The best deals on hotels when visiting Oyster Harbor in Maryland.

From game day to getaway, save even more on every hotel stay.

Save up to 70% when booking as a group. Select 9+ rooms to get started.

Top 24 Hotels In Oyster Harbor, Maryland 21403

Annapolis Waterfront Hotel Autograph Collection

80 Compromise St Annapolis, MD

Those exploring Oyster Harbor will enjoy the refined luxury of Annapolis Waterfront Hotel Autograph Collection, where quality rooms promise rest and style, with affordable rates from $269.99. Choose Autograph Collection Hotels for a travel experience that seamlessly combines authenticity with indulgence.

At Annapolis Waterfront Hotel Autograph Collection, guests can experience the ease of driving into downtown Oyster Harbor, where the city’s most popular spots are just a short distance away. Indulge in the ultimate Oyster Harbor experience with a hotel that makes luxury effortless—reserve now!

  Call (855) 239-4019 to book with an agent.
  3.7 miles from Oyster Harbor, MD 21403

Starting at

$269.99

per night

Read Reviews View Amenities View All Rooms

134 Prince Luxury Boutique Hotel

134 Prince George St Annapolis, MD

Guests bound for Oyster Harbor can enjoy inviting comfort at 134 Prince Luxury Boutique Hotel, where serene rooms begin at $399.99, creating a warm and welcoming space ideal for relaxation. Relax in rooms that offer a bit more luxury and convenience, providing a comfortable and economical travel experience.

From 134 Prince Luxury Boutique Hotel, a quick drive brings guests into the heart of downtown Oyster Harbor, making it easy to explore the city’s best offerings. Take advantage of thoughtful amenities and affordable rates for your Oyster Harbor trip—book today!

  Call (855) 234-7135 to book with an agent.
  3.9 miles from Oyster Harbor, MD 21403

Starting at

$399.99

per night

Read Reviews View Amenities View All Rooms

Historic Inns of Annapolis

58 State Circle Annapolis, MD

Find charm and comfort at Historic Inns of Annapolis on your journey to Oyster Harbor, where refined rooms create a welcoming stay, with inviting rates starting at just $159.00. Stay in accommodations that not only meet but exceed your expectations, with premium amenities and exceptional comfort.

Historic Inns of Annapolis is perfectly positioned for those wanting to explore downtown Oyster Harbor, where the city’s most iconic spots are always within easy reach. Experience a Oyster Harbor getaway that’s defined by luxury and impeccable service—reserve now!

  Call (855) 233-0132 to book with an agent.
  4.0 miles from Oyster Harbor, MD 21403

Starting at

$159.00

per night

Read Reviews View Amenities View All Rooms

Graduate by Hilton Annapolis

126 West St Annapolis, MD

Find unparalleled tranquility at Graduate by Hilton Annapolis on your trip to Oyster Harbor, where plush accommodations make relaxation easy, with inviting rates from just $182.99. Enjoy a seamless travel experience with Hilton's shuttle services, providing convenient transportation to nearby attractions and airports.

Guests staying at Graduate by Hilton Annapolis will appreciate the short drive to downtown Oyster Harbor, where the city’s most exciting destinations are easily accessible. Take in the magic of Oyster Harbor with a hotel that knows how to impress—secure now!

  Call (855) 236-8982 to book with an agent.
  4.1 miles from Oyster Harbor, MD 21403

Starting at

$182.99

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis, MD

Stay at Hilton Garden Inn Annapolis Downtown when visiting Oyster Harbor, where inviting accommodations create a warm environment, with budget-friendly rates beginning at $129.00. Relax in the spacious accommodations of Hilton Garden Inn's suites, which offer separate living areas and upgraded amenities.

From Hilton Garden Inn Annapolis Downtown, a brief drive takes guests into downtown Oyster Harbor, where the city’s most vibrant spots are easily accessible. Relax in Oyster Harbor at a hotel that ensures every moment is pure comfort—secure now!

  Call (855) 235-0725 to book with an agent.
  4.1 miles from Oyster Harbor, MD 21403

Starting at

$129.00

per night

Read Reviews View Amenities View All Rooms

The Westin Annapolis

100 Westgate Cir Annapolis, MD

Enjoy a welcoming experience at The Westin Annapolis as you explore Oyster Harbor, where refined accommodations offer warmth, with budget-friendly rates beginning at $183.99. Relax with the comfort and support of Westin's Peloton® Bikes, available in select fitness studios for an invigorating workout.

With a quick drive into downtown Oyster Harbor, guests at The Westin Annapolis can explore the city’s most vibrant spots while staying in a more peaceful location. Make your Oyster Harbor visit truly memorable with a hotel that understands luxury—reserve now!

  Call (855) 236-8982 to book with an agent.
  4.2 miles from Oyster Harbor, MD 21403

Starting at

$183.99

per night

Read Reviews View Amenities View All Rooms

Residence Inn by Marriott Annapolis

200 Taylor Ave Annapolis, MD

Enjoy a cushy ambiance at Residence Inn by Marriott Annapolis as you travel to Oyster Harbor, where restful accommodations provide quality and warmth, with inviting rates from $169.99. Join the fun at Residence Inn's evening socials, a perfect way to relax and meet other guests.

Residence Inn by Marriott Annapolis provides the perfect balance of convenience and tranquility, offering guests easy access to downtown Oyster Harbor without staying in the middle of the action. Get the most out of Oyster Harbor with a hotel that enhances your travel experience—secure now!

  Call (855) 235-0725 to book with an agent.
  4.4 miles from Oyster Harbor, MD 21403

Starting at

$169.99

per night

Read Reviews View Amenities View All Rooms

Fairfield Inn & Suites by Marriott Annapolis

200 Taylor Avenue Annapolis, MD

Find a warm-hearted escape at Fairfield Inn & Suites by Marriott Annapolis near Oyster Harbor, where restful accommodations create a relaxing stay, with inviting rates beginning at just $154.99. Enjoy a moment of reflection in Fairfield's meditation and yoga spaces, designed to provide a peaceful escape from the bustle of travel.

From Fairfield Inn & Suites by Marriott Annapolis, guests can easily access downtown Oyster Harbor by car, making it simple to visit the city’s best spots while returning to a more peaceful retreat. Enjoy exceptional amenities and affordability for your Oyster Harbor visit—secure your room now!

  Call (855) 239-5277 to book with an agent.
  4.4 miles from Oyster Harbor, MD 21403

Starting at

$154.99

per night

Read Reviews View Amenities View All Rooms

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive Annapolis, MD

SpringHill Suites by Marriott Annapolis offers a relaxing option for travelers visiting Oyster Harbor, with comfortable accommodations starting at a welcoming $125.99 per night. Pull-out sofa beds at SpringHill Suites add flexibility to your accommodations, ideal for families or extra guests.

At SpringHill Suites by Marriott Annapolis, guests can enjoy the peaceful surroundings of the hotel, while downtown Oyster Harbor remains a convenient drive away for sightseeing and adventure. Maximize your Oyster Harbor experience with a hotel that ensures your comfort from start to finish—secure now!

  Call (855) 239-5277 to book with an agent.
  5.6 miles from Oyster Harbor, MD 21403

Starting at

$125.99

per night

Read Reviews View Amenities View All Rooms

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis, MD

With rooms starting at $119.99, Hampton Inn & Suites Annapolis provides inviting accommodations for guests traveling to Oyster Harbor, creating a charming, welcoming environment. Discover the versatility of Hampton’s meeting and event spaces, equipped with modern technology for all your conference or celebration needs.

From Hampton Inn & Suites Annapolis, a brief drive brings guests into downtown Oyster Harbor, where they can explore the city’s highlights and return to a restful stay. Get ready for a Oyster Harbor stay that’s as comfortable as it is affordable—reserve your room now!

  Call (855) 235-6136 to book with an agent.
  5.7 miles from Oyster Harbor, MD 21403

Starting at

$119.99

per night

Read Reviews View Amenities View All Rooms

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater, MD

Relax in the homely surroundings of Sonesta ES Suites Annapolis when traveling to Oyster Harbor, where quality rooms create an inviting atmosphere, with nightly rates from $125.00. Indulge in a romantic getaway at Sonesta, offering special packages that include luxurious accommodations and romantic dining options.

Guests staying at Sonesta ES Suites Annapolis will love the convenience of being close to downtown Oyster Harbor, while enjoying the peaceful atmosphere of the hotel. Enjoy every aspect of your Oyster Harbor trip with a hotel that keeps you feeling at home—book today!

  Call (855) 234-2997 to book with an agent.
  5.7 miles from Oyster Harbor, MD 21403

Starting at

$125.00

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express & Suites Annapolis an IHG Hotel

2451 Riva Rd Annapolis, MD

For an inviting stay, Holiday Inn Express & Suites Annapolis an IHG Hotel offers soothing rooms with rates starting at $124.00, creating a warm and welcoming space near Oyster Harbor. Enjoy the casual dining atmosphere of Holiday Inn Express's on-site eateries, offering tasty meals in a relaxed setting.

Guests at Holiday Inn Express & Suites Annapolis an IHG Hotel will appreciate the tranquil atmosphere, with downtown Oyster Harbor just a drive away for easy access to the city’s top destinations. Stay comfortably in Oyster Harbor with amenities that make your trip memorable—lock in today!

  Call (855) 233-7850 to book with an agent.
  5.7 miles from Oyster Harbor, MD 21403

Starting at

$124.00

per night

Read Reviews View Amenities View All Rooms

Admiral Suites

120 Admiral Cochrane Dr Edgewater, MD

With rooms starting at $89.99, Admiral Suites provides budget-friendly comfort for travelers bound for Oyster Harbor, creating a clean, welcoming environment. Stay in rooms that offer the fundamentals of a comfortable stay, with amenities designed for convenience and simplicity.

With a brief drive into downtown Oyster Harbor, guests at Admiral Suites can enjoy the best of both worlds: city exploration and a quiet retreat. Discover a hotel that makes your Oyster Harbor adventure stress-free and enjoyable—reserve today!

  Call (855) 233-7850 to book with an agent.
  5.8 miles from Oyster Harbor, MD 21403

Starting at

$89.99

per night

Read Reviews View Amenities View All Rooms

Best Western Annapolis

2520 Riva Rd Annapolis, MD

For a peaceful and affordable stay, Best Western Annapolis offers inviting rooms with rates starting at $79.99, creating a welcoming and comfortable environment ideal for rest. Experience the comfort and convenience of Best Western’s motorcoach parking, available for group travelers and tours.

Guests staying at Best Western Annapolis will enjoy a peaceful retreat, with downtown Oyster Harbor just a drive away for easy access to all the city’s attractions. Find your ideal blend of comfort and affordability for your Oyster Harbor stay—book today!

  Call (855) 239-5277 to book with an agent.
  5.8 miles from Oyster Harbor, MD 21403

Starting at

$79.99

per night

Read Reviews View Amenities View All Rooms

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis, MD

Find solace in luxury at DoubleTree by Hilton Hotel Annapolis near Oyster Harbor, where thoughtfully designed rooms offer relaxation, with enticing rates beginning at just $105.84. Speed through DoubleTree by Hilton's express checkout service, designed to get you on your way quickly and efficiently.

With Oyster Harbor a drive from DoubleTree by Hilton Hotel Annapolis, guests can easily explore the city’s attractions and then retreat to the peace and quiet of the hotel. Embrace the luxury of Oyster Harbor with a hotel that makes your stay feel extraordinary—reserve now!

  Call (855) 233-0132 to book with an agent.
  5.9 miles from Oyster Harbor, MD 21403

Starting at

$105.84

per night

Read Reviews View Amenities View All Rooms

Courtyard by Marriott Annapolis

2559 Riva Rd Edgewater, MD

Find a peaceful escape at Courtyard by Marriott Annapolis as you visit Oyster Harbor, where relaxed rooms provide comfort and warmth, with nightly rates beginning at $139.99. Experience the open air on Courtyard's rooftop terraces, ideal spots for relaxation or hosting special events with panoramic views.

Guests at Courtyard by Marriott Annapolis can experience the best of both worlds—a peaceful stay with downtown Oyster Harbor still within easy reach for a day of exploring. Step into your Oyster Harbor travels with a hotel that makes your stay effortless—book today!

  Call (855) 235-0725 to book with an agent.
  5.9 miles from Oyster Harbor, MD 21403

Starting at

$139.99

per night

Read Reviews View Amenities View All Rooms

Red Roof Inn Annapolis

2520C Riva Road Annapolis, MD

With budget-friendly rooms beginning at $79.00, Red Roof Inn Annapolis provides affordable accommodations for travelers bound for Oyster Harbor, creating a soft and welcoming environment. Rest with ease at Red Roof Inn, knowing the dedicated staff are always available to address your needs and ensure a pleasant stay.

The relaxing atmosphere of Red Roof Inn Annapolis provides a calm retreat, with downtown Oyster Harbor just a drive away for a day of exploring. Choose a hotel that offers comfort and savings for your Oyster Harbor adventure—book today!

  Call (855) 233-0132 to book with an agent.
  5.9 miles from Oyster Harbor, MD 21403

Starting at

$79.00

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Annapolis

305 Harry South Truman Pkwy Edgewater, MD

Encounter a warm atmosphere at Hilton Garden Inn Annapolis as you travel to Oyster Harbor, with plush accommodations that start at $108.99 per night, providing a relaxing retreat. Sleep well thanks to Hilton Garden Inn's plush bedding and hypoallergenic pillow options, ensuring a good night's rest.

Guests staying at Hilton Garden Inn Annapolis will appreciate the quiet setting of the hotel, while downtown Oyster Harbor remains a convenient drive away for city adventures. Uncover Oyster Harbor lodging that checks all the boxes for comfort and convenience—lock in today!

  Call (855) 235-0725 to book with an agent.
  5.9 miles from Oyster Harbor, MD 21403

Starting at

$108.99

per night

Read Reviews View Amenities View All Rooms

Crowne Plaza Annapolis an IHG Hotel

173 Jennifer Rd Annapolis, MD

Those traveling to Oyster Harbor will find Crowne Plaza Annapolis an IHG Hotel a charming choice, with inviting rooms designed for comfort, with nightly rates starting from $139.00. Utilize Crowne Plaza's Quiet Zones, designated areas with minimal noise and distractions, perfect for focusing on work or unwinding.

From Crowne Plaza Annapolis an IHG Hotel, guests can enjoy a quick drive into downtown Oyster Harbor, where they can explore the city’s highlights and return to a peaceful stay. Indulge in the ultimate Oyster Harbor retreat with a hotel that goes above and beyond—reserve now!

  Call (855) 239-5277 to book with an agent.
  6.0 miles from Oyster Harbor, MD 21403

Starting at

$139.00

per night

Read Reviews View Amenities View All Rooms

Country Inn & Suites by Radisson Annapolis MD

2600 Housley Road Annapolis, MD

Relax in the inviting surroundings of Country Inn & Suites by Radisson Annapolis MD as you journey to Oyster Harbor, where quality rooms offer warmth and comfort, with room rates beginning at $113.99. Experience the friendly and inviting community atmosphere at Country Inn & Suites, where guests can feel part of a larger family.

The calm surroundings at Country Inn & Suites by Radisson Annapolis MD allow guests to unwind, while downtown Oyster Harbor is still within easy reach by car for city exploration. Relax and enjoy every aspect of your Oyster Harbor visit with a hotel that caters to you—secure now!

  Call (855) 239-4019 to book with an agent.
  6.5 miles from Oyster Harbor, MD 21403

Starting at

$113.99

per night

Read Reviews View Amenities View All Rooms

Village Inn

69 Old Mill Bottom Rd Annapolis, MD

With budget-friendly rooms from $83.99, Village Inn provides inviting accommodations for guests bound for Oyster Harbor, creating a clean, comfortable atmosphere. Stay in accommodations that provide a reliable base for your travels, offering essential comforts at a reasonable cost.

With Oyster Harbor a drive away, guests at Village Inn can explore the city’s highlights while enjoying the hotel’s quieter, more serene setting. Enjoy Oyster Harbor with a hotel that makes affordability a top priority—book your room today!

  Call (855) 235-0725 to book with an agent.
  6.8 miles from Oyster Harbor, MD 21403

Starting at

$83.99

per night

Read Reviews View Amenities View All Rooms

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville, MD

With elevated decor and luxurious rooms, The Inn at Chesapeake Bay Beach Club near Oyster Harbor offers a serene retreat, with nightly rates beginning at an accessible $239.99. Find solace in rooms that offer a sanctuary of style and comfort, equipped with luxurious amenities to ensure a perfect stay.

Guests at The Inn at Chesapeake Bay Beach Club can experience the best of both worlds—a peaceful stay with downtown Oyster Harbor still within easy reach for a day of exploring. Find the perfect Oyster Harbor getaway with accommodations that embrace style and sophistication—lock in today!

  Call (855) 234-5074 to book with an agent.
  8.3 miles from Oyster Harbor, MD 21403

Starting at

$239.99

per night

Read Reviews View Amenities View All Rooms

Kent Island Resort

500 Kent Manor Dr Stevensville, MD

With a blend of charm and quality, Kent Island Resort near Oyster Harbor offers a welcoming atmosphere, where friendly rooms start at an accessible rate of $161.99. Enjoy accommodations that provide a rich blend of luxury and practicality, ensuring a satisfying and restful stay.

At Kent Island Resort, guests can relax in a quiet setting, while downtown Oyster Harbor remains within reach for easy access to the city’s top attractions. Step into a Oyster Harbor hotel that knows how to make you feel at home—secure your room now!

  Call (855) 239-4019 to book with an agent.
  8.4 miles from Oyster Harbor, MD 21403

Starting at

$161.99

per night

Read Reviews View Amenities View All Rooms

Anchored Inn at Hidden Harbour Marina

604 Cabana Blvd Deale, MD

For budget-savvy travelers headed to Oyster Harbor, Anchored Inn at Hidden Harbour Marina offers inviting rooms with rates beginning at $181.99, creating a warm, comfortable space perfect for rest. Relax in a welcoming environment with a bit more luxury, perfect for those seeking extra comfort without the high cost.

Guests staying at Anchored Inn at Hidden Harbour Marina will enjoy the tranquil surroundings, while downtown Oyster Harbor remains easily accessible by car. Take the stress out of Oyster Harbor travel with a hotel that meets all your needs—book today!

  Call (855) 235-6136 to book with an agent.
  10.8 miles from Oyster Harbor, MD 21403

Starting at

$181.99

per night

Read Reviews View Amenities View All Rooms