. Make your Willoughby journey relaxing and budget-smart with well-appointed lodging—secure today!

  Call (855) 233-0132 to book with an agent.
  11.6 miles from Willoughby, MD 21657

Starting at

$126.99

per night

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Hilton Garden Inn Kent Island Marina

3206 Main St Grasonville, MD

Experience the comfort of Hilton Garden Inn Kent Island Marina on your trip to Willoughby, where inviting rooms offer relaxation, with budget-friendly nightly rates beginning at $127.99. Unwind in the stylish and spacious lobby of Hilton Garden Inn, a perfect place for guests to relax and meet new people.

Relax at Hilton Garden Inn Kent Island Marina, where guests can enjoy peaceful surroundings while downtown Willoughby remains close enough for a day of adventure. Experience Willoughby with accommodations that make every moment memorable—book today!

  Call (855) 236-8982 to book with an agent.
  12.2 miles from Willoughby, MD 21657

Starting at

$127.99

per night

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Holiday Inn Express Annapolis Kent Island an IHG Hotel

1020 Kent Narrows Rd Grasonville, MD

Guests traveling to Willoughby will appreciate the inviting accommodations at Holiday Inn Express Annapolis Kent Island an IHG Hotel, with budget-friendly rooms starting at $119.00, creating a clean, comfortable atmosphere. Kickstart your day with Holiday Inn Express's signature coffee, a perfect morning pick-me-up available in the lobby.

With downtown Willoughby a scenic drive away, guests at Holiday Inn Express Annapolis Kent Island an IHG Hotel can balance city adventures with the relaxing atmosphere of the hotel. Make the most of your Willoughby experience with cozy, cost-effective hotel options—book now!

  Call (855) 235-6136 to book with an agent.
  12.2 miles from Willoughby, MD 21657

Starting at

$119.00

per night

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Best Western Kent Narrows Inn

3101 Main Street Grasonville, MD

Guests bound for Willoughby will appreciate the gentle accommodations at Best Western Kent Narrows Inn, where rooms start at $78.99, creating a welcoming atmosphere for unwinding. Enjoy great value at Best Western, where affordable rates meet high-quality service and amenities.

Relax in the tranquil surroundings of Best Western Kent Narrows Inn, where the calm environment makes for a peaceful stay and downtown Willoughby is still within reach. Uncover the perfect balance of comfort and affordability in Willoughby—reserve today!

  Call (855) 233-0132 to book with an agent.
  12.2 miles from Willoughby, MD 21657

Starting at

$78.99

per night

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Hyatt Place Kent Narrows & Marina

3028 KENT NARROW WAY S Grasonville, MD

Find your ideal retreat at Hyatt Place Kent Narrows & Marina as you travel to Willoughby, with homely accommodations designed for relaxation, all from a welcoming $164.99 per night. Grab a bite at the 24/7 Gallery Market at Hyatt Place, offering grab-and-go snacks, salads, sandwiches, and more for your convenience.

Travelers seeking quiet surroundings will appreciate Hyatt Place Kent Narrows & Marina, offering a calm atmosphere with downtown Willoughby still nearby. Plan an unforgettable Willoughby trip with accommodations that make every moment enjoyable—reserve now!

  Call (855) 234-7135 to book with an agent.
  12.3 miles from Willoughby, MD 21657

Starting at

$164.99

per night

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Days Inn by Wyndham Easton

7018 Ocean Gateway Easton, MD

For budget-savvy travelers, Days Inn by Wyndham Easton offers easygoing comfort with rates beginning at $57.99, creating a warm and inviting atmosphere perfect for relaxation. Experience the blend of comfort and value at Days Inn by Wyndham, a trusted choice for travelers seeking affordable accommodations.

At Days Inn by Wyndham Easton, guests can unwind in a calm environment, with downtown Willoughby still close enough for all their city adventures. Set yourself up for an enjoyable Willoughby visit with budget-friendly accommodations—book today!

  Call (855) 235-0725 to book with an agent.
  13.5 miles from Willoughby, MD 21657

Starting at

$57.99

per night

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Inn at Perry Cabin

308 Watkins Ln St. Michaels, MD

Relax in the sophisticated luxury of Inn at Perry Cabin near Willoughby, where every room offers the ultimate in comfort, with inviting rates beginning at just $364.99. Enjoy accommodations that are as grand as they are intimate, with rooms that provide an opulent setting for relaxation and entertainment.

Enjoy the tranquility at Inn at Perry Cabin, where quiet surroundings meet easy access to downtown Willoughby for a day of exploration. Enjoy the magic of Willoughby with a hotel that promises a stay full of elegance and charm—book today!

  Call (855) 239-4019 to book with an agent.
  14.9 miles from Willoughby, MD 21657

Starting at

$364.99

per night

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St Michaels Inn

1228 South Talbot Street St. Michaels, MD

Guests bound for Willoughby will appreciate the inviting accommodations at St Michaels Inn, where friendly rooms start at $111.99, creating a welcoming space for rest. Relax in accommodations that offer extra amenities and comfort, designed for travelers seeking a bit more at a great value.

A calm atmosphere and proximity to downtown Willoughby make St Michaels Inn ideal for travelers who want to balance city exploration with rest. Settle into Willoughby with a hotel that balances convenience and cost savings—lock in now!

  Call (855) 239-4019 to book with an agent.
  15.3 miles from Willoughby, MD 21657

Starting at

$111.99

per night

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Kent Island Resort

500 Kent Manor Dr Stevensville, MD

Those seeking a refined experience in Willoughby will find Kent Island Resort a warm choice, with inviting rooms available from just $161.99 per night. Enjoy a refined atmosphere with rooms that provide all the modern comforts, from high-speed internet to deluxe bath products.

Unwind at Kent Island Resort, where guests can enjoy a peaceful retreat while downtown Willoughby remains nearby for a day of adventure. Find your perfect retreat in Willoughby with a hotel that turns your stay into a luxury escape—secure now!

  Call (855) 236-8982 to book with an agent.
  16.6 miles from Willoughby, MD 21657

Starting at

$161.99

per night

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The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville, MD

Step into refined relaxation at The Inn at Chesapeake Bay Beach Club as you explore Willoughby, where inviting rooms create a tranquil escape, with enticing nightly rates from $239.99. Enjoy a refined environment where rooms are designed with luxury and guest comfort as the foremost considerations.

A stay at The Inn at Chesapeake Bay Beach Club offers calm surroundings and easy access to downtown Willoughby, ensuring guests can enjoy both relaxation and exploration. Get ready for a Willoughby getaway where every moment is designed for pure bliss—lock in today!

  Call (855) 235-0725 to book with an agent.
  16.8 miles from Willoughby, MD 21657

Starting at

$239.99

per night

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Driftwood Inn

609 Washington Avenue Chestertown, MD

With budget-friendly rooms from $63.50, Driftwood Inn provides inviting accommodations for guests bound for Willoughby, creating a clean, comfortable atmosphere. Relax in accommodations that offer a no-frills approach to travel, with essential comforts and a focus on economy.

Discover relaxation at Driftwood Inn, where quiet comfort meets the convenience of being close to Willoughby's vibrant offerings. Book your Willoughby adventure with an inviting, budget-friendly hotel—reserve today!

  Call (855) 233-7850 to book with an agent.
  20.1 miles from Willoughby, MD 21657

Starting at

$63.50

per night

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Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown, MD

For a relaxed and affordable stay, Red Roof Inn & Suites Chestertown offers inviting accommodations with rooms from $90.00, creating a welcoming space perfect for travelers bound for Willoughby. Discover the flexibility of Red Roof Inn accommodations, suitable for solo travelers, couples, and families alike.

Escape to Red Roof Inn & Suites Chestertown for a restful stay, while remaining within close reach of Willoughby's exciting destinations. Book now and make your Willoughby adventure both affordable and memorable—secure today!

  Call (855) 239-5277 to book with an agent.
  20.4 miles from Willoughby, MD 21657

Starting at

$90.00

per night

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Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown, MD

At Comfort Inn & Suites Chestertown, guests bound for Willoughby will find cushy comfort with rooms starting at $113.99, creating a warm and inviting environment perfect for relaxation. Discover the convenience of Comfort Inn's 24-hour business centers, providing the tools you need to stay productive.

Guests seeking calm surroundings will enjoy Comfort Inn & Suites Chestertown, a peaceful haven with easy access to Willoughby's top destinations. Experience Willoughby in style with a hotel that makes value a priority—lock in today!

  Call (855) 239-5277 to book with an agent.
  20.5 miles from Willoughby, MD 21657

Starting at

$113.99

per night

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Wylder Tilghman Island

21551 Chesapeake Access Drive Tilghman, MD

For budget-savvy travelers to Willoughby, Wylder Tilghman Island provides inviting accommodations with rooms from $184.99, creating a enchanting, comfortable space perfect for rest. Find value in rooms that provide dependable comfort, ensuring a pleasant and budget-friendly visit.

Unwind at Wylder Tilghman Island, a tranquil retreat that provides easy access to the many attractions of Willoughby. Book an inviting hotel that won’t break the bank for your Willoughby visit—secure today!

  Call (855) 233-7850 to book with an agent.
  23.0 miles from Willoughby, MD 21657

Starting at

$184.99

per night

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Harrington Welcome Inn

17010 South Dupont Hwy Harrington, DE

Guests visiting Willoughby can unwind in serene accommodations at Harrington Welcome Inn, where rooms begin at $83.99, creating a warm and inviting atmosphere perfect for relaxation. Experience a stay that focuses on the essentials, providing comfort and value in rooms that cater to budget-savvy travelers.

Escape the city rush at Harrington Welcome Inn, a peaceful retreat where the best of Willoughby is always within reach. Book a comfortable, budget-friendly stay for your Willoughby visit today!

  Call (855) 239-4019 to book with an agent.
  24.2 miles from Willoughby, MD 21657

Starting at

$83.99

per night

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Quality Inn & Suites Harrington Milford

1259 Corn Crib Road Harrington, DE

For a comfortable and inviting stay, Quality Inn & Suites Harrington Milford offers relaxing rooms with rates beginning at $76.99, creating a clean and comfortable space near Willoughby. Enjoy the little extras at Quality Inn, like complimentary bottled water and snacks provided in your room upon arrival.

At Quality Inn & Suites Harrington Milford, you’ll find the ideal base for rest and relaxation, with the vibrant life of Willoughby nearby for exploration. Take advantage of thoughtful amenities and affordable rates for your Willoughby trip—book today!

  Call (855) 236-8982 to book with an agent.
  24.2 miles from Willoughby, MD 21657

Starting at

$76.99

per night

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Holiday Inn Express Hotel & Suites Harrington Dover area DE an IHG Hotel

17271 South Dupont Hwy Harrington, DE

For a comfortable stay near Willoughby, Holiday Inn Express Hotel & Suites Harrington Dover area DE an IHG Hotel offers budget-conscious rooms with rates beginning at $98.99, creating a homely, inviting space for relaxation. Take a break in Holiday Inn Express's comfortable seating areas, perfect for casual meetings, reading, or simply enjoying a moment of peace.

Unwind at Holiday Inn Express Hotel & Suites Harrington Dover area DE an IHG Hotel, a quiet haven where guests can recharge while keeping Willoughby close enough for exploration. Maximize your Willoughby travels with a hotel that’s both practical and inviting—lock in today!

  Call (855) 236-8982 to book with an agent.
  24.3 miles from Willoughby, MD 21657

Starting at

$98.99

per night

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