Annapolis, MD

Travel Guide

A busy downtown street at dusk with historic buildings, a church steeple, and American flags.
A busy street with cars, pedestrians, and illuminated buildings at dusk.
A grand hall with high ceilings, ornate columns, chandeliers, and a polished floor.
A brick building with a white door and windows, surrounded by a black fence and trees.
A bustling street lined with shops and flags, including a prominent 'Go Navy' banner.

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods 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 historic town with prominent buildings, a large dome, and a river in the background.

West Annapolis

When in West Annapolis, you can plan a visit to Navy-Marine Corps Memorial Stadium and Maryland State House, some noteworthy sights in the nearby area.

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

Murray Hill

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

A large suspension bridge spanning a wide river at sunset.

Hillsmere

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

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is AED 315 per night from Dec 1 to Dec 2
AED 315
AED 484 total
1 Dec - 2 Dec
includes taxes & fees
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
The price is AED 371 per night from Nov 10 to Nov 11
AED 371
AED 423 total
10 Nov - 11 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AED 328 per night from Nov 10 to Nov 11
AED 328
AED 374 total
10 Nov - 11 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,269 reviews)
"Great hotel. Feels like home"

Reviewed on 2 November 2026

DoubleTree by Hilton Hotel Annapolis
See all 563 properties in Annapolis
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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
9.6/10 Exceptional! (19 reviews)
"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."

Reviewed on 3 August 2026

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Annapolis Condominium in the heart of the historic center

Annapolis Condominium in the heart of the historic center

Annapolis MD
Stay at this condo in Annapolis. Enjoy a garden, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Annapolis ...
9.8/10 Exceptional! (315 reviews)
"Loved the location of this property in downtown Annapolis. Quiet building. Fantastic private porch for us to enjoy. Comfortable family room to spend the evenings in. And the host was super responsive and easy to communicate with. We had a great time. There are quite a few stairs involved so something ..."

Reviewed on 27 October 2026

Annapolis Condominium in the heart of the historic center
Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming Historic Annapolis Home With Two Off-street Parking Places!

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Annapolis City Dock and John Smith ...
10/10 Exceptional! (222 reviews)
"We have rented this home many times during the Annapolis Sailboat Show. It is clean, in an excellent location, has off-street parking and is very well equipped. I would highly recommend it to other VRBO guests! Excellent communication from our host, Yvonne."

Reviewed on 20 October 2026

Charming Historic Annapolis Home With Two Off-street Parking Places!
See all properties in Annapolis
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.

Stay near popular Annapolis attractions

A large building with ornate architecture, a cannon, and a sign reading "Bancroft Hall".

U.S. Naval Academy

9.4/10 (1,474 reviews)
Take a campus tour or just explore the area of U.S. Naval Academy, during your trip to Naval Academy. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.
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