Top 10 Hotels in Woolford, MD (from $83) 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 swimming pool with a fenced area, lounge chairs, and a covered seating area.

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

A Days Inn & Suites building with a parking lot and a blue SUV parked in front.

1. Days Inn & Suites by Wyndham Cambridge

Cambridge

Zoey

$80 nightly

$88 total

Sep 2 - Sep 3

Total with taxes and fees

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

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.

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

2. Comfort Inn & Suites Cambridge

Cambridge

Rhonda

$114 nightly

$126 total

Sep 7 - Sep 8

Total with taxes and fees

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

A hotel room with two beds, a desk with a flat-screen TV, a small table, and a colorful carpet.

A Holiday Inn Express hotel with a prominent illuminated sign, a flagpole with flags, and a well-lit entrance.

A large indoor swimming pool with clear water, tiled walls, and a ceiling with ventilation ducts.

3. Holiday Inn Express Cambridge by IHG

Cambridge

Philip

$127 nightly

$141 total

Sep 28 - Sep 29

Total with taxes and fees

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

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

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

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

Aug 30 - Aug 31

Total with taxes and fees

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

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

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

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

5. Hyatt Regency Chesapeake Bay

Cambridge

Taewook

$254 nightly

$288 total

Sep 29 - Sep 30

Total with taxes and fees

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

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

A hotel room with two beds, a chair, and a painting on the wall.

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

6. St Michaels Inn

St. Michaels

Karen

$92 nightly

$101 total

Aug 31 - Sep 1

Total with taxes and fees

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

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

A hotel lobby with a fireplace, a reception desk, and a seating area.

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

7. Hilton Garden Inn Solomons

Solomons

Eley

$130 nightly

$145 total

Sep 6 - Sep 7

Total with taxes and fees

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

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.

A covered patio area with wicker furniture and a view of a building with large windows.

8. Knapps Narrows Marina & Inn

Sherwood

BARBARA

$150 nightly

$165 total

Aug 30 - Aug 31

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

$100 nightly

$111 total

Sep 29 - Sep 30

Total with taxes and fees

A hand measuring a shark tooth with a yellow measuring tape.

10. 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

$130 nightly

$145 total

Aug 30 - Aug 31

Total with taxes and fees

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

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

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

11. Marvel's on the Creek

East New Market

Richard

$177 nightly

$196 total

Sep 2 - Sep 3

Total with taxes and fees

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

A breakfast bar with a waffle maker, coffee machine, and juice dispenser.

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

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

12. Econo Lodge Easton Route 50

Easton

Nicole

$81 nightly

$89 total

Sep 6 - Sep 7

Total with taxes and fees

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

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

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

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

13. The Tidewater Inn

Easton

Diana

$164 nightly

$181 total

Aug 31 - Sep 1

Total with taxes and fees

An outdoor bar area with a view of the lake, wooden deck, and metal roof structure.

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

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

A waterfront property with a dock, a sailboat, and a building with a red roof.

14. The Tilghman Island Inn

Tilghman

Pamela

$205 nightly

$226 total

Aug 30 - Aug 31

Total with taxes and fees

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

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

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

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

15. Sandaway Suites & Beach

Oxford

Sandra

$294 nightly

$324 total

Sep 2 - Sep 3

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 wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

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

16. Wylder Tilghman Island

Tilghman

Angela

$263 nightly

$289 total

Sep 1 - Sep 2

Total with taxes and fees

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

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

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

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

17. Hampton Inn Easton

Easton

Rachel

$146 nightly

$161 total

Sep 3 - Sep 4

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 spacious lobby with a stone fireplace, blue seating, and a television mounted on the wall.

18. Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

Lorin

$118 nightly

$131 total

Sep 20 - Sep 21

Total with taxes and fees

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

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.

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.

19. The Wildset

Downtown St. Michaels

Paula

$262 nightly

$288 total

Sep 15 - Sep 16

Total with taxes and fees

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

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

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

A modern dining area with a wooden table and chairs, a kitchen counter with various appliances, and a colorful mural on the wall.

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

Lexington Park

Michael

$139 nightly

$155 total

Sep 5 - Sep 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.

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

Top Woolford Hotel Reviews

Quality Inn Solomons - Beacon Marina

10/10 Excellent

"clean room, easy to highway and breakfast great"

St Michaels Inn

8/10 Good

"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"

The Tilghman Island Inn

8/10 Good

"This place is a gem! Beautifully maintained and great views! However, the hotel should properly post that there is currently no restaurant on site."

Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent

"Location was prime for what we had going in the area!"

Holiday Inn Express Cambridge by IHG

8/10 Good

"My room was very clean and spacious. 1st floor room was a bit noisy. The blow dryer was sticky and felt pretty gross. I did mention this to front desk staff, so hopefully they will be cleaning those in a more regular basis. Comfortable bed, nice breakfast and lived that freshly brewed coffee is available at all times in the lobby. Staff was friendly and helpful. Would stay here again. Very convenient location on main highway and a short drive to downtown Cambridge."

Sandaway Suites & Beach

10/10 Excellent

"An old-school home reconfigured to a comfortable inn. The screened-in porch was a big plus during the buggy days of summer!"

Hampton Inn Easton

10/10 Excellent

"Staff were very helpful and breakfast was most appreciated! Nice and quiet too!"

Quality Inn

10/10 Excellent

"We did an overnight trip to St. Michael’s and stayed this Quality Inn. Staff was very nice and helpful. The hotel was in great condition. The rooms were modern and recently updated according to a staff member. Would definitely recommend and will be staying there again on my travels to Maryland."

Hilton Garden Inn Solomons

10/10 Excellent

"Great location with access to all the areas amenities."

More cheap stays in Woolford

Cambridge Inn

2831 Ocean Gateway Cambridge MD

$75 nightly

$83 total

Aug 30 - Aug 31

Total with taxes and fees

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

$80 nightly

$88 total

Sep 2 - Sep 3

Total with taxes and fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

$92 nightly

$101 total

Aug 31 - Sep 1

Total with taxes and fees

8/10 Very Good! (1,012 reviews)

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

$114 nightly

$126 total

Sep 7 - Sep 8

Total with taxes and fees

Comfort Inn & Suites Lexington Park near Pax River

21885 Three Notch Rd Lexington Park MD

$118 nightly

$131 total

Sep 20 - Sep 21

Total with taxes and fees

8.6/10 Excellent! (737 reviews)

The Wildset

209 N Talbot St St. Michaels MD

$262 nightly

$288 total

Sep 15 - Sep 16

Total with taxes and fees

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 $83 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 $83

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. Comfort Inn & Suites Cambridge

3. Holiday Inn Express Cambridge by IHG

4. Cambridge Inn

5. Hyatt Regency Chesapeake Bay

6. St Michaels Inn

7. Hilton Garden Inn Solomons

8. Knapps Narrows Marina & Inn

9. Quality Inn Solomons - Beacon Marina

10. Historic 1825 Chesapeake Farm Stay

11. Marvel's on the Creek

12. Econo Lodge Easton Route 50

13. The Tidewater Inn

14. The Tilghman Island Inn

15. Sandaway Suites & Beach

16. Wylder Tilghman Island

17. Hampton Inn Easton

18. Comfort Inn & Suites Lexington Park near Pax River

19. The Wildset

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

Stay near popular Woolford attractions

Woods Island

Learn more about Woolford

Top Woolford Hotel Reviews

Quality Inn Solomons - Beacon Marina

St Michaels Inn

The Tilghman Island Inn

Comfort Inn & Suites Lexington Park near Pax River

Holiday Inn Express Cambridge by IHG

Sandaway Suites & Beach

Hampton Inn Easton

Quality Inn

Hilton Garden Inn Solomons

More cheap stays in Woolford

Cambridge Inn

Days Inn & Suites by Wyndham Cambridge

St Michaels Inn

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Lexington Park near Pax River

The Wildset

Hotels in Woolford with star-rating

Frequently asked questions

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