See all properties

The Lodge at Great Oak Landing

3.5 star property

Choose dates to view prices

your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for The Lodge at Great Oak Landing

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

Reviews

7.8 out of 10

Good

Popular amenities

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

Explore the area

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

Room options

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds

Standard Room, 2 Double Beds

  • Sleeps 4
  • 2 Double Beds

View all photos for Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible

Room, 1 Queen Bed, Accessible

  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed

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

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

Room, 2 Queen Beds, Marina View

  • Water view
  • Sleeps 4
  • 2 Queen Beds

Similar properties

Exterior

Comfort Inn & Suites Chestertown

Breakfast included
Pet-friendly
Parking included
Free WiFi
4.3 out of 5, Excellent, (738)
The price is €133
for 1 room
includes taxes & fees
17 Jan - 18 Jan
Comfort Inn & Suites Chestertown

About this property

The Lodge at Great Oak Landing

Lodge with private beach, seasonal outdoor pool
Catch some rays on The Lodge at Great Oak Landing's private sand beach, practice your swing at the onsite golf course, or enjoy volleyball. Housekeeping is available on request.
The Lodge at Great Oak Landing offers 29 accommodations with hair dryers. 36-inch flat-screen televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access (speed: 25+ Mbps). Housekeeping is provided 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.

During your stay at The Lodge at Great Oak Landing, you'll be close to Pooles Island Light. Free WiFi in public areas, free self parking, and a restaurant are available.
  • Free WiFi (speed: 25+ Mbps)
  • Free self parking
  • Grab something to eat at the restaurant or stop for a drink at the bar/lounge
  • Take a swim in the seasonal outdoor pool
  • Amenities include a gift shop, laundry facilities, and an ATM
  • Onsite recreation includes a golf course, a 24-hour gym, and volleyball
  • 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
Unwind on the private sand beach, located just 0.10 miles away. Summer fun is a breeze at The Lodge at Great Oak Landing, where you can play a round of golf at the golf course and enjoy amenities like a seasonal outdoor pool and a 24-hour fitness center.

There's a restaurant on site. You can enjoy a drink at the bar/lounge. WiFi is free in public spaces. Free self parking is available.

This 3.5-star Chestertown lodge is smoke free.

The Landing at Great Oak - Onsite restaurant. Guests can enjoy drinks at the bar.

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 public transport

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

Food and drink

  • 1 restaurant
  • 1 bar
  • Coffee/tea in a common area

Restaurants on site

  • The Landing at Great Oak

Things to do

  • 24-hour fitness centre
  • Beach volleyball
  • Golf course
  • Playground
  • Seasonal outdoor pool

Family friendly

  • Fence around the pool
  • Laundry facilities
  • Playground
  • Pool gate
  • Seasonal outdoor pool

Conveniences

  • ATM/banking services
  • Gift shop/newsstand

Guest services

  • Housekeeping (on request)
  • Laundry facilities

Outdoors

  • BBQ grill(s)
  • Beach loungers
  • Dock
  • Firepit
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool sunloungers
  • Pool umbrellas

Accessibility

  • If you have any requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have any lifts
  • Front entrance ramp
  • Upper floors accessible by stairs only
  • Wheelchair-accessible parking
  • 2 on-site accessible parking spaces
  • Wheelchair-accessible registration desk
  • Wheelchair-accessible registration desk height (centimetres): 81
  • Wheelchair-accessible restaurant
  • Wheelchair-accessible (may have limits)

More

  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning (climate-controlled)
  • Bed sheets
  • Heating (climate-controlled)

Bathroom

  • Hairdryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels

Entertainment

  • 36-inch flat-screen TV
  • TV channels

More

  • Connecting rooms available
  • 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

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

  • No pets allowed

Children and extra beds

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

Payment types at the property

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
This property's front desk is open during the following times:
  • Monday - Friday: 8:30 AM - 4:00 PM
Guests will receive an email 72 hours before arrival with check-in information and an access code. Front desk staff will greet guests on arrival.

We should mention

  • The seasonal pool will open May 23 and close September 18.
  • Pool access available from 10:00 AM to 8:00 PM.
  • Registered guests are the only ones allowed to be in guestrooms.
  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

The At Great Oak Landing

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

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

2/10 Terrible

Peter

Travelled 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

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

8/10 Good

Marion

Travelled 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

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

8/10 Good

Verified traveller

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

Travelled 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

Travelled 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

Travelled 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

8/10 Good

Michael

Travelled with group
Liked: Cleanliness, staff & service, amenities
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

10/10 Excellent

Jeffrey, Pottstown

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Convienient
Stayed 1 night in Aug 2024

8/10 Good

Elizabeth

Stayed 1 night in Aug 2024

10/10 Excellent

Ryon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely gorgeous property, friendly travelers and staff! So wonderful I will be back! Thank you!
Stayed 3 nights in Aug 2024

10/10 Excellent

Michelle

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location.
Stayed 2 nights in Aug 2024

10/10 Excellent

Angela

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