Lodging Image

Search Hotels in Oyster Harbor, Annapolis

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Oyster Harbor hotels

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

1. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
8.6 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,005 reviews)
"Loved my stay!"
United States
Joshua
The price is ฿4,112
฿4,688 total
includes taxes & fees
2 Sept - 3 Sept
SpringHill Suites by Marriott Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
9 km from Oyster Harbor
8.8 out of 10, Excellent, (1,149 reviews)
"Nice hotel for decent price!"
United States
Chereis
The price is ฿2,982
฿3,399 total
includes taxes & fees
9 Sept - 10 Sept
DoubleTree by Hilton Hotel Annapolis
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

3. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 6.2 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,986 reviews)
"Great location and close to shops and restaurants. Very quiet/comfortable room with all the amenities and coffee available in the morning. Would definitely stay here again!"
United States
Amy
The price is ฿3,511
฿5,137 total
includes taxes & fees
27 Sept - 28 Sept
Historic Inns of Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

4. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
10 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,069 reviews)
"Great stay"
United States
Leslie
The price is ฿3,157
฿3,599 total
includes taxes & fees
27 Sept - 28 Sept
Country Inn & Suites by Radisson, Annapolis, MD
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

5. The Westin Annapolis

The Westin Annapolis
4.0 star property
6.4 km from Oyster Harbor
8.8 out of 10, Excellent, (1,003 reviews)
"Everything you want in a hotel.. kind service great restaurant and bar and featured amenities."
United States
susan greco
The price is ฿5,927
฿6,757 total
includes taxes & fees
13 Sept - 14 Sept
The Westin Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

6. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
9.1 km from Oyster Harbor
8.6 out of 10, Excellent, (1,000 reviews)
"Perfectly decent hotel for overnight stay during roadtrip."
United States
Phyllis
The price is ฿3,184
฿3,629 total
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Annapolis
A modern lobby with a seating area, a fireplace, and a bookshelf.

7. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
6.3 km from Oyster Harbor
8.6 out of 10, Excellent, (1,005 reviews)
"Reception staff are very helpful, hassle free check in and out process.Good dining options within walking distance and very close to the marina and downtown area."
United States
JOANA JENNIFER
The price is ฿4,021
฿4,584 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Annapolis Downtown
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

8. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
6.3 km from Oyster Harbor
9.4 out of 10, Exceptional, (1,004 reviews)
"Location, staff and cleanliness were above and beyond!"
United States
Patricia
The price is ฿5,070
฿5,780 total
includes taxes & fees
13 Sept - 14 Sept
Graduate by Hilton Annapolis
An outdoor patio with tables, chairs, and a fire feature.

9. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
6.7 km from Oyster Harbor
9.0 out of 10, Wonderful, (90 reviews)
"Amazing stay!"
United States
Caitlin
The price is ฿5,273
฿6,011 total
includes taxes & fees
2 Sept - 3 Sept
Residence Inn By Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.

10. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
6.7 km from Oyster Harbor
8.8 out of 10, Excellent, (231 reviews)
"Great Location"
United States
Gary
The price is ฿4,775
฿5,444 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites By Marriott Annapolis
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

11. Best Western Annapolis

Best Western Annapolis
2.5 star property
9 km from Oyster Harbor
7.8 out of 10, Good, (1,003 reviews)
"It had a wonderful breakfast and friendly staff"
United States
George
The price is ฿2,653
฿3,024 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Annapolis
A balcony with a table set for two, overlooking a marina with boats.

12. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District, 5.7 km from Oyster Harbor
8.8 out of 10, Excellent, (989 reviews)
"great location. an excellent stay!"
United States
Deanna
The price is ฿6,871
฿7,833 total
includes taxes & fees
7 Sept - 8 Sept
Annapolis Waterfront Hotel, Autograph Collection
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

13. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
8.8 km from Oyster Harbor
8.8 out of 10, Excellent, (1,009 reviews)
"Spacious rooms, very good breakfast selection, even had tacos for breakfast!"
United States
Sophia
The price is ฿3,018
฿3,440 total
includes taxes & fees
22 Sept - 23 Sept
Sonesta ES Suites Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

14. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
8.7 km from Oyster Harbor
8.2 out of 10, Very good, (1,005 reviews)
"Great location, breakfast, room."
United States
Meghalee
The price is ฿3,231
฿3,683 total
includes taxes & fees
10 Sept - 11 Sept
Hampton Inn & Suites Annapolis
A modern lobby with a reception desk, seating area, and potted plants.

15. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
9.1 km from Oyster Harbor
8.2 out of 10, Very good, (1,007 reviews)
"Nice place to stay friendly service"
United States
Glenn
The price is ฿2,987
฿3,405 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Garden Inn Annapolis
A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

16. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
21.7 km from Oyster Harbor
9.2 out of 10, Wonderful, (1,014 reviews)
"Good location, nice room, yummy breakfast. "
United States
Rachel
The price is ฿3,940
฿4,452 total
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn Conference Center
A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

17. 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, (1,134 reviews)
"Great area lots of store"
United States
William
The price is ฿3,237
฿3,690 total
includes taxes & fees
13 Sept - 14 Sept
Microtel Inn & Suites by Wyndham Gambrills
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

18. Flag House Inn

Flag House Inn
3.5 star property
Historic District, 6.1 km from Oyster Harbor
9.2 out of 10, Wonderful, (97 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is ฿7,225
฿8,236 total
includes taxes & fees
2 Sept - 3 Sept
Flag House Inn
A white two-story building with a central entrance, a staircase, and a small garden area.

19. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
6 km from Oyster Harbor
9.8 out of 10, Exceptional, (46 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is ฿7,070
฿8,059 total
includes taxes & fees
7 Sept - 8 Sept
134 Prince - Luxury Boutique Hotel
An outdoor patio area with seating arrangements and a fire feature.

20. Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
3.0 star property
21.3 km from Oyster Harbor
9.4 out of 10, Exceptional, (922 reviews)
"It was a busy long line for check in, due to 2 conferences happening the same weekend, but the 2 front desk ladies handled it with grae and efficiency , the rooms were clean and the bathrooms too, it was a good stay with awesome customer service"
United States
Yolanda
The price is ฿4,745
฿5,362 total
includes taxes & fees
10 Sept - 11 Sept
Courtyard by Marriott Bowie
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.
View all properties

Where to stay in Oyster Harbor

Find the best Oyster Harbor areas for the activities you enjoy most.
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, Ballet Theater of Maryland and Spa Creek 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.

Top Oyster Harbor Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"We loved the Graduate hotel. It was a great location downtown Annapolis, walking distance to coffee and restaurants. The room was wonderful, and the nautical theming was very cute. My kids loved the PT boat beds."
Shawna N 1-night trip
Posted 2 hours ago
Graduate by Hilton Annapolis

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.
How many hotels are there in Oyster Harbor?
Expedia has 5 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.