Annapolis
Annapolis

Annapolis Travel Guide 2026: Top Attractions, Things to do & Itinerary | Trip.com | August 2026

About Annapolis

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Annapolis Local Experiences Map

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Things to do in Annapolis

What to do

Looking for things to do in Annapolis? We provide up-to-date info on everything from must-see scenic spots to local hangouts.
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Sandy Point State Park
Sandy Point State Park
4.0
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Annapolis City Dock
Annapolis City Dock
3.5
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Navy-Marine Corps Memorial Stadium
Navy-Marine Corps Memorial Stadium
3.2
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Quiet Waters Park
Quiet Waters Park
3.2
4.5/54 Review
Mission Escape Rooms
Mission Escape Rooms
3.1
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Rams Head On Stage
Rams Head On Stage
3.0
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Washington Monument
Washington Monument
7.5
4.5/5793 Review
󱓓
Night view
Jonas and Anne Catharine Green Park
Jonas and Anne Catharine Green Park
2.9
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U.S. Naval Academy Museum
U.S. Naval Academy Museum
2.9
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Where to stay

Discover the most popular places to stay in Annapolis, complete with recommendations from fellow travelers and special hotel offers
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What to eat

Want to eat like a local? Don't miss out on these top Annapolis dishes and foodie spots.
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Leeward Market
Leeward Market
4.7/57 Review
󱓓
Western cuisine
Avg. RUB1,084/person
Galway Bay Irish Restaurant and Pub
Galway Bay Irish Restaurant and Pub
4.8/59 Review
󱓓
Western cuisine
Avg. RUB1,769/person
Harry Browne's Restaurant
Harry Browne's Restaurant
4.4/58 Review
󱓓
Western cuisine
Avg. RUB3,912/person
Paul's Homewood Café
Paul's Homewood Café
4.8/510 Review
󱓓
Western cuisine
Avg. RUB2,591/person
Storm Bros. Ice Cream Factory
Storm Bros. Ice Cream Factory
4.4/58 Review
󱓓
Western cuisine
Avg. RUB366/person
Iron Rooster- Annapolis
Iron Rooster- Annapolis
4.6/510 Review
󱓓
Western cuisine
Osteria 177
Osteria 177
3.5/59 Review
󱓓
Seafood
Avg. RUB3,451/person
Davis' Pub
Davis' Pub
4.7/57 Review
󱓓
Western cuisine
Avg. RUB1,482/person
Miss Shirley's Cafe, Annapolis
Miss Shirley's Cafe, Annapolis
4.6/57 Review
󱓓
Western cuisine
Avg. RUB1,760/person
DRY 85
DRY 85
4.6/57 Review
󱓓
Western cuisine
Avg. RUB3,476/person
49 West Coffeehouse, Winebar & Gallery
49 West Coffeehouse, Winebar & Gallery
4.3/57 Review
󱓓
Western cuisine
Avg. RUB2,591/person
El Toro Bravo
El Toro Bravo
4.3/57 Review
󱓓
Latin American cuisine
Avg. RUB606/person

Annapolis Moments: Through Travelers' Eyes

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"Canada|12-Day Multi-Country Tour Including Canada and More"

Liam Simmons Liam71
Liam Simmons Liam71
The Buccaneer Resort Travel Guide: Luxury Caribbean Retreat and Family-Friendly Resort
2026새해맞이

The Buccaneer Resort Travel Guide: Luxury Caribbean Retreat and Family-Friendly Resort

Janc C
Janc C
All Aboard for an Epic Stay: Converted Train Carriage Vibes 🚆✨
hellonewyear

All Aboard for an Epic Stay: Converted Train Carriage Vibes 🚆✨

krishna99
krishna99
1
Step Back in Time at William Paca House & Garden ✨
williampacahouse

Step Back in Time at William Paca House & Garden ✨

Tania Akter (Bangladesh)
Tania Akter (Bangladesh)
Annapolis Day Trip
travel

Annapolis Day Trip

Leo L.ZF
Leo L.ZF
5
Kilwin's, a popular ice cream shop in Annapolis, USA
미국여행

Kilwin's, a popular ice cream shop in Annapolis, USA

Yeskkami
Yeskkami
Coming from the dry warmth of Doha, the endless, vibrant green of Nova Scotia is still a pleasant surprise to my eyes. Annapolis Royal was one of the two historic spots I absolutely had to see on this trip, and it did not disappoint.

As an art teacher, I was instantly drawn to the star-shaped earthworks of Fort Anne. What used to be a heavy military defense now looks like a giant, minimalist land-art installation. The way the soft green turf rises and falls in perfect geometric lines against the blue of the Annapolis Basin is incredibly satisfying to look at.

While walking along the grassy ridges, I noticed a tiny detail that stayed with me: a small yellow wildflower growing right in the shadow of one of those heavy, black iron cannons. It felt like a quiet victory of life over old iron. I also had a lovely, brief chat with a local lady who was sitting on a bench knitting. She noticed me sketching the outline of the old Officer's Quarters and warmly told me that the building looks best just as the sun starts to dip, when the shadows of the three tall chimneys stretch across the grass. She was right.

I spent my last hour near the Acadian monument, watching the water. It’s hard to imagine that this peaceful basin was once the stage for so much conflict and displacement. Today, the only sound was the wind and a couple of crows arguing over something in the grass. 

My hands got a bit cold from the sea breeze by the end, but the absolute stillness of the place was worth it. A perfect, quiet afternoon of history and form.

Coming from the dry warmth of Doha, the endless, vibrant green of Nova Scotia is still a pleasant surprise to my eyes. Annapolis Royal was one of the two historic spots I absolutely had to see on this trip, and it did not disappoint. As an art teacher, I was instantly drawn to the star-shaped earthworks of Fort Anne. What used to be a heavy military defense now looks like a giant, minimalist land-art installation. The way the soft green turf rises and falls in perfect geometric lines against the blue of the Annapolis Basin is incredibly satisfying to look at. While walking along the grassy ridges, I noticed a tiny detail that stayed with me: a small yellow wildflower growing right in the shadow of one of those heavy, black iron cannons. It felt like a quiet victory of life over old iron. I also had a lovely, brief chat with a local lady who was sitting on a bench knitting. She noticed me sketching the outline of the old Officer's Quarters and warmly told me that the building looks best just as the sun starts to dip, when the shadows of the three tall chimneys stretch across the grass. She was right. I spent my last hour near the Acadian monument, watching the water. It’s hard to imagine that this peaceful basin was once the stage for so much conflict and displacement. Today, the only sound was the wind and a couple of crows arguing over something in the grass. My hands got a bit cold from the sea breeze by the end, but the absolute stillness of the place was worth it. A perfect, quiet afternoon of history and form.

CobblestoneChris
CobblestoneChris
Annapolis - United States
wecreate

Annapolis - United States

소 T
소 T
8
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