Visit Tracys Landing: 2026 Travel Guide for Tracys Landing, Maryland

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

$83 nightly

$95 total

Sep 27 - Sep 28

Total with taxes and fees

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...

8.8/10 Excellent! (1,187 reviews)

"Housekeeping did not change the bedding is was dried blood in the bed"

Reviewed on Sep 18, 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

$140 nightly

$159 total

Oct 12 - Oct 13

Total with taxes and fees

Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

$110 nightly

$125 total

Sep 27 - Sep 28

Total with taxes and fees

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

See all 1,219 properties in Tracys Landing

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.

LUXE Private Waterfront Retreat with Pool, Hot Tub and Game Room for Family Fun

Tracys Landing MD

Book a stay at this beach vacation home in Tracys Landing. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Parker Creek and Upper Yough ...

10/10 Exceptional! (42 reviews)

"Was a great experience through and through. The backyard was amazing and we loved searching for shark teeth along the coastline."

Reviewed on Aug 29, 2026

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD

Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...

9.6/10 Exceptional! (19 reviews)

"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."

Reviewed on Aug 3, 2026

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD

Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...

9.6/10 Exceptional! (134 reviews)

"Location was perfect and we enjoyed the sunrise every morning. Walkable to everything in St. Michael’s. Beautiful historic home and furnishings. A great stay!!"

Reviewed on Aug 24, 2026

See all properties in Tracys Landing

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.

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Frequently asked questions

When is the best time to visit Tracys Landing?

The best time to visit Tracys Landing is from April through June, when the weather is generally pleasant for exploring. For travelers seeking fewer crowds and better value, the quieter months of November through January are a good option, offering a more relaxed experience.

Can I book a refundable hotel in Tracys Landing?

Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Tracys Landing by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.

Why book a trip to Tracys Landing with Expedia?

Expedia makes it easier to plan your Tracys Landing trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.

Should I stay in a hotel or vacation rental in Tracys Landing?

The best choice depends on your travel style. Hotels in Tracys Landing can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.

How can I manage my Tracys Landing trip on Expedia?

Once you've booked your Tracys Landing trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.

What if I need help during my Tracys Landing trip?

Expedia offers customer support before, during, and after your Tracys Landing trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.

How can Expedia help me plan my first trip to Tracys Landing?

If it's your first trip to Tracys Landing, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.

How can I save on my Tracys Landing hotel booking with Expedia?

Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Tracys Landing hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Tracys Landing, MD

Travel Guide