Top 10 Hotels in Fairlee, MD (from $55) 2026 - Competitive Prices

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Fairlee

Pet friendly

Apartment

Condo

Hot tub

Pool

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Fairlee hotels

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.

A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

A modern lounge area with seating, a fireplace, and a television.

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

$104 nightly

$115 total

Oct 25 - Oct 26

Total with taxes and fees

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

A campfire in a stone fire pit by a lakeside at sunset.

A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.

2. The Lodge at Great Oak Landing

Chestertown

Jane

$124 nightly

$137 total

Sep 30 - Oct 1

Total with taxes and fees

A multi-story brick building with a covered entrance and a parking lot.

A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.

A living room with a fireplace, a television, and a stone accent wall.

A hotel room with a bed, a sofa, a desk, and a painting on the wall.

3. Red Roof Inn & Suites Chestertown

Chestertown

Linda

$72 nightly

$80 total

Oct 5 - Oct 6

Total with taxes and fees

A row of motel rooms with stone walls and red doors.

A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.

A two-story building with a brick facade, large windows, and a sloped roof.

A living room with a wooden cabinet, a television, a sofa, and a dining table.

4. Driftwood Inn

Chestertown

Kathy

$64 nightly

$70 total

Sep 29 - Sep 30

Total with taxes and fees

A two-story house with a covered porch, a staircase, and a garden area.

A row of stationary bicycles with green frames and white seats, parked outdoors.

A garden with a lawn and a table with chairs under a canopy.

A dining room with a long wooden table set for six, surrounded by chairs. There are framed pictures on the walls, a window with a view of trees, and a sofa in the background.

5. Haven Point Inn and Gallery

Rock Hall

Mary

$135 nightly

$150 total

Oct 7 - Oct 8

Total with taxes and fees

A boat deck with a white bench and a view of a calm lake and distant trees.

A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.

A buffet with various food items including fruits, pastries, and salads.

A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

6. Inn at Huntingfield Creek

Rock Hall

Christine

$200 nightly

$223 total

Oct 4 - Oct 5

Total with taxes and fees

A modern hotel lobby with a long dining table, several chairs, and a bar area.

A hotel room with a bed, a chair, a bathtub, a framed picture, and a nightstand with a lamp.

A hotel pool area with a clear pool, lounge chairs, and a seating area with tables and chairs.

A hotel reception area with a wooden reception desk, a coffee station, and framed pictures on the wall.

7. Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

walter

$89 nightly

$100 total

Oct 12 - Oct 13

Total with taxes and fees

A hotel room with a bed, a desk with a chair, a sofa, and a coffee table. There is a TV on the desk and a window with curtains.

A spacious lobby with a television, multiple seating options, a coffee station, and a large pillar.

A hotel with a prominent sign, multiple parking spaces, and a covered entrance.

A wedding ceremony in front of a large, classical building with steps leading up to the entrance.

8. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

Edgewood

Jenri

$79 nightly

$88 total

Sep 29 - Sep 30

Total with taxes and fees

A hotel room with two beds, a nightstand with a lamp, and a wooden headboard.

A coffee station with two coffee machines, a coffee press, and various coffee accessories on a wooden counter.

A home gym with an elliptical, a treadmill, and a stationary bike.

9. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Edgewood

Dalton

$87 nightly

$97 total

Oct 27 - Oct 28

Total with taxes and fees

A modern restaurant with high tables and chairs, a bar area, and a television screen displaying a news program.

A hotel with a modern facade, a covered entrance, and a red car parked outside.

A hotel room with two beds, a bathroom, and a seating area.

A modern lobby with a bar area, seating arrangements, and a television screen.

10. SpringHill Suites Baltimore White Marsh/Middle River

Middle River

Evelyn

$107 nightly

$124 total

Oct 4 - Oct 5

Total with taxes and fees

A hotel lobby with multiple seating areas, a coffee station, and a kitchen in the background.

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

A vending machine with snacks and a drink dispenser.

11. Quality Inn & Suites Bel Air I-95 Exit 77A

Edgewood

Cherrie Mae

$64 nightly

$72 total

Sep 29 - Sep 30

Total with taxes and fees

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

A spacious lobby with a staircase, a reception desk, and a dining area.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

12. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

$100 nightly

$111 total

Oct 19 - Oct 20

Total with taxes and fees

A spacious living area with a staircase, a fireplace, a sofa, and a dining area.

A Country Inn & Suites hotel with a brick facade, multiple windows, and a sign indicating the entrance.

A gym with treadmills, elliptical machines, and a weight machine.

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

13. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Bel Air

Vanessa

$94 nightly

$105 total

Oct 25 - Oct 26

Total with taxes and fees

A hotel room with two beds, each with patterned bedding, a nightstand with a lamp, and a framed picture on the wall.

A hotel room with two beds, a desk with a computer, a lamp, and a framed picture on the wall.

A hotel room with a bed, a desk with a computer, a lamp, and a picture on the wall.

A hotel room with a bed, a television on a wooden dresser, a refrigerator, and a microwave.

14. Motel Edgewood

Edgewood

Elena

$49 nightly

$55 total

Sep 30 - Oct 1

Total with taxes and fees

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

A hotel dining area with tables and chairs, a television mounted on the wall, and a patterned carpet.

A hotel room with a seating area featuring green and purple chairs, a small white table, and a lamp. A framed artwork is on the wall, and there is a window with curtains.

A hotel room with a large bed, a wooden headboard, a desk with a chair, and a patterned carpet.

15. Fairfield Inn & Suites by Marriott White Marsh

Nottingham

Angel

$101 nightly

$117 total

Oct 4 - Oct 5

Total with taxes and fees

An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.

A hotel room with a desk, office chair, sofa, and a dining table with chairs. There is a window with blinds, a painting on the wall, and a door leading to another room.

A modern restaurant with a bar area, seating, and a counter with a menu display.

A multi-story hotel with a modern facade, featuring a prominent 'HOME 2' sign. The entrance is accessible via a covered walkway, and the building is equipped with large windows and a flagpole.

16. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Aberdeen

Adam

$106 nightly

$118 total

Oct 18 - Oct 19

Total with taxes and fees

A hotel room with a large bed, bedside tables, a chair, a desk, a window with curtains, and a wall-mounted air conditioner.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A lobby with a reception desk, a clock, and a wall-mounted deer head.

17. Best Western Kent Narrows Inn

Grasonville

Beth

$116 nightly

$129 total

Oct 5 - Oct 6

Total with taxes and fees

A patio with outdoor seating, overlooking a marina with boats.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

An indoor swimming pool with clear views of boats and water.

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

18. Hilton Garden Inn Kent Island Marina

Grasonville

roney

$147 nightly

$163 total

Oct 6 - Oct 7

Total with taxes and fees

Two Adirondack chairs facing a calm body of water with a clear sky above.

A reception desk with a modern design, a digital display, and a check-in counter.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

19. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Marc

$110 nightly

$122 total

Oct 25 - Oct 26

Total with taxes and fees

A large, two-story barn-style building with a covered front porch and a garage.

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

20. Kent Island Resort

Stevensville

Bethany

$165 nightly

$180 total

Oct 28 - Oct 29

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Fairlee Hotel Reviews

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent

"Nice room. Nice stay."

Hyatt Place Kent Narrows & Marina

8/10 Good

"The room was just ok nothing spectacular about the room/ decors The caulking around bathroom area looked like half was missing we had water view For a new hotel and the cost I would of expected better"

SpringHill Suites Baltimore White Marsh/Middle River

8/10 Good

"The Staff"

Quality Inn & Suites Bel Air I-95 Exit 77A

8/10 Good

"It was good for a quick night on a roadtrip."

Holiday Inn Express White Marsh by IHG

8/10 Good

"This Holiday Inn is not too far from my location and I take care of my guests there. It is a value for the money and includes parking and breakfast. I would recommend."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Good stay. I wish I could have used the spa. It was closed on tuesdays. I also wish they could have provided free breakfast for the price that they charge per room"

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"Pet friendly. Full breakfast. Desk was accommodating for a ground floor room for my dog. Room was clean and comfortable."

Red Roof Inn & Suites Chestertown

10/10 Excellent

"Perfectly adequate room for a visit to Chestertown. Good furnishings and amenities. Walkable to stores and restaurants."

More cheap stays in Fairlee

Quality Inn & Suites Bel Air I-95 Exit 77A

2112a Emmorton Park Road Edgewood MD

$64 nightly

$72 total

Sep 29 - Sep 30

Total with taxes and fees

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

$72 nightly

$80 total

Oct 5 - Oct 6

Total with taxes and fees

7.2/10 Good! (500 reviews)

Hampton Inn & Suites Edgewood/Aberdeen-South

2110 Emmorton Park Rd Edgewood MD

$89 nightly

$100 total

Oct 12 - Oct 13

Total with taxes and fees

9.2/10 Wonderful! (1,014 reviews)

Hampton Inn Baltimore/White Marsh

8225 Town Center Drive Baltimore MD

$102 nightly

$117 total

Oct 5 - Oct 6

Total with taxes and fees

SpringHill Suites Baltimore White Marsh/Middle River

6110 Greenleigh Avenue Middle River MD

$107 nightly

$124 total

Oct 4 - Oct 5

Total with taxes and fees

9/10 Wonderful! (941 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

$116 nightly

$129 total

Oct 5 - Oct 6

Total with taxes and fees

Hotels in Fairlee with star-rating

Frequently asked questions

Where is the best place to stay in Fairlee?

Hampton Inn Baltimore/White Marsh, located 18.6 mi (29.9 km) from the heart of Fairlee, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Hampton Inn & Suites Edgewood/Aberdeen-South and Quality Inn & Suites Bel Air I-95 Exit 77A. See all available top hotels, or vacation rentals in Fairlee.

What's the top vacation rental in Fairlee?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental near Fairlee offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Fairlee.

If I need to cancel my hotel reservation in Fairlee, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Fairlee.

Where can I learn more about changing or cancelling my trip to Fairlee?

To find more details about changing or cancelling your trip to Fairlee, click here.

What is staying in Fairlee like?

Those traveling to Fairlee are sure to enjoy the sights to see and things to do. There are 348 hotels and other accommodations in the surrounding area. Find out more about Fairlee.

What is there to see in Fairlee?

Places to visit in the wider area include Chestertown Historic District, Historical Society of Kent County Maryland, and Rock Hall Harbor. You'll also find Rolphs Wharf Marina and Betterton Beach in the area. Check out what more to see and do in Expedia's Fairlee guide.

What's the weather like in Fairlee?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Fairlee is 48 inches.

Explore a world of travel with Expedia

Lodging

Find hotels in Fairlee, MD from $55

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Fairlee

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Fairlee hotels

1. Comfort Inn & Suites Chestertown

2. The Lodge at Great Oak Landing

3. Red Roof Inn & Suites Chestertown

4. Driftwood Inn

5. Haven Point Inn and Gallery

6. Inn at Huntingfield Creek

7. Hampton Inn & Suites Edgewood/Aberdeen-South

8. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

9. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

10. SpringHill Suites Baltimore White Marsh/Middle River

11. Quality Inn & Suites Bel Air I-95 Exit 77A

12. Quality Inn Grasonville near Kent Island

13. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

14. Motel Edgewood

15. Fairfield Inn & Suites by Marriott White Marsh

16. Home2 Suites by Hilton Baltimore / Aberdeen, MD

17. Best Western Kent Narrows Inn

18. Hilton Garden Inn Kent Island Marina

19. Holiday Inn Express Annapolis East-Kent Island by IHG

20. Kent Island Resort

Top Fairlee Hotel Reviews

Hampton Inn & Suites Edgewood/Aberdeen-South

Hyatt Place Kent Narrows & Marina

SpringHill Suites Baltimore White Marsh/Middle River

Quality Inn & Suites Bel Air I-95 Exit 77A

Holiday Inn Express White Marsh by IHG

The Inn at Chesapeake Bay Beach Club

Holiday Inn Express Annapolis East-Kent Island by IHG

Red Roof Inn & Suites Chestertown

More cheap stays in Fairlee

Quality Inn & Suites Bel Air I-95 Exit 77A

Red Roof Inn & Suites Chestertown

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn Baltimore/White Marsh

SpringHill Suites Baltimore White Marsh/Middle River

Best Western Kent Narrows Inn

Hotels in Fairlee with star-rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app