Woolford
Travel Guide
Visit Woolford

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
The price is CA $285 per night from Aug 25 to Aug 26
CA $285
CA $389 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
"Amazing experience! This was our third visit here and it’s just the best spot with the best views—we will keep coming back. The staff could not be more warm and welcoming—everyone is so friendly and helpful. Rooms are super clean and comfortable. Good food and drinks if you don’t want to leave the ..."
Reviewed on Aug. 4, 2025

Solomons Inn Resort & Marina
155 Holiday Dr. P.O. Box 1099, Solomons, MD
The price is CA $197 per night from Sep 1 to Sep 2
CA $197
CA $218 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum ...
7.8/10 Good! (852 reviews)
"Check-in was easy. I stayed in a room with two double beds for trip with my mom and two young children. Room did not have a balcony like pictured on the website. Only provided towels for two people, even though room booked for four. No one at front desk mid-morning when we tried to get more - luckily ..."
Reviewed on Aug. 3, 2025

St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
The price is CA $137 per night from Sep 1 to Sep 2
CA $137
CA $151 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,003 reviews)
"We had a great time during our visit. Pool could use more seating and umbrellas. Rooms a bit dated. Overall, great time and would return. Great value for your money"
Reviewed on Jul. 31, 2025
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.

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
Stay at this vacation home in Woolford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woods Island and Harriet Tubman Underground Railroad ...
9.6/10 Exceptional! (14 reviews)
Beautiful property
"My family had a wonderful time in Woolford. The screened-in porch, big living and dining spaces and the 4 bathrooms for 10 people made for a comfortable stay. Henry the Blue Heron was there every morning indeed and we got the canoes and kayaks the last morning of our stay and it was really refreshing. ..."
Reviewed on Jul. 22, 2025

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Port Republic
Book a stay at this beach cabin in Port Republic. Enjoy free WiFi, a beach locale, and a garden. Popular attractions CSA Park and R&J's PlayPark are located ...
9.8/10 Exceptional! (174 reviews)
Peace and serenity
"First, Brett is an exceptional host. Very helpful and responsive. This is a very special place in a wonderful community with incredible views. Rustic, warm and the perfect place to relax. We didn’t want to leave! Highly recommend."
Reviewed on Jul. 25, 2025

Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Lusby
Stay at this vacation home in Lusby. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Seahorse Beach and Drum Point Lake are located ...
10/10 Exceptional! (49 reviews)
Great location to explore the bay.
"House was as described. Includes access to two private beaches, which is a must in this area. Kids came for sharks teeth and did not leave disappointed."
Reviewed on Jul. 14, 2025
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.
Popular places to visit
Woods Island
Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.