Oyster Harbor Travel Guide

Annapolis

A sunset over a calm sea with a pier extending into the water.

Top hotels in Oyster Harbor

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is ₹7,959 per night from 27 Sept to 28 Sept
₹7,959
₹9,073 total
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,179 reviews)
"From the check in to the check out this was a great experience. The staff were super friendly and helpful, the room was clean and comfortable and the location was fantastic. Free and ample parking added to the pluses. This hotel is an Annapolis gem and we will definitely be staying there again."

Reviewed on 16 Sept 2026

DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is ₹9,567 per night from 12 Oct to 13 Oct
₹9,567
₹14,189 total
12 Oct - 13 Oct
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (2,002 reviews)
"Very impressed with the staff and all the help they provided for us.....! Cleanliness tops. My only complaint is with the cable TV quality. Very poor picture quality and cumbersome remote. This certainly requires a big upgrade. Also it wasn`t till the second day that I found electric outlets for ..."

Reviewed on 16 Sept 2026

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is ₹10,555 per night from 27 Sept to 28 Sept
₹10,555
₹12,033 total
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,016 reviews)
"Clerk was very informational, great room, Breakfast was only $18 each and filled us up! Great service and plenty of parking. Very much worth the value."

Reviewed on 17 Sept 2026

Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is ₹14,271 per night from 27 Sept to 28 Sept
₹14,271
₹16,269 total
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
The price is ₹12,625 per night from 12 Oct to 13 Oct
₹12,625
₹17,209 total
12 Oct - 13 Oct
includes taxes & fees
Stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants and a marina. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Nice weekend getaway"

Reviewed on 16 Sept 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is ₹8,433 per night from 30 Sept to 1 Oct
₹8,433
₹9,276 total
30 Sept - 1 Oct
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very good! (1,000 reviews)
"Front desk and breakfast staff were friendly and amazing. Breakfast had good a variety of options. Housekeeping staff was rude. Extra blanket was dirty, otherwise the room was clean. Early morning renovations and construction was loud and woke us up."

Reviewed on 14 Sept 2026

St Michaels Inn
See all 1,230 properties in Oyster Harbor
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 for the activities you enjoy most. Learn more about Oyster Harbor
Learn more about Oyster Harbor
An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

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

A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

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

A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

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

A large suspension bridge spanning a wide river at sunset.

Hillsmere

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

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

Oyster Harbor Travel Guide

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