Best Resorts in Woolford

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Woolford resorts

Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1002)
"Very courteous staff."
United States
Joseph
$175 nightly
The price is $199
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Regency Chesapeake Bay
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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Top Woolford Hotel Reviews

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

10/10 Excellent
"Great location"
Bradley 1-night trip
Posted 2 days ago
Holiday Inn Express Cambridge by IHG

Find out more about Woolford

Woolford Resorts information

Number of reviews
1,002
Accommodation
1 Resorts
Lowest Price
$199
Highest Price
$199

Frequently asked questions

What is Woolford like for a resort vacation?
Longing for a relaxing getaway? You deserve the luxuries and comforts of a resort, where you can find everything you need for your trip from convenient dining options to activities and shopping. Browse the resort options in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's a top resort for my stay in Woolford?
Here's our top-rated resort near Woolford: Hyatt Regency Chesapeake Bay - Beach resort. 8.4 mi (13.5 km) from Woolford. Features 2 outdoor pools, 3 restaurants, and a private beach. Popular for its pool.
What can I do in Woolford?
Blackwater National Wildlife Refuge and Woods Island are a few of the interesting sights to visit. Other attractions in the area include Harriet Tubman Underground Railroad National Historical Park and Harriet Tubman Museum and Educational Center.
What's the weather like in Woolford?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Woolford is 48 inches.
What's the best way to get to and around Woolford?
Fly into Easton, MD (ESN-Easton - Newnam), which is located 22.3 mi (35.8 km) from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

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