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The Lodge at Great Oak Landing

3.5 star property
Lodge with private beach, seasonal outdoor pool

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Photo gallery for The Lodge at Great Oak Landing

Private beach nearby, sun loungers, beach volleyball
Water view
Point of interest
Room, 1 King Bed with Sofa bed, Marina View
Reception

Reviews

7.8 out of 10
Good

Popular amenities

  • Bar
  • Pool
  • Gym
  • Air conditioning
  • Laundry
  • Parking included

Room options

Available filters for rooms
Showing 6 of 6 rooms

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds

Standard Room, 2 Double Beds

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • Sleeps 4
  • 2 Double Beds

View all photos for Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed

Room, 1 King Bed

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed with Sofa bed, Marina View

Room, 1 King Bed with Sofa bed, Marina View

Room, 1 King Bed with Sofa bed, Marina View

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • Water view
  • Sleeps 3
  • 1 King Bed and 1 Twin Sofa Bed

View all photos for Room, 2 Queen Beds, Marina View

Room, 2 Queen Beds, Marina View

Room, 2 Queen Beds, Marina View

Highlights

Air conditioning
Connecting rooms available
Mini-fridge
Flat-screen TV
Separate bedroom
Shower/tub combination
Hair dryer
Private bathroom
  • Water view
  • Sleeps 4
  • 2 Queen Beds

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 745 reviews
The price is CA $148
CA $165 total
includes taxes & fees
Feb 25 - Feb 26
Comfort Inn & Suites Chestertown
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About the area

Map
22170 Great Oak Landing Rd, Chestertown, MD, 21620

What's nearby

  • Washington College - 20 min drive
  • The Mainstay - 28 min drive
  • Rock Hall Harbor - 29 min drive
  • Baltimore Cruise Terminal - 111 min drive
  • Baltimore Inner Harbor Marina - 113 min drive

Getting around

  • Baltimore Washington Intl. Airport (BWI) - 101 min drive

Restaurants

  • ‪Jellyfish Joel's - ‬5 min walk
  • ‪Mears Great - ‬5 min walk
  • ‪Tolchester Restaurant - ‬25 min drive
  • ‪JR's Watermark Grille - ‬5 min walk
  • ‪Inn At Worton Creek - ‬12 min drive

About this property

The Lodge at Great Oak Landing

Lodge on the waterfront
Take advantage of a golf course, a firepit, and a playground at The Lodge at Great Oak Landing. This lodge is a great place to bask in the sun with a nearby private beach, sun loungers, and beach volleyball. Be sure to enjoy a meal at The Landing at Great Oak, the on-site restaurant. Free in-room WiFi, with speed of 25+ Mbps, is available to all guests, along with laundry facilities and an outdoor entertainment area.
You'll also enjoy perks such as:
  • A seasonal outdoor pool with sun loungers and pool umbrellas
  • Free self parking
  • Express check-out, a dock, and gas grills
  • ATM/banking services, outdoor furniture, and a gift shop
Room features
All guestrooms at The Lodge at Great Oak Landing feature comforts such as air conditioning, in addition to amenities like free WiFi.
Extra amenities include:
  • Bathrooms with hair dryers and shampoo
  • 36-inch flat-screen TVs with cable channels
  • Heating, housekeeping, and phones

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 25+ Mbps
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free uncovered self parking on site
  • Wheelchair-accessible parking available

Food and drink

  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • The Landing at Great Oak

Things to do

  • 24-hour gym
  • 9-hole golf course
  • Beach volleyball
  • Playground
  • Seasonal outdoor pool

Family friendly

  • Fenced pool
  • Laundry facilities
  • Playground
  • Pool gate
  • Seasonal outdoor pool

Conveniences

  • ATM
  • Gift shop/newsstand
  • Laundry facilities

Guest services

  • Housekeeping (on request)

Outdoors

  • Barbecue grill
  • Beach loungers
  • Direct access to a private beach
  • Dock
  • Firepit
  • On the bay
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool loungers
  • Pool umbrellas

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Front entrance ramp
  • Upper floors accessible by stairs only
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk (32 inches high)
  • Wheelchair-accessible restaurant

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 36-inch flat-screen TV with cable channels

More

  • Air conditioning (climate-controlled)
  • Connecting rooms available
  • Heating (climate-controlled)
  • Phone

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: anytime
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available
Express check-out available

Special check-in instructions

The front desk is open Monday - Friday (8:30 AM - 4:00 PM) and Saturday - Saturday (9:00 AM - 3:00 PM)
Guests will receive an email 72 hours before arrival with check-in instructions and an access code; front desk staff will greet guests on arrival at the property

Renovations and closures

This property is closed from December 25 2024 to March 3 2025 (dates subject to change).
The following facilities or services will be unavailable from October 7 2024 to May 15 2025 (dates subject to change):
  • Bar/Lounge(s)
  • Dining venue(s)
  • Swimming pool
The following facilities are closed seasonally each year. They will be closed from September 16 to May 23:
  • Bar/Lounge
  • Swimming pool
The property is closed: Christmas Eve, Christmas Day, New Year's Eve, and New Year's Day.
The following facilities are closed on Sunday, Monday, Tuesday, and Wednesday:
  • Bar/lounge
  • Dining venue(s)

Access methods

Access code, staffed front desk

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards, and cash
Cashless transactions are available
Noise-free guestrooms cannot be guaranteed
Safety features at this property include outdoor lighting

We should mention

This property does not have elevators
The seasonal pool will be open from May 23 to September 18
Pool access available from 10:00 AM to 8:00 PM
Only registered guests are allowed in the guestrooms
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation
Children under 15 years old are not allowed in the swimming pool or fitness facility without adult supervision
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)

Property is also known as

The At Great Oak Landing

Frequently asked questions

Does The Lodge at Great Oak Landing have a pool?

Yes, this property has a seasonal outdoor pool. Pool access is from 10:00 AM–8:00 PM. The pool is closed seasonally each year from September 16 to May 23. The pool will be unavailable from October 7 2024 to May 15 2025 (dates subject to change). The pool is closed on Christmas Eve, Christmas Day, New Year's Eve, and New Year's Day.

How much does it cost to stay at The Lodge at Great Oak Landing?

As of Feb 22, 2025, prices found for a 1-night stay for 2 adults at The Lodge at Great Oak Landing on Mar 10, 2025 start from CA $153.09, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Lodge at Great Oak Landing pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Lodge at Great Oak Landing?

Self parking is free at this property.

What time is check-in at The Lodge at Great Oak Landing?

Check-in start time: 3:00 PM; Check-in end time: anytime.

What time is check-out at The Lodge at Great Oak Landing?

Check-out is at 11:00 AM.

Where is The Lodge at Great Oak Landing located?

Offering direct access to the beach, this Chestertown lodge is 8.8 mi (14.2 km) from Washington College and within 16 mi (25 km) of Garfield Center for the Arts at the Prince Theater and The Mainstay. Church Hill Theatre and Eastern Neck National Wildlife Refuge are also within 20 mi (32 km).

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The Lodge at Great Oak Landing Reviews

Reviews

7.8

Good

Rating 10 - Excellent. 20 out of 46 reviews
Rating 8 - Good. 12 out of 46 reviews
Rating 6 - Okay. 5 out of 46 reviews
Rating 4 - Poor. 4 out of 46 reviews
Rating 2 - Terrible. 5 out of 46 reviews

8.4/10

Cleanliness

8.6/10

Staff & service

7.2/10

Amenities

7.6/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

10/10 Excellent

Michelle

Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.
Stayed 2 nights in Aug 2024

10/10 Excellent

KEVIN

Beautiful views, easy check in and safe, quiet area and the restaurant's food was on point and we loved the live band on Saturday night!! #shawnwasagreatcook #angelawasaexcellentwaitress
Stayed 2 nights in Sep 2024

10/10 Excellent

Susan

Very short stay but enjoyed the amenities available
Stayed 1 night in Jun 2024

8/10 Good

Camille

Great sunsets!
Stayed 2 nights in Jul 2024

10/10 Excellent

Melissa

Great stay. We will be back next year.
Stayed 1 night in Jul 2024

8/10 Good

Verified traveller

The room was very clean and comfortable. No frills but perfect for our overnight stay. The view from the queen bed room was lovely. The waitress at the restaurant was exceptional and the food was delicious and hot. We enjoyed the private beach and the areas to walk around the marina.
Stayed 1 night in Sep 2024

10/10 Excellent

Ryon

Absolutely gorgeous property, friendly travelers and staff! So wonderful I will be back! Thank you!
Stayed 3 nights in Aug 2024

8/10 Good

Marion

Great stay. Season was ending soon but bubbler was empty and not refilled, Keurig in the hall convenient but would be nice to have better creamers available in the room and water at the keurig stations refilled.
Stayed 1 night in Sep 2024

10/10 Excellent

Stephen

Great vacation
Great little gem in the middle of nowhere….beautiful pool….private beach…great restaurant….free golf course on the property too!!…what else can you ask for?…This is our new get away place away from everything….Chestertown is only a 10 minute drive,if you need supplies….10 stars😀
Stayed 3 nights in Jul 2024

10/10 Excellent

Sharon

My only complaint is hard pillows. Loved the surroundings and wish we had more time there.
Stayed 2 nights in Sep 2024

10/10 Excellent

Angela

Loved the suite!! Great balcony and view!!
Stayed 2 nights in Jul 2024

8/10 Good

Mary Beth

Over prived
The hotel was functional but a bit high priced for older facility, and small rooms.
Stayed 1 night in Oct 2024

8/10 Good

Paul

Respite
Generally okay, Clean but property could use some upgrade
Stayed 1 night in Oct 2024

10/10 Excellent

Stephen

Great vacation
Great little gem in the middle of nowhere….beautiful pool….private beach…great restaurant….free golf course on the property too!!…what else can you ask for….10 stars😀
Stayed 3 nights in Jul 2024

6/10 Okay

Tami

Liked: Property conditions & facilities
Hotel is very outdated, beds are hard as a rock!
Stayed 1 night in Aug 2024

8/10 Good

Julie

This property is just fine for a 1-2 night stay. The rooms aren't equipped with amenities needed to make a longer stay comfortable.
Stayed 1 night in Sep 2024

10/10 Excellent

Cheryl

The Marina and taking a walk along the Chesepeake Bay seeking bay glass
Stayed 2 nights in Jul 2024

10/10 Excellent

Melissa

Fun girls weekend
Wonderful weekend on a girls trip, rooms were clean with great ac! We loved Michelle at the pool bar, she makes delicious frozen drinks! All of our food was delicious at the restaurant too. Not crowded and all staff was extremely nice!
Stayed 2 nights in Jul 2024

10/10 Excellent

Helen

Stay was great. Loved the bands and bars. It would be nice if we didn’t have to drive 10 miles for breakfast. Eric is fantastic. Did not know golf was free. ( next time will bring clubs)Is there a website? We got all info from Hotels.com. All staff were extremely friendly and helpful.
Stayed 2 nights in Aug 2024

4/10 Poor

Pam

Disliked: Staff & service
We felt like we overpaid for what we got. Restaurant was not open. We were given 1 large towel and the rest were small. We did not have any maid service. The ice machine did not work. The coffee machine did not work. Beautiful marina. We felt like the only ones there.
Stayed 2 nights in Nov 2024

6/10 Okay

George

Bathroom sink was clogged. No closet for clothes…just a small rack with 1 hanger WiFi poor No elevator to second floor Pool water temperature very cold No breakfast availability, either at hotel or within walking distance elsewhere. Location was excellent, next to boat docks and Tiki Bar. Dinner at hotel restaurant delicious and reasonably priced. Friendly staff. Room was clean. All in all, the marina is an excellent destination, but the hotel facility itself could be better.
Stayed 1 night in Sep 2024

2/10 Terrible

cecilia

Disliked: Amenities
Not clean sheets were damp terrible experience
Stayed 1 night in Sep 2024

8/10 Good

Michael

I was a first time visitor and was a bit disappointed when I received a phone call the morning of my arrival about the pool area being closed. The pool and the Tiki bar was all I had heard from others that I traveled with. I feel like I didn't get the full Great Oak Landing experience. with saying that the food at the restaurant was excellent and the staff were friendly and helpful, shoutout to Eden (barmaid) and Johnny who worked on the grounds and was very helpful with information.
Stayed 2 nights in Aug 2024

2/10 Terrible

N. Kevin

Disliked: Cleanliness, amenities, property conditions & facilities
This hotel was not as advertised. We walked into room and it was like a broke down motel. There was someone’s hair all over the bed. No closet. Bathroom I think was the closet. We informed the front desk and We left immediately How do I get a refund.
Stayed 3 nights in Sep 2024

4/10 Poor

Ed

Liked: Property conditions & facilities
Disliked: Staff & service, room comfort
Outta here!
At first I couldn't identify the smell but after an hour, I realized it was the scent of abandonment and isolation. The room was clean but everything was very basic. There was a TV but apparently no free programming. This, combined with spotty internet service and just a sense of creepiness led me to flee before dark.
Stayed 2 nights in Oct 2024