Find hotels in Woolford, MD from ￥12,288

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Dec 12 - Dec 13
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Dec 13 - Dec 14
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Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

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Our top choices for Woolford hotels

Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ￥73,049
￥88,390 total
includes taxes & fees
Dec 14 - Dec 15
Inn at Perry Cabin
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen
The Oaks Waterfront

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is ￥64,233
￥70,656 total
includes taxes & fees
Dec 14 - Dec 15
The Oaks Waterfront
Front of property
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (408)
"Awesome! Love the room and fireplace!"
United States
Brian
The price is ￥30,943
￥37,458 total
includes taxes & fees
Dec 15 - Dec 16
The Wildset
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ￥23,790
￥26,169 total
includes taxes & fees
Jan 1 - Jan 2, 2026
George Brooks House B&B
Dock
Marvel's on the Creek

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (161)
"Clean & spacious room. Amazing hospitality. Excellent communication!"
United States
Chin
The price is ￥29,279
￥32,499 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Marvel's on the Creek
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (120)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ￥31,098
￥34,208 total
includes taxes & fees
Dec 14 - Dec 15
The Tilghman Island Inn
Exterior
Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station
2.5 star property
Lexington Park
8.6 out of 10, Excellent, (249)
"Everything was great - clean spacious room breakfast was good staff were pleasant "
United States
Theresa
The price is ￥20,851
￥23,144 total
includes taxes & fees
Dec 13 - Dec 14
Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station
Bar (on property)
Hampton Inn Easton

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (553)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is ￥16,914
￥18,606 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Easton
Front of property
Hummingbird Inn

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn
Front of property
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

Solomons Inn Resort & Marina
2.5 star property
Solomons
8.0 out of 10, Very Good, (977)
"Very pleasant staff and quiet room overlooking the cove."
United States
David
The price is ￥16,486
￥18,300 total
includes taxes & fees
Dec 13 - Dec 14
Solomons Inn Resort & Marina
Lobby
Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River
2.5 star property
Lexington Park
8.6 out of 10, Excellent, (651)
"Clean room even with the renovations going on , staff friendly breakfast was amazing . Will stay here again next year when I come to the area "
United States
Dwayne
The price is ￥16,389
￥18,193 total
includes taxes & fees
Dec 22 - Dec 23
Comfort Inn & Suites Lexington Park near Pax River
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (360)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is ￥18,659
￥20,525 total
includes taxes & fees
Dec 13 - Dec 14
Knapps Narrows Marina & Inn
Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ￥31,098
￥34,208 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Parsonage Inn
Desk, blackout drapes, iron/ironing board, free cribs/infant beds
TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station
3.0 star property
Lexington Park
9.0 out of 10, Wonderful, (166)
"The staff was INCREDIBLY friendly and helpful with not only dining information but general area information."
United States
Jeremy
The price is ￥24,723
￥27,442 total
includes taxes & fees
Dec 13 - Dec 14
TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station
Meeting facility
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (841)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is ￥27,833
￥30,617 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Tidewater Inn
Dining
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (755)
"Great location"
United States
Bradley
The price is ￥19,436
￥21,574 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Cambridge by IHG
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
"clean and comfy, friendly staff"
United States
Tamara
The price is ￥16,710
￥18,382 total
includes taxes & fees
Jan 12 - Jan 13, 2026
St Michaels Inn
Exterior
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is ￥20,991
￥29,933 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Wylder Tilghman Island
Terrace/patio
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (639)
"Was a great and pleasant experience "
United States
MARLON
The price is ￥17,839
￥19,801 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Solomons
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
The price is ￥25,020
￥32,603 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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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Stay near popular Woolford attractions

Woods Island

Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.
See properties

Learn more about Woolford

Head to sights like Blackwater National Wildlife Refuge and Woods Island as you discover Woolford.

See all hotels in Woolford
Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia

Top Woolford Hotel Reviews

Extended Stay America Select Suites Lexington Park Pax River

Extended Stay America Select Suites Lexington Park Pax River

10/10 Excellent
"Clean room. Staff respect the room number privacy policy."
Derwin 1-night trip
Posted 4 days ago
Extended Stay America Select Suites Lexington Park Pax River

More cheap stays in Woolford

Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD
The price is ￥11,071 per night from Dec 15 to Dec 16
￥11,071
￥12,288 total
Dec 15 - Dec 16
includes taxes & fees
6.4/10 (1,001 reviews)

Frequently asked questions

What's the best place for a stay in Woolford?
Hyatt Regency Chesapeake Bay, located 8.4 mi (13.5 km) from the heart of Woolford, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are Inn at Perry Cabin and The Tidewater Inn. See all available top hotels, or vacation rentals in Woolford.
What are some of the best vacation rentals that Woolford has to offer?
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28: This vacation home rental outside Woolford is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Woolford.
If I need to cancel my hotel reservation in Woolford, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Woolford.
Where can I learn more about changing or cancelling my trip to Woolford?
For more information about rescheduling or cancelling your trip to Woolford, click here.
What are some hotels with pools in Woolford?
Hyatt Regency Chesapeake Bay: Features 2 outdoor pools, a children's pool, and a private beach. Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock and Inn at Perry Cabin are two additional hotels that feature an onsite pool. View all hotels with pools in Woolford.
What is staying in Woolford like?
Travelers to Woolford will find plenty to explore and enjoy. In Woolford, there are 8 hotels and other accommodations to choose from. Find out more about Woolford.
What are the top places to visit in Woolford?
A couple of favorite places to visit are Blackwater National Wildlife Refuge and Woods Island. You'll also find Harriet Tubman Underground Railroad National Historical Park and Harriet Tubman Museum and Educational Center in the area. Check out what more to see and do in Expedia's Woolford guide.
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.

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