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20786 Rock Hall Ave, Rock Hall, MD 21661-1405
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COVID-19 update: See the added health and safety measures this property is taking.Read more
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Traveler (153)
Room & Suite (51)
Videos (1)
Travel safe during COVID-19
What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Regularly sanitized high-traffic areas
  • Staff required to regularly wash hands
Updated 09/06/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Updated 09/06/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


#2 of 10 B&Bs / Inns in Rock Hall
Travelers' Choice
The Inn at Osprey Point is an Eastern Shore waterfront property with three distinct accommodation venues. The Main Inn, colonial-style throughout the whole building, envelops seven charming rooms and Osprey Point Restaurant.The Osprey Annex, located on the Chesapeake Bay just 1/2 mile from the Main Inn, boasts six contemporary-style rooms. The beautifully renovated Farmhouse, with 4 bedrooms, is just a short walk from the Main Inn. It has become very popular for groups and gives the privacy and space needed. Room amenities can include a fireplace, whirlpool bathtub, king size beds, and excellent views of the Chesapeake Bay with romantic sunsets. Join us during the quiet season for a romantic getaway or just to relax. If you have an adventurous side, enjoy kayaking, swimming in our large pool, or participating in area activities such as visiting the nearby Eastern Neck Wildlife Refuge, fishing and sailing charters, shopping, and jogging/walking/biking our historic town.
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Room & Suite (51)51
Full view
Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Bicycle rental
Bicycles available
Children Activities (Kid / Family Friendly)
Kids' outdoor play equipment
Pool / beach towels
Outdoor pool
Fence around pool
Bar / lounge
Breakfast buffet
Special diet menus
Canoeing offsite
Board games / puzzles
Banquet room
Meeting rooms
Fax / photocopying
Full body massage
Neck massage
BBQ facilities
Baggage storage
Gift shop
Non-smoking hotel
Picnic area
Sun umbrellas
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Room features
Air conditioning
Seating area
Coffee / tea maker
Flatscreen TV
Bath / shower
Wardrobe / closet
Clothes rack
Private bathrooms
Wake-up service / alarm clock
Complimentary toiletries
Hair dryer
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Room types
Pool view
Bridal suite
Non-smoking rooms
Family rooms
See more room details
Good to know
Great View
Marina View
Languages Spoken
460Reviews2Q+A100Room tips
Traveler rating
  • 409
  • 42
  • 5
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Time of year
Traveler type
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Popular mentions
Jenny and Bruce wrote a review Yesterday
3 contributions
We were so grateful to the staff for patiently planning with us and then executing a beautiful outdoor pandemic compliant rehearsal dinner. The food was very good and the attention to detail appreciated. Staff coordinated with tent company throughout. Our guest accommodations at the Inn were clean, quiet, comfortable, and had great views. We loved having our family all on one floor so we could visit and coordinate travel. Breakfast buffet was always delicious and carefully served.
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Date of stay: October 2020Trip type: Traveled with family
library1 wrote a review Feb 2020
Harrison, New Jersey41 contributions26 helpful votes
Property's Favorite Review
My husband and I just stayed at The Inn at Osprey Point for a romantic getaway. It was fabulous! We were greeted warmly by our lovely Innkeeper Terry, who loves what she does! We stayed in the spacious Bolero Room, and enjoyed having a drink in front of the fireplace on a chilly winter night.The bed was heavenly with silky sheets. We had a fabulous view of the marina. We enjoyed fabulous breakfasts both mornings, with delicious offerings.We ate at a local restaurant, and explored a wildlife refuge museum and shopped charming Chestertown. We highly recommend staying in this Inn anytime of the year!!!
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Date of stay: January 2020Trip type: Traveled as a couple
Response from Terry Nelson, Innkeeper at The Inn at Osprey Point
Responded Feb 23, 2020
Thank you for your review! Even in the winter there are things to do. The Eastern Neck Wildlife refuge is almost always open (check their website for their few closings). The Mainstay, our local musical venue that is just one mile away offers a variety of concerts that we give free tickets to (up to 6 per concert). Check rockhallmainstay.org for offerings.
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Larry B wrote a review Oct 25
College Park, Maryland87 contributions13 helpful votes
This was a lovely, private, relaxing anniversary getaway weekend. We stayed at the Annex at Gratitude Marina, part of the Osprey Inn complex, for our anniversary weekend; the Inn's main building was full. We stayed at the Captains Quarters, which is on the ground level (my wife can't handle steps well). While a bit pricier than the other rooms at the Annex, it was worth it. The room is spacious, with a king size bed, a large bathroom with shower, plenty of closet space, and plenty of relaxation space. There is a coffee maker, which my wife used to make hot tea, a desk, a small table for dining, and a couple of chairs. The decor is quite good, not overstated, with a nautical theme (of course).. Due to Covid-19 there was no room service, so I couldn't rate that, but they did supply plenty of towels in advance. There is a rear door that leads to the deck that wraps around the building outside of the room. Our part of the building is actually over the water; you can sometimes hear the waves slapping against the pilings underneath the room. On the deck is a bench and an Adirondack chair that my wife really enjoyed; she could just sit, watch the water, read and relax. I already posted about the Osprey Point Restaurant, which is in the main building with the Inn. I'll just add that it is a short distance away, less than 5 minute drive, and breakfast, which we took full advantage of, is included with the room price. A great private less-known spot to stay, but within easy driving of Chestertown for in-town activities.
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Date of stay: October 2020
Room Tip: Captains Quarters and Mates Quarters are ground level rooms; stairs to upstairs rooms are on the...
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Aviator wrote a review Oct 19
Lewisburg, West Virginia1 contribution
Finding a great location as Rock Hall and The Inn at Osprey Point within less than two hours from Washington DC was a great treat. But for the price of our room and the extra money paid for having flowers, wine, and chocolate strawberries in our room (wife's Birthday) upon arrival, not sure of the value. Even though the staff was top shelf, still not sure of the value. We had dinner in the restaurant the first night and both staff and food were exceptional. Breakfast came with the room, but this was somewhat disappointing. Not much of a selection and nothing special. Maybe the coronavirus played a role in all this.
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Date of stay: October 2020
Momtravelerplus4 wrote a review Oct 6
Madison, New Jersey17 contributions9 helpful votes
Osprey Inn is absolutely lovely. We stayed in a room with lovely water views over the marina, ate lovely breakfasts and a dinner in the cozy (well spaced) restaurant with attentive friendly staff, and took and wonderful kayak trip across the “creek” into some beautiful inlets where we saw blue herons and bald eagle. Rick Hall is quiet and peaceful. I would definitely recommend this as a wondeful weekend getaway.
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Date of stay: October 2020Trip type: Traveled with family
$170 - $318 (Based on Average Rates for a Standard Room)
United StatesMarylandRock Hall
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Frequently Asked Questions about The Inn at Osprey Point
Which popular attractions are close to The Inn at Osprey Point?
Nearby attractions include The Mainstay (1.1 miles), Ferry Park (0.6 miles), and The Hickory Stick (1.2 miles).
What are some of the property amenities at The Inn at Osprey Point?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at The Inn at Osprey Point?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at The Inn at Osprey Point?
Guests can enjoy free breakfast, an on-site restaurant, and a lounge during their stay.
Is parking available at The Inn at Osprey Point?
Yes, free parking is available to guests.
What are some restaurants close to The Inn at Osprey Point?
Conveniently located restaurants include Osprey Point Restaurant, Harbor Shack, and Waterman's Crab House.
Are there opportunities to exercise at The Inn at Osprey Point?
Yes, guests have access to a pool during their stay.
Does The Inn at Osprey Point offer any business services?
Yes, guests have access to meeting rooms and a banquet room during their stay.
Does The Inn at Osprey Point have any great views?
Yes, guests often enjoy the harbor view available here.
Is The Inn at Osprey Point accessible?
Yes, it offers reduced mobility rooms. For specific inquiries, we recommend calling ahead to confirm.