Luxury Hotels in Annapolis

October 2026
17
November 2026

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Oct 23 - Oct 25
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Oct 30 - Nov 1

Luxury Hotels in Annapolis

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
  • Full-service spa
  • Concierge services
$214
$263 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club

2. Live! Casino & Hotel Maryland

Live! Casino & Hotel Maryland
Arundel Mills
  • 12 restaurants
  • Full-service spa
$161
$201 total
includes taxes & fees
Oct 20 - Oct 21
Live! Casino & Hotel Maryland

3. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Ocean-view dining
  • Full-service spa
  • Poolside bar
  • Concierge services
$531
$584 total
includes taxes & fees
Nov 3 - Nov 4
Inn at Perry Cabin

4. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Near the beach
  • Hot tub
  • Concierge services
$389
$443 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
  • Near the beach
  • Beachfront dining
  • 24-hour gym
  • Indoor pool
$161
$178 total
includes taxes & fees
Oct 27 - Oct 28
Rod 'N' Reel Resort

6. Hotel Revival Baltimore

Hotel Revival Baltimore
Mount Vernon
  • Michelin star dining
  • 24-hour health club
  • Concierge services
$117
$151 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Revival Baltimore

7. The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore
Otterbein
  • Hot tub
  • Indoor pool
  • Concierge services
$122
$202 total
includes taxes & fees
Nov 15 - Nov 16
The Royal Sonesta Harbor Court Baltimore

8. Pendry Baltimore

Pendry Baltimore
Fells Point
  • 2 bars
  • 24-hour gym
  • Poolside bar
  • Concierge services
$396
$506 total
includes taxes & fees
Nov 10 - Nov 11
Pendry Baltimore

9. DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel
West Laurel
  • 24-hour gym
$106
$120 total
includes taxes & fees
Oct 19 - Oct 20
DoubleTree by Hilton Hotel Laurel

10. The Hotel at the University of Maryland

The Hotel at the University of Maryland
College Park
  • Full-service spa
  • Indoor pool
  • Concierge services
$161
$182 total
includes taxes & fees
Nov 16 - Nov 17
The Hotel at the University of Maryland

11. Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

Kimpton Hotel Monaco Baltimore Inner Harbor by IHG
Downtown Baltimore
  • 24-hour gym
  • Concierge services
$152
$179 total
includes taxes & fees
Nov 4 - Nov 5
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

12. Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
Harbor East
  • 5 restaurants
  • Full-service spa
  • Poolside bar
  • Concierge services
$425
$499 total
includes taxes & fees
Nov 17 - Nov 18
Four Seasons Hotel Baltimore

13. 1840s Carrollton Inn

1840s Carrollton Inn
Jonestown
  • Concierge services
$267
$314 total
includes taxes & fees
Nov 2 - Nov 3
1840s Carrollton Inn
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Top neighborhoods in Annapolis

Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Eastport

Eastport's maritime soul comes alive through its scenic waterfront promenades along the Severn River and Back Creek. The Annapolis Maritime Museum showcases local nautical heritage while the peninsula's "Restaurant Row" buzzes with seafood spots and live music. Explore charming streets lined with historic homes or watch sailboats glide through Annapolis Harbor from public piers. Waterfront dining dominates the food scene with fresh Chesapeake Bay blue crabs and oysters taking center stage. Most visitors stay in boutique inns or bed & breakfasts housed in converted historic buildings. The neighborhood is best explored on foot, with easy access to downtown Annapolis via the Eastport Bridge.

West Annapolis

West Annapolis gives you a front-row seat to authentic Maryland living without the tourist crowds. Tree-lined streets and well-maintained colonial homes create a peaceful retreat just minutes from downtown attractions. Navy-Marine Corps Memorial Stadium sits nearby, while the neighborhood's proximity to the Severn River and College Creek offers scenic waterfront walks for nature lovers. Getting around is best done by car or on foot through this residential haven. While dining options are limited within the neighborhood itself, downtown Annapolis restaurants are just a short drive away. Travelers can find charming bed & breakfasts and vacation rentals that provide a genuine taste of local life.

Murray Hill

Murray Hill offers a peaceful retreat from downtown Annapolis with its tree-lined streets and historic charm. Colonial and Federal-style homes create a living museum of early American architecture just steps from the water. Take a leisurely stroll to nearby Spa Creek or catch a performance at the Ballet Theater of Maryland. Dining requires a quick walk to downtown's seafood spots and Chesapeake Bay specialties. Most visitors stay in charming bed & breakfasts housed in converted colonial homes with period furnishings. The neighborhood's proximity to marinas and waterfront promenades makes it perfect for travelers seeking authentic maritime history without the tourist crowds.

Hillsmere

Hillsmere offers a slice of authentic waterfront living just outside Annapolis's busy core. The community beach and marina invite you to kayak, swim, or just watch the Chesapeake Bay waters lap against the shore. Maryland Quiet Waters Park provides peaceful trails through nature, while the Great Frogs Winery offers tastings with local flavor. Tree-lined streets create a calm retreat from tourist crowds, with comfortable vacation rentals replacing typical hotels. Downtown Annapolis is just a 15-minute drive away, making this neighborhood perfect for travelers who want suburban tranquility with easy access to city attractions.

Top landmarks in Annapolis

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

U.S. Naval Academy

9.4/10 (1,474 reviews)
If you'd like to get a taste of Naval Academy student life, check out U.S. Naval Academy, in the heart of the town. Why not take a stroll along the port and watch the sunset while you're here?
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A large suspension bridge over a body of water with a sandy beach in the foreground.

Chesapeake Bay Bridge

8.8/10 (1,066 reviews)
If seeing the sights is on your list of things to do, head to Chesapeake Bay Bridge— just one of the landmarks located 5.2 mi (8.3 km) from central Annapolis. Why not take a stroll along the port and watch the sunset while you're here?
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A park with a walking path, picnic tables, and a large tree. In the background, there is a bridge over a body of water.

Sandy Point State Park

8.6/10 (221 reviews)
Sandy Point State Park is 5.4 mi (8.8 km) from central Annapolis, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here?
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A town with historic buildings, a prominent church steeple, and a weather vane atop a building.

Maryland State House

9.0/10 (433 reviews)
Maryland State House is worth a pic or two when discovering Historic District. Why not take a stroll along the port and watch the sunset while you're here?
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Annapolis City Dock

9.4/10 (1,099 reviews)
If you want to give your credit card some exercise, head out to Annapolis City Dock in Historic District. Why not take a stroll along the port and watch the sunset while you're here?
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Navy-Marine Corps Memorial Stadium

9.2/10 (287 reviews)
You can catch an event at Navy-Marine Corps Memorial Stadium, located 0.8 mi (1.3 km) from central Annapolis. Why not take a stroll along the port and watch the sunset while you're here? If you think Navy-Marine Corps Memorial Stadium is cool, you also might like Alumni Hall and Tose Family Tennis Center, both located nearby.
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Sandy Point Beach

9.6/10 (10 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Sandy Point Beach located 5.7 mi (9.2 km) from central Annapolis. If you want to continue walking by the waves, head to Bay Ridge Beach, Downs Park Dog Beach, and Sparrows Beach.
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Maryland Renaissance Festival

10.0/10 (1 review)
If thrills are what you're after, head to Maryland Renaissance Festival, located 5.4 mi (8.6 km) from central Annapolis. If you have fun at Maryland Renaissance Festival, you'll love Maryland Hall for Creative Arts and Annapolis Bowl, both located nearby.
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About the destination

There's a lot visitors like about Annapolis, especially its restaurants and historical sites. Simply book a local tour to enjoy your stay a little more. You might find the perfect souvenir at Annapolis City Dock or Annapolis Harbor Center Shopping Center. While you're in town, don't miss a chance to see sights like Maryland State House and William Paca House.