Annapolis Hotel Guide. Hotels in Oyster Harbor, Annapolis, United States of America

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12 Apr - 13 Apr
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13 Apr - 14 Apr
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17 Apr - 19 Apr
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24 Apr - 26 Apr

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Our top choices for Oyster Harbor hotels

Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
26.6 km from Oyster Harbor
8.8 out of 10, Excellent, (94 reviews)
"Very relaxing stay."
United States
Anne
The price is €152
includes taxes & fees
27 Apr - 28 Apr
Wylder Tilghman Island
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
13.8 km from Oyster Harbor
9.2 out of 10, Wonderful, (136 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is €131
includes taxes & fees
13 Apr - 14 Apr
Kent Island Resort
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
30.3 km from Oyster Harbor
The price is €147
includes taxes & fees
21 Apr - 22 Apr
Haven Point Inn and Gallery
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
25.4 km from Oyster Harbor
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is €160
includes taxes & fees
13 Apr - 14 Apr
George Brooks House B&B
Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
19.7 km from Oyster Harbor
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The price is €251
includes taxes & fees
13 Apr - 14 Apr
The Inn at Tacaro Estate
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (379 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is €141
includes taxes & fees
14 Apr - 15 Apr
Knapps Narrows Marina & Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
23.2 km from Oyster Harbor
7.8 out of 10, Good, (889 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is €93
includes taxes & fees
16 Apr - 17 Apr
Quality Inn Grasonville near Kent Island
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
17.4 km from Oyster Harbor
9.4 out of 10, Exceptional, (480 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is €148
includes taxes & fees
14 Apr - 15 Apr
Anchored Inn at Hidden Harbour Marina
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
26.8 km from Oyster Harbor
8.4 out of 10, Very good, (1,003 reviews)
"Great place to stay with lovely views"
United States
David
The price is €154
includes taxes & fees
21 Apr - 22 Apr
Rod 'N' Reel Resort
Lobby lounge

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 6.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (93 reviews)
"The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house. "
United States
Richard
The price is €181
includes taxes & fees
20 Apr - 21 Apr
Flag House Inn
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
29.4 km from Oyster Harbor
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is €133
includes taxes & fees
13 Apr - 14 Apr
Inn at Huntingfield Creek
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
22.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (1,068 reviews)
"We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! "
United States
Lonnie
The price is €83
includes taxes & fees
26 Apr - 27 Apr
Microtel Inn & Suites by Wyndham Gambrills
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
20.3 km from Oyster Harbor
8.0 out of 10, Very good, (1,008 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is €94
includes taxes & fees
27 Apr - 28 Apr
Best Western Kent Narrows Inn
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
28.7 km from Oyster Harbor
8.2 out of 10, Very good, (1,002 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is €127
includes taxes & fees
14 Apr - 15 Apr
St Michaels Inn
Front of property

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (431 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is €224
includes taxes & fees
13 Apr - 14 Apr
The Wildset
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
8.5 km from Oyster Harbor
8.8 out of 10, Excellent, (227 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is €95
includes taxes & fees
20 Apr - 21 Apr
Candlewood Suites Annapolis by IHG
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
25.6 km from Oyster Harbor
9.6 out of 10, Exceptional, (126 reviews)
"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."
United States
Timothy
The price is €221
includes taxes & fees
14 Apr - 15 Apr
The Tilghman Island Inn
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
26.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (133 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is €168
includes taxes & fees
13 Apr - 14 Apr
Parsonage Inn
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
20.4 km from Oyster Harbor
9.2 out of 10, Wonderful, (986 reviews)
"Very nice hotel, good breakfast selection, clean rooms."
United States
Linda
The price is €110
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express Annapolis East-Kent Island by IHG
Interior

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
24 km from Oyster Harbor
The price is €396
includes taxes & fees
6 May - 7 May
Idyllic Pasadena Retreat With Garden + Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Oyster Harbor

Find the best Oyster Harbor areas for the activities you enjoy most.
Photo by Lori Buchanan
Open Photo by Lori Buchanan

Historic District

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Aerial Panoramic View Annapolis Maryland State House Capital City

Murray Hill

If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Photo by KaiG
Open Photo by KaiG

Arundel on the Bay

If you're spending some time in Arundel on the Bay, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.

Chesapeake Bay Bridge with blue and orange sunset

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

Top Oyster Harbor Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

6/10 Okay
"Room looked worn. Frayed carpet, scuffed walls, and bathroom could use proper scrub down. "
Caroline 1-night trip
Posted 1 hour ago
Hilton Garden Inn Annapolis Downtown

Frequently asked questions

What's it like in Oyster Harbor?
Travellers to the Oyster Harbor neighbourhood in Annapolis will be sure to enjoy their stay. Make sure that you visit Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.
What's the best accommodation in Oyster Harbor?
For your stay in Oyster Harbor, Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown. is one of the top choices based on our traveller data.
How many hotels are there in Oyster Harbor?
Expedia has 6 Oyster Harbor hotels and other accommodation options, and one might make a good home base for venturing out into the greater Annapolis area.
If I need to cancel my hotel reservation in Oyster Harbor, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best options available in Oyster Harbor.
What is there to do around this Annapolis neighbourhood?
A few attractions you might want to check out while you're in Oyster Harbor are Northern Chesapeake Bay and Chesapeake Bay. While you're out sightseeing, Bay Ridge Beach and Annapolis Golf Club are a couple of additional sights to visit in Annapolis.