Oyster Harbor Hotels near Annapolis

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Our top choices for Oyster Harbor hotels

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 P7,343
P10,716 total
includes taxes & fees
Apr 27 - Apr 28
Wylder Tilghman Island

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 and peaceful property!"
United States
Jerry
The price is P6,683
P9,217 total
includes taxes & fees
Apr 13 - Apr 14
Kent Island Resort

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
30.3 km from Oyster Harbor
The price is P9,298
P10,321 total
includes taxes & fees
Apr 21 - Apr 22
Haven Point Inn and Gallery

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 P10,198
P11,218 total
includes taxes & fees
Apr 13 - Apr 14
George Brooks House B&B

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 P15,460
P17,624 total
includes taxes & fees
Apr 20 - Apr 21
The Inn at Tacaro Estate

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)
"A convenient, charming Inn with scenic views and helpful staff. My room was clean, quiet and comfortable. Delicious Continental breakfast included fresh fruit salad and cold cereal in addition to yogurt and baked goods. Looking forward to returning."
United States
Paula
The price is P8,998
P9,898 total
includes taxes & fees
Apr 13 - Apr 14
Knapps Narrows Marina & Inn

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 P5,863
P6,508 total
includes taxes & fees
Apr 16 - Apr 17
Quality Inn Grasonville near Kent Island

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, (479 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 P9,124
P10,402 total
includes taxes & fees
Apr 14 - Apr 15
Anchored Inn at Hidden Harbour Marina

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 P8,668
P10,821 total
includes taxes & fees
May 7 - May 8
Rod 'N' Reel Resort

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 Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is P11,192
P12,758 total
includes taxes & fees
Apr 20 - Apr 21
Flag House Inn

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 P8,405
P9,330 total
includes taxes & fees
Apr 13 - Apr 14
Inn at Huntingfield Creek

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)
"Clean, quiet comfortable place to stay"
United States
Kathryn
The price is P5,345
P6,093 total
includes taxes & fees
Apr 13 - Apr 14
Microtel Inn & Suites by Wyndham Gambrills

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 P5,958
P6,614 total
includes taxes & fees
Apr 27 - Apr 28
Best Western Kent Narrows Inn

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 P8,116
P8,928 total
includes taxes & fees
Apr 19 - Apr 20
St Michaels Inn

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (431 reviews)
"Rooms clean and staff was amazing and accommodating. Fire pit with free S’mores was perfect "
United States
Jarrod
The price is P13,138
P15,771 total
includes taxes & fees
Apr 15 - Apr 16
The Wildset

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 P5,579
P6,656 total
includes taxes & fees
Apr 19 - Apr 20
Candlewood Suites Annapolis by IHG

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 P14,097
P15,507 total
includes taxes & fees
Apr 13 - Apr 14
The Tilghman Island Inn

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 P10,738
P11,812 total
includes taxes & fees
Apr 13 - Apr 14
Parsonage Inn

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 P6,959
P7,724 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Annapolis East-Kent Island by IHG

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 P11,758
P27,835 total
includes taxes & fees
May 6 - May 7
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.

Where to stay in Oyster Harbor

Find the best Oyster Harbor areas and neighborhoods for the activities you enjoy most.

Historic District

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

Eastport

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

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Arundel on the Bay

While visiting Arundel on the Bay, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Top Oyster Harbor Hotel Reviews

Frequently asked questions

What's it like in Oyster Harbor?
Travelers to the Oyster Harbor neighborhood in Annapolis will be sure to enjoy their stay. Be sure to check out Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.
How many hotels can I expect to find in the Oyster Harbor area?
Expedia has 6 Oyster Harbor hotels and other accommodations, 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! Most room reservations are 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 non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Oyster Harbor.
What is there to do around this Annapolis neighborhood?
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.

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