Find hotels in Woolford, MD from NT$2,465

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Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
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)
Set on the waterfront, this charming inn offers a relaxing retreat with a full-service spa and outdoor pool. Play golf, dine at Stars restaurant, or enjoy drinks at 2 bars. Close to Perry Cabin Park with helpful staff to enhance your stay.
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is NT$16,284
NT$19,704 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)
Enjoy scenic vistas from the rooftop terrace at this Easton B&B. Unwind with a massage, take a dip in the seasonal outdoor pool, or sip drinks at the bar. Free breakfast, WiFi and parking complement the serene garden setting near Saint Michaels Village.
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is NT$12,887
NT$14,176 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)
Located in St. Michaels, this welcoming hotel offers free breakfast, WiFi, and parking. Enjoy drinks at the bar or grab a bite at the café. Nearby attractions include Higgins Yacht Yard and Muskrat Park, with attentive staff to enhance your stay.
"Awesome! Love the room and fireplace!"
United States
Brian
The price is NT$6,208
NT$7,515 total
includes taxes & fees
Dec 16 - Dec 17
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 NT$4,773
NT$5,250 total
includes taxes & fees
Jan 1 - 2026/1/2
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)
This tranquil East New Market B&B offers complimentary breakfast, WiFi, and parking. After exploring nearby Bill Burton Fishing Pier State Park, relax in the hot tub or enjoy rowing adventures from this waterfront retreat with lovely garden views.
"Clean & spacious room. Amazing hospitality. Excellent communication!"
United States
Chin
The price is NT$6,239
NT$6,926 total
includes taxes & fees
Dec 13 - Dec 14
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)
This charming Tilghman inn offers stunning water views with convenient access to Tilghman Island Marina. Enjoy a complimentary breakfast before lounging by the seasonal outdoor pool or exploring the garden. The friendly staff and relaxing bar enhance your Eastern Shore getaway.
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is NT$6,239
NT$6,863 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)
Located in Lexington Park, this hotel offers easy access to Patuxent River Naval Air Museum. Enjoy free daily buffet breakfast and self parking, plus a fitness center for maintaining your workout routine. Dunleigh Neighborhood Park is also nearby for outdoor recreation.
"Everything was great - clean spacious room breakfast was good staff were pleasant "
United States
Theresa
The price is NT$4,183
NT$4,644 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)
Wake up to a complimentary breakfast before exploring nearby Easton Cycle and Sport. This hotel offers an indoor pool for year-round swimming and a fitness center. Business travelers appreciate the free WiFi and parking with helpful staff.
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is NT$3,401
NT$3,741 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Easton
Front of property
Hummingbird Inn

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
Relax at this enchanting Victorian B&B with pampering spa massages and a 24-hour fitness center. Located near Easton Rail Depot and Avalon Theatre, guests enjoy in-room refrigerators, microwaves, and a rejuvenating hot tub, plus free breakfast, WiFi, and parking.
"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 NT$3,341
NT$3,709 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)
Explore nearby hiking trails and kayaking spots from this welcoming hotel offering complimentary breakfast, WiFi, and parking. The 24-hour fitness center keeps your routine intact while the helpful staff ensures a pleasant stay.
"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 NT$3,288
NT$3,650 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)
Discover serenity on the water at this Tilghman hotel with marina access, seasonal outdoor pool, and complimentary kayaking adventures. Comfortable rooms include refrigerators and microwaves, while free breakfast, WiFi and parking enhance your Chesapeake Bay getaway.
"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 NT$3,744
NT$4,118 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)
Wake up to a full complimentary breakfast at this cozy B&B in St. Michaels before exploring Perry Cabin Park and nearby marinas. Enjoy free WiFi and parking while unwinding in the peaceful garden and terrace after hiking local trails.
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is NT$6,253
NT$6,878 total
includes taxes & fees
Jan 1 - 2026/1/2
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)
Wake up to free breakfast at this Lexington Park hotel with complimentary WiFi and parking. Hiking trails and kayaking adventures await nearby, while Dunleigh Neighborhood Park and San Souci Shopping Center offer local exploration.
"The staff was INCREDIBLY friendly and helpful with not only dining information but general area information."
United States
Jeremy
The price is NT$4,960
NT$5,506 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)
Luxurious retreat featuring Hunters' Tavern serving regional fare for all meals. The full-service spa offers deep-tissue massages and body treatments, while the terrace and garden provide peaceful spaces. Located near Avalon Theatre with free WiFi and parking.
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,584
NT$6,142 total
includes taxes & fees
Dec 14 - Dec 15
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)
Enjoy a rejuvenating stay with access to a 24-hour fitness center and complimentary hot breakfast. Just minutes from Dorchester County Historical Society, this hotel offers free WiFi and parking while attentive staff ensure a pleasant experience.
"Great location"
United States
Bradley
The price is NT$3,900
NT$4,328 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)
Experience serene stays at this peaceful inn with seasonal outdoor pool and garden terrace. Located conveniently near Saint Michaels Village and Classic Motor Museum, guests appreciate the helpful staff, clean rooms, and complimentary breakfast, WiFi, and parking.
"clean and comfy, friendly staff"
United States
Tamara
The price is NT$3,468
NT$3,815 total
includes taxes & fees
Dec 14 - Dec 15
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 NT$4,221
NT$6,018 total
includes taxes & fees
Jan 1 - 2026/1/2
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)
Located near Annmarie Sculpture Garden, this waterfront hotel offers American cuisine at Garden Grille and Bar. Unwind in the outdoor pool, grab a snack at the deli, or maintain your workout routine at the 24-hour fitness center. Friendly staff ensure a memorable Maryland retreat.
"Was a great and pleasant experience "
United States
MARLON
The price is NT$3,579
NT$3,973 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 NT$5,022
NT$6,545 total
includes taxes & fees
Jan 1 - 2026/1/2
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 NT$2,221 per night from Jan 11 to Jan 12
NT$2,221
NT$2,465 total
Jan 11 - 2026/1/12
includes taxes & fees
6.4/10 (1,001 reviews)

Hotels in Woolford with star-rating

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 St Michaels Inn and Solomons Inn Resort & Marina. See all available top hotels, or 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. St Michaels Inn and Solomons Inn Resort & Marina 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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