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Our top choices for Wittman hotels

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,002 reviews)
"The front desk staff were nice. I truly enjoyed my stay at Rod N Reel."
United States
Katesha
22 hours ago
$165 nightly
The price is $184
Dec 9 - Dec 10
Total with taxes and fees
Rod 'N' Reel Resort

2. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,065 reviews)
"We liked the location of inn which was near Main St and the dock area."
United States
Bob
2 days ago
$106 nightly
The price is $120
Dec 3 - Dec 4
Total with taxes and fees
Historic Inns of Annapolis

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"A truly wonderful fall getaway. Movies at the indoor pool."
United States
Amy
5 days ago
$194 nightly
The price is $221
Nov 15 - Nov 16
Total with taxes and fees
Hyatt Regency Chesapeake Bay

4. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Property enhanced the dining experience. Outstanding experience in every way."
United States
Christina
September 29th, 2026
$459 nightly
The price is $505
Dec 7 - Dec 8
Total with taxes and fees
Inn at Perry Cabin

5. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (529 reviews)
"Wonderful place to stay. Everything is homemade."
United States
Dena
8 days ago
$222 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
The Wildset

6. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,276 reviews)
"I enjoyed how close the place was to many local shops and resturants."
United States
michel demanche
1 day ago
$89 nightly
The price is $102
Nov 22 - Nov 23
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis

7. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,002 reviews)
"Convenient to St Michael s and inexpensive."
United States
John
3 days ago
$87 nightly
The price is $96
Nov 17 - Nov 18
Total with taxes and fees
St Michaels Inn

8. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,015 reviews)
"But the staff was helpful, the rooms were big and clean."
United States
Brian
2 days ago
$103 nightly
The price is $117
Dec 13 - Dec 14
Total with taxes and fees
Crowne Plaza Annapolis by IHG

9. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 reviews)
"The queen room was nice. The property was nice."
United States
Michael
August 31st, 2026
$199 nightly
The price is $219
Nov 16 - Nov 17
Total with taxes and fees
George Brooks House B&B

10. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.2 out of 10, Wonderful, (1,014 reviews)
"Bar staff were great. Front desk staff were great."
United States
Jennifer
4 days ago
$130 nightly
The price is $149
Nov 29 - Nov 30
Total with taxes and fees
Graduate by Hilton Annapolis

11. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,060 reviews)
"Very convenient hotel. Hotel was clean. Staff was great."
United States
Joel
3 days ago
$87 nightly
The price is $99
Dec 6 - Dec 7
Total with taxes and fees
Country Inn & Suites by Radisson, Annapolis, MD

12. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. Beautiful modern rooms."
United States
William
14 days ago
$489 nightly
The price is $538
Nov 15 - Nov 16
Total with taxes and fees
The Oaks Waterfront

13. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (139 reviews)
"The staff were great. The breakfast was delicious."
United States
Susan
5 days ago
$230 nightly
The price is $253
Nov 13 - Nov 14
Total with taxes and fees
Parsonage Inn

14. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.6 out of 10, Exceptional, (225 reviews)
"We stay at Sandaway every year for the St. Michael s Oyster Fest."
United States
Philip
3 days ago
$335 nightly
The price is $369
Nov 17 - Nov 18
Total with taxes and fees
Sandaway Suites & Beach

15. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,012 reviews)
"Everything was very clean. The waitress in the restaurant was wonderful."
United States
Julie
2 days ago
$87 nightly
The price is $98
Nov 30 - Dec 1
Total with taxes and fees
Comfort Inn Conference Center

16. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,011 reviews)
"I thoroughly enjoyed my stay! A great property and close to everything!"
United States
Leslie
17 days ago
$98 nightly
The price is $111
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

17. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,003 reviews)
"Shower pressure was very good. The room was very clean."
United States
Brittany
6 days ago
$84 nightly
The price is $96
Nov 24 - Nov 25
Total with taxes and fees
Sonesta ES Suites Annapolis

18. The Snuggery Inn & Suites Sea Grass Room

The Snuggery Inn & Suites Sea Grass Room
Downtown St. Michaels
10.0 out of 10, Exceptional, (5 reviews)
"Historic charm in a spectacular location. The Snuggery offers modern amenities."
United States
Patricia
June 21st, 2026
The Snuggery Inn & Suites Sea Grass Room

19. Black Walnut Point Inn

Black Walnut Point Inn
3.5 star property
Tilghman
9.0 out of 10, Wonderful, (57 reviews)
"The breakfasts are good. Liked the nature trail adjacent to the Inn."
United States
Robert
Black Walnut Point Inn

20. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (403 reviews)
"Enjoyed the fresh fruit and boiled eggs for breakfast!"
United States
Mary Ann
3 days ago
$120 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Knapps Narrows Marina & Inn
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.

Where to stay near Wittman

Wittman, Maryland, offers a delightful mix of outdoor adventures and scenic beauty. Explore charming neighborhoods featuring manicured gardens, unwind on relaxing beaches, and stroll through vibrant market streets. Nearby, you can soak in the friendly atmosphere reminiscent of San Francisco, perfect for family-friendly getaways.

St. Michaels

For family travelers and couples seeking a memorable getaway, St. Michaels offers a charming blend of scenic beauty and recreational activities. With attractions like the Chesapeake Bay Maritime Museum, the historic 1879 Hooper Strait Lighthouse, and the inviting St. Michaels Marina, visitors can immerse themselves in both culture and nature. Located about 5 miles by car from Wittman, St. Michaels is a smart choice for those looking to unwind and enjoy the picturesque surroundings.

Bozman

Experience the charm of Bozman, an excellent hub for travelers seeking family-friendly adventures, natural beauty, and cultural experiences. Here, you can explore the fascinating exhibits at the Chesapeake Bay Maritime Museum, visit the historic 1879 Hooper Straight Lighthouse, or enjoy a day at St. Michaels Marina. Located about 2 miles by car from Wittman, Bozman offers easy access to outdoor recreational areas and scenic beaches, making it a smart choice for your vacation stay.

McDaniel

If you are a nature enthusiast or family traveler, look no further than McDaniel, known for its stunning outdoor scenery and proximity to the Chesapeake Bay Maritime Museum, the historic 1879 Hooper Straight Lighthouse, and the charming St. Michaels Marina. McDaniel offers a peaceful retreat where you can enjoy leisurely walks by the bay or explore the local parks. Situated about 2 miles from Wittman, it’s an ideal choice for your next vacation destination, providing easy access to a variety of activities.

Sherwood

Immerse yourself in Sherwood, where nature enthusiasts and families can easily access the beautiful Chesapeake Bay Maritime Museum, Tilghman Island Marina, and the historic 1879 Hooper Straight Lighthouse. This charming area offers a perfect blend of outdoor adventures and scenic views, particularly appealing in the peak season from March to May. Located about 3 miles by car from Wittman, Sherwood makes for a smart choice for your stay, providing a welcoming base for exploration and relaxation.

Claiborne

Travelers visiting the area often choose Claiborne, especially those seeking a weekend getaway with family and a love for nature. This charming village offers access to the beautiful Chesapeake Bay Maritime Museum, the historic 1879 Hooper Straight Lighthouse, and the inviting St. Michaels Marina, perfect for outdoor activities and scenic views. Located about 4 miles by car from Wittman, Claiborne serves as an ideal base for your vacation, making it a smart choice for your stay.

Stay near popular Wittman attractions

Nestled in the heart of Maryland, Wittman offers stunning outdoor adventures and scenic beauty. Explore local parks, visit nearby marinas, or immerse yourself in history at charming museums. With family-friendly activities and cultural experiences just around the corner, Wittman is the perfect base for your next getaway.

Top Wittman Hotel Reviews

Find out more about Wittman

Top reasons to visit Wittman

  • Scenic Waterfronts: Wittman is nestled near the Chesapeake Bay, offering picturesque views and a serene atmosphere perfect for relaxation.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, visitors can engage in various recreational activities amidst stunning natural landscapes.
  • Charming Accommodations: Enjoy a range of lodging options, from quaint bed & breakfasts to modern hotels, catering to all preferences.
  • Local History: Explore nearby museums and historical sites that provide insight into the area's rich cultural heritage.
  • Family-Friendly Activities: Wittman offers engaging attractions suitable for all ages, making it a great destination for family vacations.

Find great hotels near Wittman

Wittman, Maryland, offers a delightful mix of accommodations, including charming bed & breakfasts and modern hotels. Whether you're seeking a pet-friendly stay or an adventurous beach vacation, you'll find options that cater to your needs. With various Maryland vacation rentals and house rentals available, you're sure to discover the perfect spot to relax and explore the beautiful surroundings of this quaint destination.

  • St Michaels Inn: A budget-friendly hotel with a welcoming atmosphere, St Michaels Inn boasts a guest rating of 8.2. Located 5 miles from Wittman, it’s perfect for adventurous travelers. The property offers a variety of outdoor activities including fishing, hiking, and biking—all nearby. Ideal for both leisure and business trips, guests can enjoy recreational pursuits right at their doorstep. With its cozy lodging and access to local adventures, St Michaels Inn is a great choice for those seeking a blend of comfort and excitement.
  • The Tidewater Inn: This charming 3-star establishment, rated 8.8 by guests, is situated 12 miles from Wittman and is designed for those looking to indulge in a spa-themed vacation. The Tidewater Inn offers a range of adventure sports nearby, including biking, sailing, and kayaking. For relaxation, guests can enjoy a full spa service featuring hot stone massages, reflexology, and body treatments. With its blend of leisure and adventure, this inn is ideal for travelers seeking a rejuvenating escape.
  • Inn at Perry Cabin: A luxurious 5-star hotel with an impressive guest rating of 9.6, Inn at Perry Cabin is located just 4 miles from Wittman. Perfect for families and golf enthusiasts, this property offers premium golf experiences and family-friendly amenities. Services include childcare, ensuring a stress-free stay for parents. Guests can bask in the elegance of the inn while enjoying top-tier facilities, making it an excellent choice for a memorable family getaway.

Where to stay near Wittman

Wittman, Maryland, offers a delightful blend of relaxation and outdoor adventures. Nestled near the Chesapeake Bay, visitors can explore picturesque waterfronts, indulge in family-friendly activities, and soak up the sunny weather. The area's rich history adds a unique charm, making it perfect for sightseeing. Whether you’re seeking a peaceful retreat or an exciting exploration, Wittman and its surrounding neighborhoods provide a memorable travel experience that captures the essence of Maryland's coastal beauty.

  • St. Michaels: Nestled 4 miles from Wittman, St. Michaels is a charming town known for its picturesque waterfront and rich maritime history. Visitors flock here for its outdoor activities, beautiful beaches, and stunning scenery. The town buzzes with seasonal tourists, particularly from April through July, when the weather beckons for exploration. Don’t miss the scenic boardwalk and recreational areas that offer a perfect backdrop for leisurely strolls. The local beaches are ideal for family outings, making St. Michaels a perfect blend of relaxation and adventure.
  • Bozman: Located just 2 miles from Wittman, Bozman is a hidden gem that offers a peaceful retreat throughout the year. With a steady influx of visitors peaking in March and mid-year, this quaint city is perfect for those seeking outdoor experiences and scenic beauty. Visitors can explore the lush recreational areas and enjoy shopping at local centers. The nearby bay, beach, and lake provide ample opportunities for relaxation and water activities, making Bozman an attractive destination for nature lovers and families alike.
  • McDaniel: Also 2 miles away from Wittman, McDaniel is a delightful small town that thrives on its natural beauty and outdoor spaces. With visitor numbers peaking in the summer months, McDaniel is the ideal spot for beach lovers and adventurers. The town features a dog park and outdoor areas perfect for picnics and walks. Its proximity to urban parks and the bay offers plenty of recreational opportunities, ensuring that every visitor leaves with a sense of tranquility and connection to nature.

Things to do near Wittman

Wittman, Maryland, is perfect for outdoor enthusiasts and beach lovers, offering scenic views and recreational activities. Visitors can enjoy a charming boardwalk and explore the area's natural beauty. It's an ideal destination for a day trip, where you can unwind and immerse yourself in the serene surroundings while engaging in various outdoor pursuits.

Shopping

In Wittman, explore local shops for unique gifts and souvenirs, like the quaint boutiques along the main street. If you're up for a drive, head to the nearby Easton Shopping Center for a wider selection of stores and dining options to enhance your shopping experience.

Recreation

Experience luxury at Old South Country Club, a private retreat located 20 miles from Wittman. Enjoy serene surroundings while engaging in golf or relaxing by the clubhouse. The club's upscale amenities provide the perfect atmosphere for unwinding and rejuvenating your spirit.

Adventure

In Wittman, explore the scenic trails at the nearby Chesapeake Bay, perfect for kayaking and birdwatching. Experience the thrill of sailing on the bay or enjoy a leisurely bike ride through the picturesque countryside, immersing yourself in the beautiful landscapes of Maryland's Eastern Shore.

Nightlife

Wittman offers a charming nightlife with cozy spots like the local tavern, perfect for unwinding with friends. For a lively evening, enjoy live music at nearby venues that showcase local talent, creating an inviting atmosphere under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Wittman

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Wittman are January to March, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Wittman is Tuesday. The most expensive day to stay in Wittman is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your preferences, such as your budget, desired location, and hotel type. For instance, selecting the Eco-certified option will showcase available sustainable and environmentally-friendly hotels. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Wittman with your flights and activities by booking an Expedia package.

Find the best attractions near Wittman

Wittman, Maryland, offers a delightful blend of outdoor activities and cultural experiences perfect for family vacations. Visitors can explore scenic parks, enjoy the marina, and delve into local history at nearby museums. With its charming landscapes and engaging attractions, Wittman is an ideal destination for those seeking a relaxing beach getaway or a taste of local culture.

  • Chesapeake Bay Maritime Museum: Located 4 miles from Wittman, this maritime museum offers a unique insight into the rich maritime heritage of the Chesapeake Bay. Explore exhibits showcasing traditional boatbuilding, waterfowl hunting, and the region's vibrant cultural history, all set against picturesque waterfront views.
  • Chesapeake Bay Environmental Center: Situated 11 miles from Wittman, this eco-friendly center focuses on conservation and education. Engage with nature through trails, interactive exhibits, and community programs aimed at preserving the delicate ecosystems of the Chesapeake Bay.
  • St. Michaels Museum: Also 4 miles away, this history museum provides a fascinating glimpse into the local history of St. Michaels. Discover artifacts and stories that highlight the area's maritime past and cultural influences, all within a charming setting.

Best time to go to Wittman

The best time to visit Wittman is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January36.1°F (2.3°C)Light RainMostly SunnySlightly LowSlightly Low
February38.8°F (3.8°C)Light RainMostly SunnySlightly LowSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnySlightly LowSlightly Low
April55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
May64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
June73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnySlightly HighAverage
September71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
October61.0°F (16.1°C)Light RainMostly SunnyAverageSlightly High
November49.5°F (9.7°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly SunnyAverageAverage

The nearest major airports for your trip to Wittman

To reach Wittman, Maryland, you can choose from several major airports. Philadelphia International Airport (PHL) is situated 94 miles away, with nearby hotels such as the 5-star W Philadelphia and The Ritz-Carlton, both located 6 to 7 miles from the airport. Ronald Reagan Washington National Airport (DCA) is 40 miles from Wittman, offering upscale accommodations like the InterContinental Washington D.C. - The Wharf, just 2 miles away. Additionally, Washington Dulles International Airport (IAD) is 63 miles away, with convenient options like The Westin Washington Dulles Airport, only 1 mile from the terminal. Each hotel provides accessible transportation to their respective airports.

Frequently Asked Questions

What is the best area to stay in Wittman?

The best area to stay in Wittman, Maryland, is along the waterfront, particularly around the Wittman Wharf and the nearby residential streets.

This area provides direct access to the water, offering scenic views and a peaceful setting. It's characterized by charming homes, some with private docks, and a general sense of tranquility. The main activity centers around the water, with opportunities for boating and enjoying the Chesapeake Bay.

For couples seeking a quiet retreat, this waterfront area is ideal. You can enjoy strolls along the water, fresh seafood at local establishments, and the serene beauty of the bay. It's a great spot for relaxation away from the bustle of larger towns.

Families will also find this area appealing due to its calm environment and access to outdoor activities. Children can enjoy watching boats, fishing from docks, or exploring the natural surroundings.

What are the best family hotels in Wittman?

For a family-friendly hotel in Wittman, consider the Comfortable Spacious Fun. 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings..

This highly-rated property, boasting an impressive 9.8 review score, offers a variety of amenities superb for families. Children will enjoy the playground, outdoor play area, and a selection of books, toys, and games. For convenience, highchairs are also available.

What are the top pet-friendly hotels in Wittman?

For a top pet-friendly hotel in Wittman, consider the Comfortable Spacious Fun. 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings.

This highly-rated property, boasting an exceptional 9.8 review score, is ideal for travelers with pets, as dogs are specifically permitted. The accommodation also features a kitchen, offering convenience for longer stays or for preparing meals for your furry companion. With over six acres of space and waterfront access, it provides ample room for pets to enjoy the outdoors.

What are the most romantic hotels in Wittman for couples?

For a romantic stay in Wittman, a highly recommended option for couples is Comfortable Spacious Fun. 6+Acres Pool+Bay Waterfront St Michaels-Yes Weddings.

This hotel, with an outstanding 9.8 rating, offers a delightful experience for couples seeking a romantic getaway. Guests can enjoy the spacious rooms, complete with a kitchen, and relax on the deck, patio, or porch. Many rooms also feature a balcony, providing a lovely private outdoor space. The presence of a fireplace adds a cozy touch, superb for intimate evenings.

When is the best time to go to Wittman?

The best time to go to Wittman is during the late spring (May to early June) and early fall (September to October) when the weather is most pleasant for outdoor activities.

During these months, the temperatures are mild, with less humidity than the peak summer months. This makes it ideal for enjoying the Chesapeake Bay's natural beauty, whether you're interested in boating, fishing, or simply exploring the scenic waterfront. The comfortable weather also means you can fully enjoy local events and outdoor dining without the intense heat or chill.

Travelers looking for a relaxed getaway will appreciate the calmer atmosphere during these shoulder seasons. The crowds are typically smaller than in the summer, allowing for a more serene experience at local attractions and eateries.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wittman.

How can I save on a Wittman hotel booking with Expedia?

With Expedia, you earn OneKeyCash™* on eligible Wittman hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It’s free to join, and you’ll unlock our lowest Member Prices as soon as you’re signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

How much is the nightly rate at a Wittman hotel?

Prices for hotels in Wittman often vary, but you can find a great deal from $84 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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