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The Inn at Osprey Point

Lowest prices for your stay
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Guests1 room, 2 adults, 0 children
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Free cancellation until 03/23
Reserve now, pay at stay
View Deal
SAVE $15
Free cancellation until 03/24
Reserve now, pay at stay
View Deal
SAVE $15
Free cancellation until 03/24
Reserve now, pay at stay
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (126)
Room & Suite (49)
Video (1)
Certificate of Excellence


Certificate of Excellence
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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Property amenities
Free parking
Free High Speed Internet (WiFi)
Breakfast included
Children Activities (Kid / Family Friendly)
Electric vehicle charging station
Meeting rooms
Non-smoking hotel
Outdoor pool
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Room features
Air conditioning
Refrigerator in room
Accessible rooms
Family Rooms
Non-smoking rooms
Good to know
Great View
Bay View
Hotel links
Visit hotel website
Offers & Announcements:$130 (USD)
Hotel deals
100Room tips
Traveler rating
  • 346
  • 36
  • 4
  • 2
  • 2
Time of year
Traveler type
  • Filter
  • English
Popular mentions
We dined on a Sunday night in March and it was empty. The waitress was pleasant and attentive. Instead of entrees we ordered a variety of smaller plates: cream of crab soup and tomato basil soup. Both were excellent. Wild boar stuffed mushrooms and Ahi tuna. Both very good
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Response from TerryNelsonInnkeeper, Manager at The Inn at Osprey Point
Responded 2 days ago
Thank you for coming to dine with us. We are very happy that you enjoyed your entire experience in the restaurant and experienced a wide variety of our selections. Please join us again!
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Property's Favorite Review
We are, by now, regulars at the Osprey, staying at the Annex in the Starboard room. We go to get away from the city and to recuperate by the sea in peace and quiet. Terry and the staff deliver every time. The total professionalism, friendliness and flexibility make for
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Response from ospreypointinn, Manager at The Inn at Osprey Point
Responded 2 weeks ago
Thank you so much for this wonderful review. We are always happy to have you stay with us! And we look forward to having you back again in the future. It is a pleasure each time you stay. See you next time.
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The minute I enter the Inn at Osprey Point property, my whole body relaxes. I stayed in the Forward room in Annex on the Bay. The room is spacious and impeccably clean. Bed comfortable and quiet and relaxing too. The water view from the room is beautiful. I caught one of the
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Response from ospreypointinn, Manager at The Inn at Osprey Point
Responded Jan 28, 2019
We are very happy to hear that you are still enjoying your stays at Osprey. That picture is beautiful! The sunsets are so peaceful to look at from the balconies at the Annex on the Bay. We look forward to having you back!
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The Inn at Osprey Point was a wonderful getaway for New Year's Eve weekend. We stayed in the Escapade room, which overlooked the water and marina. The room was separated into the bedroom and a sitting room. Both were very spacious and comfortable. The breakfast room was warm
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Response from Terry N, Manager at The Inn at Osprey Point
Responded Jan 8, 2019
It was our pleasure to have you over the New Year's weekend. I agree. The water view from Escapade is beautiful no matter what time of the year. We try to vary several of our items on the breakfast to give you a different experience each day. Glad you liked it! Looking forward to your return.
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This was our first time here. We sought a tranquil spot away from the city and this fit the bill. The location is lovely ( some views below), the room was spacious, very clean, and elegant. Even the soft sheets were luxurious! Everyone we interacted with on the staff was
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Response from Terry N, Manager at The Inn at Osprey Point
Responded Jan 8, 2019
It was great having you stay with us to bring in the New Year! Thank you for your kind thoughts. We look forward to seeing you in the summer.
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Album Categories
All photosTravelerRoom & SuiteDining Pool & BeachBusiness Center & Event RoomsFamily and Play Areas
Sunrise at Osprey Point
Photo provided by managementThe Inn at Osprey Point
The Farmhouse is the perfect space to rent out for families!
Photo provided by managementThe Inn at Osprey Point
"Port" is located at the Osprey Annex and has a shared porch and full view of the Cheapeake Bay
Sunset from the Annex
A nice sitting area in the room
No comment on the lack of hot water in the shower?
We were in the Forward room at the Annex in June and loved the shower, no issues.
0 votes
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Did you really mean to give this one star? Sounds like you had great time.
It was definitely a 5-star experience.
0 votes
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"The Escapade Room has a wonderful view of the water and marina."
"We thought the Windigo room was quite nice."
"The rooms offered in the "Annex" are comfortable and offer a nice view of the Chesapeake Bay."
"Excellent views, quiet rooms at the Annex"
"Midships is lovely."
$143 - $210 (Based on Average Rates for a Standard Room)
United StatesMarylandRock Hall
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