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Best events in
Parole

For events and things to do in Parole, MD, the local scene revolves around two major community hubs. Much of the activity is centered at the Annapolis Town Center and Westfield Annapolis Mall, which host everything from markets to family programs. The nearby Annapolis Arts District also provides a steady stream of festivals and live performances, broadening the cultural landscape.

The social rhythm in Parole often flows through its main commercial centers, with Annapolis Town Center hosting outdoor concerts and pop-up markets and Westfield Annapolis Mall offering family-friendly activities.
Experience professional stage productions and monthly cabarets at the Classic Theatre of Maryland, located on the edge of the adjacent Annapolis Arts District.
Catch national touring musicians and comedians at Rams Head On Stage, a popular destination for live entertainment just a short drive away in Annapolis.

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Ballet Theatre of Maryland presents "La Sylphide" primary image

Ballet Theatre of Maryland presents "La Sylphide"

Tomorrow • 7:00 PM

Maryland Hall

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The Therapy Tour (Bowie, MD) primary image

The Therapy Tour (Bowie, MD)

Sunday • 5:00 PM

Bowie State University (Martin Luther King Jr. Center)

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10/20-Annapolis, MD- Dinner After Dark primary image

10/20-Annapolis, MD- Dinner After Dark

Tuesday • 7:00 PM

Cooper’s Hawk Winery & Restaurant

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Mini Birth Class primary image

Mini Birth Class

Fri, Oct 30 • 4:30 PM

AAMC - Clatanoff Pavilion

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2026 Fall Craft Fair primary image

2026 Fall Craft Fair

Sat, Nov 14 • 10:00 AM

Chesapeake High School

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The All Black Affair • Grown Folks Weekend Getaway primary image

The All Black Affair • Grown Folks Weekend Getaway

Sat, Nov 14 • 9:00 PM

The Grand Ballroom, LLC

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Manhattan Beach Holiday Market Vendor Registration primary image

Manhattan Beach Holiday Market Vendor Registration

Thu, Dec 3 • 6:00 PM

Manhattan Beach Clubhouse

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PlanetTyrus Tour Jan. 24th Annapolis, MD primary image

PlanetTyrus Tour Jan. 24th Annapolis, MD

Sun, Jan 24 • 7:30 PM

DoubleTree by Hilton Hotel Annapolis

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Ballet Theatre of Maryland presents "La Sylphide" primary image

Ballet Theatre of Maryland presents "La Sylphide"

Tomorrow • 7:00 PM

Maryland Hall

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The Therapy Tour (Bowie, MD) primary image

The Therapy Tour (Bowie, MD)

Sunday • 5:00 PM

Bowie State University (Martin Luther King Jr. Center)

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10/20-Annapolis, MD- Dinner After Dark primary image

10/20-Annapolis, MD- Dinner After Dark

Tuesday • 7:00 PM

Cooper’s Hawk Winery & Restaurant

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Mini Birth Class primary image

Mini Birth Class

Fri, Oct 30 • 4:30 PM

AAMC - Clatanoff Pavilion

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2026 Fall Craft Fair primary image

2026 Fall Craft Fair

Sat, Nov 14 • 10:00 AM

Chesapeake High School

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The All Black Affair • Grown Folks Weekend Getaway primary image

The All Black Affair • Grown Folks Weekend Getaway

Sat, Nov 14 • 9:00 PM

The Grand Ballroom, LLC

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Manhattan Beach Holiday Market Vendor Registration primary image

Manhattan Beach Holiday Market Vendor Registration

Thu, Dec 3 • 6:00 PM

Manhattan Beach Clubhouse

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PlanetTyrus Tour Jan. 24th Annapolis, MD primary image

PlanetTyrus Tour Jan. 24th Annapolis, MD

Sun, Jan 24 • 7:30 PM

DoubleTree by Hilton Hotel Annapolis

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Nearby cities

Washington

26 miles away

Baltimore

22 miles away

Arlington

30 miles away

Alexandria

30 miles away

Columbia

22 miles away

Silver Spring

26 miles away

Fairfax

42 miles away

North Bethesda

31 miles away

College Park

22 miles away

Reston

44 miles away

Annapolis

3 miles away

Towson

29 miles away

Tysons Corner

37 miles away

Bethesda

30 miles away

Crownsville

0 miles away

Gaithersburg

36 miles away

Rockville

33 miles away

Bowie

10 miles away

National Harbor

29 miles away

McLean

35 miles away

Catonsville

22 miles away

Vienna

38 miles away

Laurel

18 miles away

Glen Burnie

12 miles away

Bel Air South

36 miles away

Waldorf

32 miles away

Springfield

37 miles away

Konterra

21 miles away

Chantilly

48 miles away

Odenton

9 miles away

Washington

26 miles away

Baltimore

22 miles away

Arlington

30 miles away

Alexandria

30 miles away

Columbia

22 miles away

Silver Spring

26 miles away

Fairfax

42 miles away

North Bethesda

31 miles away

College Park

22 miles away

Reston

44 miles away

Annapolis

3 miles away

Towson

29 miles away

Tysons Corner

37 miles away

Bethesda

30 miles away

Crownsville

0 miles away

Gaithersburg

36 miles away

Rockville

33 miles away

Bowie

10 miles away

National Harbor

29 miles away

McLean

35 miles away

Catonsville

22 miles away

Vienna

38 miles away

Laurel

18 miles away

Glen Burnie

12 miles away

Bel Air South

36 miles away

Waldorf

32 miles away

Springfield

37 miles away

Konterra

21 miles away

Chantilly

48 miles away

Odenton

9 miles away

Online Events

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Storytelling in Education primary image

Storytelling in Education

Tomorrow • 9:00 AM GMT+1

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Coming Together for Multilingual Children with DLD primary image

Coming Together for Multilingual Children with DLD

Thursday • 6:00 PM GMT+2

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Biodiversity Law and Governance Day 2026 primary image

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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(ONLINE) Women on the Move with Ann Patchett primary image

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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No Title, No Permission, No Problem: Harnessing the Power of Influence primary image

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Storytelling in Education primary image

Storytelling in Education

Tomorrow • 9:00 AM GMT+1

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Coming Together for Multilingual Children with DLD primary image

Coming Together for Multilingual Children with DLD

Thursday • 6:00 PM GMT+2

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Biodiversity Law and Governance Day 2026 primary image

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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(ONLINE) Women on the Move with Ann Patchett primary image

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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No Title, No Permission, No Problem: Harnessing the Power of Influence primary image

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Parole

What are some family-friendly events in the Parole area?

Annapolis Town Center is a great spot for family outings. The center hosts programs like the monthly Tots@10:00 series from April to October and other seasonal celebrations, while Westfield Annapolis Mall also offers a variety of activities for all ages.

Where can I find live music events near Parole?

Rams Head On Stage in Annapolis is a top venue for national music acts. For a local music event, the Annapolis Town Center features the Thursday Night LIVE! Summer Concerts, and various venues in the Annapolis Arts District also present live music.

Are there free events to attend in Parole, MD?

Yes, many community gatherings in and around Parole are free to attend. The Monthly Arts Festival in the nearby Arts District is a large, free outdoor event, and browsing the year-round Anne Arundel County Farmers' Market is another free activity.

What kinds of art events happen near Parole?

The Annapolis Arts District is the center for local art events. Check out the Monthly Arts Festival from May to November, or find local creators at the Anchors + Artisans Pop-Up Market, held monthly at the Annapolis Town Center.

Are there good options for a date night in Parole?

A classic date night could involve a show at a nearby performance venue. The Classic Theatre of Maryland offers intimate stage productions and cabarets, while Rams Head On Stage hosts well-known musicians and comedians for a lively evening out.

Where's the best nightlife scene near Parole?

For a more active nightlife scene, most locals head to downtown Annapolis. While Parole has relaxed bars and restaurants perfect for a low-key evening, downtown offers a wider variety of pubs and late-night entertainment options just a short drive away.

How can I find outdoor events in the Parole area?

The Annapolis Town Center is the main hub for planned outdoor activities. Its open-air plazas host the seasonal Thursday Night LIVE! Summer Concerts and the monthly Anchors + Artisans Pop-Up Market, providing great opportunities to enjoy an event outside.

Where are the venues for theatre or comedy shows near Parole?

Rams Head On Stage is a major destination for comedy shows featuring national acts. For live theatre, the Classic Theatre of Maryland, located near the Annapolis Arts District, presents professional productions and a monthly cabaret series in a more intimate setting.