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Find Oceanfront Hotels in Oyster Harbor, Annapolis from $220

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Check availability on Oyster Harbor Oceanfront Hotels

Top Oyster Harbor Oceanfront Hotels

The Tilghman Island Inn
Outdoor banquet area
The Tilghman Island Inn
3.5 star property
9.6 out of 10, Exceptional, (114)
"Great staff and food!"
$200 nightly
The price is $220
Nov 2 - Nov 3
Total with taxes and fees
The Tilghman Island Inn
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (871)
"Clean room. Friendly staff awesome location. "
$203 nightly
The price is $232
Nov 9 - Nov 10
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection
Wylder Tilghman Island
Seasonal outdoor pool
Wylder Tilghman Island
2.0 star property
8.8 out of 10, Excellent, (83)
"Very relaxing stay."
$209 nightly
The price is $230
Oct 20 - Oct 21
Total with taxes and fees
Wylder Tilghman Island
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Property grounds
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
$2,620 nightly
The price is $2,987
Oct 14 - Oct 15
Total with taxes and fees
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
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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Top Oyster Harbor Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Clean room. Friendly staff awesome location. "
Brent 1-night trip
Posted 3 days ago
Annapolis Waterfront Hotel, Autograph Collection
St Michaels Inn

St Michaels Inn

10/10 Excellent
"yes"
charles 2-night trip
Posted 3 days ago
St Michaels Inn

Frequently asked questions

What is Oyster Harbor like for a seaside holiday?
Make your Oyster Harbor trip special by staying at an accommodation with an ocean view.
What are the highlights to see in Oyster Harbor?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. If you're eager to check out the beaches, head to Sandy Point Beach or Carrs Beach for some relaxation by the water. Make time for a range of local attractions, which include Bay Ridge Beach and Maryland Quiet Waters Park. You can also pay a visit to Annapolis Landing Marina or Annapolis Maritime Museum for more to see and do.
Why should I choose an oceanview hotel for my Oyster Harbor vacation?
Reward yourself with an oceanview room and enjoy great views of the ocean during your trip to Oyster Harbor. We make it simple to get the ideal accommodation when you use the ocean view filter in the search results to narrow your search.

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