Top 10 Hotels in Woolford, MD (from $71) 2026 - Competitive Prices

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Our top choices for Woolford hotels

A hotel room with a blue accent wall, a large bathtub, a sofa, a bed with a patterned bedspread, and a television.

A reception area with a wooden desk, a sign for Days Inn & Suites, and a tiled floor.

A swimming pool with a fenced area, lounge chairs, and a covered seating area.

A compact kitchenette with a microwave, coffee maker, and storage for condiments.

1. Days Inn & Suites by Wyndham Cambridge

Cambridge

Edward

$64 nightly

$71 total

Sep 14 - Sep 15

Total with taxes and fees

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

A hotel workspace with a desktop computer, keyboard, mouse, and a printer.

A gym with exercise equipment, a mirror, and a wall with exercise posters.

A coffee station with two espresso machines, a coffee grinder, and various coffee pods and cups.

2. Holiday Inn Express Cambridge by IHG

Cambridge

Philip

$127 nightly

$141 total

Oct 11 - Oct 12

Total with taxes and fees

A spacious lobby with a reception desk, seating area, and a television screen.

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

3. Comfort Inn & Suites Cambridge

Cambridge

Rhonda

$118 nightly

$131 total

Oct 5 - Oct 6

Total with taxes and fees

A modern kitchen with a dark wood floor, a blue countertop, and wooden cabinets.

A hotel room with two beds, a wooden headboard, a desk, a chair, a television, and a painting on the wall.

A building with a parking lot, a covered entrance, and a sign for 'Walt A. Souffle'.

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

4. Cambridge Inn

Cambridge

Chris

$75 nightly

$83 total

Sep 13 - Sep 14

Total with taxes and fees

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A marina with boats docked, a sandy beach, and a clear blue sky.

5. Hyatt Regency Chesapeake Bay

Cambridge

Taewook

$294 nightly

$334 total

Sep 29 - Sep 30

Total with taxes and fees

A two-story building with a covered entrance and an American flag.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

6. St Michaels Inn

St. Michaels

Will

$93 nightly

$102 total

Oct 12 - Oct 13

Total with taxes and fees

A table with a vase of flowers, a red notebook, and two gift boxes.

A garden with raised beds and a wooden fence.

A bedroom with a large bed, two bedside lamps, a window with curtains, and a fluffy rug.

An outdoor patio area with stone flooring, outdoor seating, and string lights.

7. Historic 1825 Chesapeake Farm Stay

St. Leonard

"This is a must see for yourself!! The owners have thought of every detail from the over the top welcome amenities to extras like offering beach chairs and towels to go explore the local beach! Breakfast was absolutely delicious! She even prepared a to go breakfast when she found out we had to leave out early one morning! We enjoyed home grown fruits and veggies from her garden daily! If you want to step back in time, but still have the comforts of modern day you have to got to visit this place!...

Jessica

$128 nightly

$142 total

Sep 24 - Sep 25

Total with taxes and fees

A marina with boats docked at wooden piers, surrounded by greenery.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

8. Knapps Narrows Marina & Inn

Sherwood

BARBARA

$150 nightly

$165 total

Sep 13 - Sep 14

Total with taxes and fees

A hotel room with a large bed, a separate bathroom with a bathtub, and a mirror above the sink.

A hotel room with a sofa, two chairs, a desk with a computer, a TV mounted on the wall, a window with blinds, and a potted plant.

A hotel reception desk with a flat-screen TV, a printer, and a wall-mounted sign for Quality Inn by Choice Hotels.

A clean, modern kitchen area with a microwave, coffee maker, and a pastry display.

9. Quality Inn Solomons - Beacon Marina

Solomons

Tamara

$102 nightly

$113 total

Sep 20 - Sep 21

Total with taxes and fees

A covered outdoor seating area with wicker furniture and large windows.

A modern living room with a fireplace, sofas, and a large window.

A spacious hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.

A hotel reception area with a self-service beverage station, snack vending machines, and a minibar.

10. Hilton Garden Inn Solomons

Solomons

Aaron

$130 nightly

$145 total

Sep 20 - Sep 21

Total with taxes and fees

A wooden dock with a bench and a wooden post with a light fixture.

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.

A wooden dock leading to a house with a lawn and a pond.

11. Marvel's on the Creek

East New Market

Richard

$180 nightly

$200 total

Sep 14 - Sep 15

Total with taxes and fees

A modern lounge area with a fireplace, seating, and a view of the outdoors.

A spacious indoor dining area with large windows, tables, and chairs.

A large building with a swimming pool, dock, and green surroundings.

A covered outdoor area with a wooden deck, potted plants, and a bench.

12. The Tilghman Island Inn

Tilghman

Robert M

$205 nightly

$226 total

Sep 16 - Sep 17

Total with taxes and fees

A waterfront property with a covered patio, a dock, and a boat.

A waterfront hotel with a covered dock and a large building with multiple balconies.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

13. Wylder Tilghman Island

Tilghman

Gary

$233 nightly

$256 total

Sep 13 - Sep 14

Total with taxes and fees

A hotel room with two beds, a desk, a TV, and a window with curtains.

A covered corridor with a series of doors, each marked with a number.

A building with a sign reading "EcoLodge."

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

14. Econo Lodge Easton Route 50

Easton

Brady

$81 nightly

$89 total

Sep 20 - Sep 21

Total with taxes and fees

A grassy area with white Adirondack chairs and a view of sailboats on the water.

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

A waterfront bar with outdoor seating, a view of the water, and American flags.

A beach with clear water, sandy shore, and some vegetation.

15. Sandaway Suites & Beach

Oxford

Sandra

$300 nightly

$330 total

Sep 15 - Sep 16

Total with taxes and fees

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

16. The Tidewater Inn

Easton

Miriam

$177 nightly

$195 total

Oct 12 - Oct 13

Total with taxes and fees

A reception area with a round wooden table, a potted plant, a vase with dried flowers, a clock, and a reception desk.

A hotel room with a bed, a sofa, a desk, and a TV.

A breakfast bar with various food items and a coffee station.

17. Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

Lorin

$110 nightly

$122 total

Sep 21 - Sep 22

Total with taxes and fees

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

18. Hampton Inn Easton

Easton

Rachel

$155 nightly

$171 total

Sep 27 - Sep 28

Total with taxes and fees

A Fairfield by Marriott Inn & Suites building with a covered entrance, multiple windows, and a parking lot.

A gym with treadmills, weight machines, and a rack of dumbbells.

A modern hotel lobby with a reception desk, seating area, and a refrigerator stocked with beverages.

An outdoor patio with tables and chairs, blue umbrellas, and air conditioning units on the building facade.

19. Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Lexington Park

Michael

$152 nightly

$169 total

Sep 13 - Sep 14

Total with taxes and fees

A two-story house with a porch, a front door, and a small garden area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

20. The Wildset

Downtown St. Michaels

Sarah

$262 nightly

$288 total

Oct 5 - Oct 6

Total with taxes and fees

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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.

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Learn more about Woolford

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

See all hotels in Woolford

Top Woolford Hotel Reviews

St Michaels Inn

8/10 Good

"There was a glitch after sign in. We were locked out of our room and informed to come to the office immediately. When we went to the desk we were informed we'd been given the wrong room. We received new door cards and stayed in the same room and other guests had their room changed. The issue came up again at check-out. It is a nice hotel with many updates."

The Wildset

10/10 Excellent

"Room was clean and staff was super helpful and kind!"

Hilton Garden Inn Solomons

10/10 Excellent

"I enjoy staying here because of the on-site amenities such as the indoor and outdoor pools and bar and breakfast options. The rooms are nice and comfortable beds"

Sandaway Suites & Beach

10/10 Excellent

"Lovely getaway from DC. Lot of attention to detail and overall wonderful experience. Cute, clean, and calming."

Wylder Tilghman Island

8/10 Good

"Very nice stay"

Inn at Perry Cabin

10/10 Excellent

"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."

The Tilghman Island Inn

8/10 Good

"Room was very nice , and access to a fridge in the lobby area was very helpful. Breakfast was a continental with coffee, tea, and juice. The restaurant and bar not open anymore In 2026 , and the first picture on Hotels is of the outside bar , so only 4 stars"

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

10/10 Excellent

"Everyone enjoyed the pool, dock, beach,screened in porch. They have two refrigerators, bike helmets, toddler toilet seat, step stool on third floor. Bring room darkening shades for anyone who likes to sleep late. Two baby gates for the stairs were wonderful. Bring sand toys and water shoes for all. They provide many life jackets, pool and bath towels and wash rags. Bring bug spray since you are on the water! This was a wonderful family vacation for nine adults and five children under 7.5 years. We caught our own crabs and enjoyed 40 while we’re there! They have crab baskets and crab pots with crab mallets. Consider bringing black industrial trash bags to be on the safe side and newspaper to cover the table.Jon knows how to host and he is awesome at this! We hope to return!"

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

More cheap stays in Woolford

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

$64 nightly

$71 total

Sep 14 - Sep 15

Total with taxes and fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$93 nightly

$102 total

Oct 12 - Oct 13

Total with taxes and fees

8/10 Very Good! (1,009 reviews)

Comfort Inn & Suites Lexington Park near Pax River

21885 Three Notch Rd Lexington Park MD

$110 nightly

$122 total

Sep 21 - Sep 22

Total with taxes and fees

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

$118 nightly

$131 total

Oct 5 - Oct 6

Total with taxes and fees

Holiday Inn Express Cambridge by IHG

2715 Ocean Gtwy Cambridge MD

$127 nightly

$141 total

Oct 11 - Oct 12

Total with taxes and fees

The Wildset

209 N Talbot St St. Michaels MD

$262 nightly

$288 total

Oct 5 - Oct 6

Total with taxes and fees

9.8/10 Exceptional! (512 reviews)

Hotels in Woolford with star-rating

Frequently asked questions

What is the best area to stay in Woolford?

The best area to stay in Woolford is in the heart of town, particularly near the main thoroughfare of Main Street.This central area offers convenient access to Woolford's key features. Main Street itself is lined with local establishments and provides a direct route to the town's public pier, a popular landmark. The general layout is straightforward, making it easy to navigate on foot.Couples looking for a relaxing getaway will appreciate this area. Its proximity to the water allows for strolls along the shore and easy access to local dining options, creating a pleasant and unhurried experience.For solo travelers seeking a quiet retreat, staying near Main Street is also ideal.

When is the best time to go to Woolford?

Woolford, Maryland is a destination best enjoyed during the spring and fall months, specifically from April to May and September to October.During these periods, the weather is pleasantly mild with comfortable temperatures and lower humidity, making it ideal for exploring the outdoors. The lush natural landscapes are particularly attractive, with blooming flowers in spring and colorful foliage in fall, providing a scenic backdrop for activities like birdwatching and nature walks.Travelers looking for outdoor activities will find these seasons great for visiting the Blackwater National Wildlife Refuge, a prime spot for observing migratory birds and enjoying the area's tranquil waterways.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Woolford.

How much is the nightly rate at a Woolford hotel?

Prices for hotels in Woolford often vary, but you can find a great deal from $71 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Lodging

Find hotels in Woolford, MD from $71

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Woolford

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Woolford hotels

1. Days Inn & Suites by Wyndham Cambridge

2. Holiday Inn Express Cambridge by IHG

3. Comfort Inn & Suites Cambridge

4. Cambridge Inn

5. Hyatt Regency Chesapeake Bay

6. St Michaels Inn

7. Historic 1825 Chesapeake Farm Stay

8. Knapps Narrows Marina & Inn

9. Quality Inn Solomons - Beacon Marina

10. Hilton Garden Inn Solomons

11. Marvel's on the Creek

12. The Tilghman Island Inn

13. Wylder Tilghman Island

14. Econo Lodge Easton Route 50

15. Sandaway Suites & Beach

16. The Tidewater Inn

17. Comfort Inn & Suites Lexington Park near Pax River

18. Hampton Inn Easton

19. Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

20. The Wildset

Stay near popular Woolford attractions

Woods Island

Learn more about Woolford

Top Woolford Hotel Reviews

St Michaels Inn

The Wildset

Hilton Garden Inn Solomons

Sandaway Suites & Beach

Wylder Tilghman Island

Inn at Perry Cabin

The Tilghman Island Inn

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted

Quality Inn Solomons - Beacon Marina

More cheap stays in Woolford

Days Inn & Suites by Wyndham Cambridge

St Michaels Inn

Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Cambridge

Holiday Inn Express Cambridge by IHG

The Wildset

Hotels in Woolford with star-rating

Frequently asked questions

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