Woolford, MD
Travel Guide
Visit Woolford

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 ...
9.8/10 Exceptional! (10 reviews)
Blue Heron
"Plenty of room, well stocked kitchen, great spaces. Kayaks and ping pong big hit. Outdoor spaces was good, although high tide and rain made it swampy. Screened in porch looking out to water a treat."
Reviewed on Jun 19, 2025

Solomons Inn Resort & Marina
155 Holiday Dr. P.O. Box 1099, Solomons, MD
$152 nightly
The price is $169 total per night from Jul 14 to Jul 15
$169 total
Jul 14 - Jul 15
Total includes taxes and 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! (822 reviews)
"Wonderful stay and the king suite was amazing! Pool was big. And breakfast was mostly grab n go but plentiful. We will definitely be back! Staff was very nice!"
Reviewed on Jul 6, 2025

Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
$271 nightly
The price is $307 total per night from Jul 21 to Jul 22
$307 total
Jul 21 - Jul 22
Total includes taxes and 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! (1,004 reviews)
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."
Reviewed on Jun 22, 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 ...
9.8/10 Exceptional! (10 reviews)
Blue Heron
"Plenty of room, well stocked kitchen, great spaces. Kayaks and ping pong big hit. Outdoor spaces was good, although high tide and rain made it swampy. Screened in porch looking out to water a treat."
Reviewed on Jun 19, 2025

Waterfront Cottage in Beautiful Hoopers Island
Fishing Creek
Stay at this cottage in Fishing Creek. Enjoy free WiFi, a garden, and patios. Popular attractions P. L. Jones Marina and Gunners Island are located nearby.
9.8/10 Exceptional! (73 reviews)
"Wonderful location, great for biking. Nearby general store and old saltys restaurant are pluses. Stop by emily produce on your way out of cambridge."
Reviewed on Jun 9, 2025

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
Stay at this vacation home in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Choptank River Lighthouse and Long Wharf Park ...
9.8/10 Exceptional! (9 reviews)
Lovely Getaway
"Clean, comfortable, great location. If I return to the area, I will stay here. The information packet was so helpful and had great suggestions. I can’t recommend this place highly enough!"
Reviewed on Apr 26, 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.
- Patuxent River Naval Air Station
- Calvert Cliffs State Park
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- St. Michaels Winery
- Choptank River Lighthouse
- Chesapeake Bay Maritime Museum
- Cove Point Lighthouse
- Harriet Tubman Underground Railroad National Historical Park
- Long Wharf Park
- Gerry Boyle Park at Great Marsh
- Harriet Tubman Museum and Educational Center
- Avalon Theatre
- Dorchester County Visitors Center
- Talbot County Visitor Center
- Jefferson Patterson Park and Museum
- Drum Point Lighthouse
- Layton's Chance Vineyard and Winery
- Patuxent River Naval Air Museum
- Bill Burton Fishing Pier State Park
- Annmarie Sculpture Garden and Arts Center