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The Lodge at Great Oak Landing

3.5 star property
Lodge with private beach, seasonal outdoor pool

Choose dates to view prices

Photo gallery for The Lodge at Great Oak Landing

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

Reviews

7.8 out of 10
Good

Popular amenities

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

Explore the area

Map
22170 Great Oak Landing Rd, Chestertown, MD, 21620
  • Washington College
    ‪20 min drive‬
  • The Mainstay
    ‪28 min drive‬
  • Rock Hall Harbor
    ‪29 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪101 min drive‬

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Room options

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Free WiFi, bed sheets

Standard Room, 1 King Bed

  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds | Free WiFi, bed sheets

Standard Room, 2 Double Beds

  • Sleeps 4
  • 2 Double Beds

View all photos for Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible | Free WiFi, bed sheets

Room, 1 Queen Bed, Accessible

  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed | Free WiFi, bed sheets

Room, 1 King Bed

  • 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 | Free WiFi, bed sheets

Room, 1 King Bed with Sofa bed, Marina View

  • 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 | Free WiFi, bed sheets

Room, 2 Queen Beds, Marina View

  • Water view
  • Sleeps 4
  • 2 Queen Beds

About the neighborhood

Chestertown

The Lodge at Great Oak Landing places you 8.8 mi (14.2 km) from Washington College and 9.6 mi (15.5 km) from Garfield Center for the Arts at the Prince Theater. This 3.5-star lodge has 29 rooms and welcomes guests with a restaurant, a golf course, and a private beach.
View more Lodges in ChestertownOpens in a new window

What's nearby

  • Washington College - 20 min drive - 8.8 miles
  • The Mainstay - 28 min drive - 12.5 miles
  • Rock Hall Harbor - 29 min drive - 13.1 miles
  • Baltimore Cruise Terminal - 111 min drive - 73.4 miles
  • Baltimore Inner Harbor Marina - 113 min drive - 74.0 miles

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 with private beach, seasonal outdoor pool
Guests staying at The Lodge at Great Oak Landing enjoy access to a golf course, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. Other amenities at this beach lodge include a seasonal outdoor pool, coffee/tea in a common area, and laundry facilities.
36-inch flat-screen TVs come with cable channels, and guests can stay connected with free WiFi. Hair dryers and phones are also standard. Housekeeping is available on request.
Guests can play rounds at the 9-hole golf course. In addition to a seasonal outdoor pool, other recreational amenities include a 24-hour fitness center.

Children under 15 years old are not allowed in the swimming pool or fitness facility without adult supervision.

The recreational activities listed below are available either on site or nearby; fees may apply.

Languages

English

Similar properties

Lobby

Comfort Inn & Suites Chestertown

  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 750 reviews
The price is $114
includes taxes & fees
$102 per night
Apr 20 - Apr 21
Comfort Inn & Suites Chestertown

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

  • 3 bars/lounges
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Fairlee's

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

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 24 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

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

  • This property doesn't allow pets

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 a smoke detector and outdoor lighting
  • Check-in: 3:00 PM—-anytime
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a smoke detector and outdoor lighting.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • The seasonal pool is open from May 23 to September 18.
  • Pool access available from 10:00 AM to 8:00 PM.
  • Registered guests are the only ones allowed in guestrooms.
  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • There are no elevators.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.
  • Noise-free rooms can't be guaranteed.
  • 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

Are free cancellation options available at The Lodge at Great Oak Landing?

The Lodge at Great Oak Landing provides free cancellation on certain room rates. For additional details, look at the cancellation policy on our site.

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

As of Apr 3, 2025, prices found for a 1-night stay for 2 adults at The Lodge at Great Oak Landing on Apr 13, 2025 start from $120.0, 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.

What can I see within easy reach of The Lodge at Great Oak Landing?

This lodge is located in Chestertown, close to Pooles Island Light, Kinnairds Point Drive, and Still Pond Station Park.

Is parking available on site at The Lodge at Great Oak Landing?

Yes, uncovered self parking is offered for free at the lodge. Accessible parking is also available for guests.

Does The Lodge at Great Oak Landing have a casino?

No, The Lodge at Great Oak Landing doesn't have a casino.

Will I find an indoor pool at The Lodge at Great Oak Landing?

No, this lodge doesn't have an indoor pool; however, there is an outdoor pool. Guests have access between 10:00 AM and 8:00 PM and the seasonal pool will be open from May 23 until September 18. Note though that pool facilities will be unavailable from October 7 2024 until May 15 2025 (subject to change).

Is The Lodge at Great Oak Landing good for couples?

This waterfront lodge offers plenty of amenities for couples including 3 bars, a restaurant, and a golf course.

Does The Lodge at Great Oak Landing have a hot tub?

No, there isn't a spa tub at this lodge.

Does The Lodge at Great Oak Landing have a restaurant that serves breakfast?

No, The Lodge at Great Oak Landing doesn't have a restaurant that serves breakfast. Please note that the dining venue will be closed between October 7 2024 and May 15 2025 (subject to change).

Will The Lodge at Great Oak Landing allow pets to stay free of charge?

No, pets aren't allowed at The Lodge at Great Oak Landing.

Are there connecting rooms at The Lodge at Great Oak Landing?

Yes, this lodge has connecting guestrooms you can book for your group event or vacation.

What is the closest airport to The Lodge at Great Oak Landing?

The closest major airport to The Lodge at Great Oak Landing is Baltimore, MD (MTN-Martin State), which is about 12.6 mi away. Another top airport is Baltimore Washington Intl. Airport (BWI), which is around 25.8 mi away.

Can I book a room with a balcony at The Lodge at Great Oak Landing?

Yes, some guestrooms at The Lodge at Great Oak Landing offer a furnished balcony and may feature marina views.

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

4/10 Poor

Larry, Ocean View

Stayed 1 night in Oct 2024

4/10 Poor

Pam

Traveled with group
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

8/10 Good

Paul

Traveled with group
Liked: Cleanliness, staff & service, room comfort
Respite
Generally okay, Clean but property could use some upgrade
Stayed 1 night in Oct 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

10/10 Excellent

KRISTIAN

Stayed 2 nights in Oct 2024

2/10 Terrible

N. Kevin

Traveled with family
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: Cleanliness
Disliked: Staff & service, property conditions & facilities, 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

6/10 Okay

Tami

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

10/10 Excellent

Kimberly

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

2/10 Terrible

Peter

Traveled with partner
Disliked: Amenities
It would be great if one was into complete minimalistic accommodations. No decent chair to sit in. No dresser to store clothing. No closet, jus an unsightly pole in corner to hang clothes on. Bed frame that sticks out beyond the mattress to bang your shins on. Terrible bedside lighting. Single coffee pot in the hall for use by all the residents with room door unable to be propped open so you can carry 2 cups of coffee back to the room. This is a prime example of a cost cutting interior that neither the designer nor management has spent any overnight time in.
Stayed 1 night in Sep 2024

10/10 Excellent

mark

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Sep 2024

8/10 Good

Marion

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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

2/10 Terrible

Thomas

Disliked: Cleanliness, staff & service, property conditions & facilities
This property is not being maintained at all. Staff work limited hours. Ice machine broken, coke machine removed, only coffee option is a communal K cup machine in the hallway. Water not available to refill it.
Stayed 1 night in Sep 2024

4/10 Poor

Kimberly

Disliked: Amenities
Stayed 2 nights in Sep 2024

2/10 Terrible

Teri

The room was clean although it smelled like an old campground. The location is very remote and has little to no security. I would not recommend staying here alone if you are a woman. The front desk closes at 6pm. Anyone can enter the lodge at any time. The stairwells and halls are not secured. The doors have digital locks, but can only be secured from the inside with a chain latch. My daughter and I did not feel safe. Especially coming in after dark. We decided not to stay.
Stayed 2 nights in Sep 2024

2/10 Terrible

cecilia

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

8/10 Good

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities
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

KEVIN

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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

Sharon

Liked: Cleanliness, staff & service, property conditions & facilities
My only complaint is hard pillows. Loved the surroundings and wish we had more time there.
Stayed 2 nights in Sep 2024

6/10 Okay

George

Traveled with family
Liked: Amenities
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

6/10 Okay

ANNE

Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
rugs are so stained and worn that they appear to not be clean even if they've been shampoo'd. Woodwork is grimy with dirt no dressers available although there was plenty of room for at least 2 there is no counter space in the bathroom The desk staff was very responsive and pleasant, and the restaurant, the view, and the marina are all really excellent
Stayed 2 nights in Sep 2024

8/10 Good

Julie, Schaumburg

Liked: Cleanliness, staff & service
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

8/10 Good

Thomas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Jul 2024

10/10 Excellent

William

Stayed 3 nights in Aug 2024

10/10 Excellent

Helen

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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