Events and Things to do in Preston, MD

Search for something you love or check out popular events in your area.

Backlash Fest 2026
Sat, Sep 19, 1:00 PM
Millsboro · 30366 Hickory Hill Rd
Backlash Fest 2026
Sat, Sep 19, 1:00 PM
Millsboro · 30366 Hickory Hill Rd
Almost full
Thomas Point Shoal Tour - Saturday, June 20th - 9:30 am
Sat, Jun 20, 9:30 AM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
Thomas Point Shoal Tour - Saturday, June 20th - 9:30 am
Sat, Jun 20, 9:30 AM
Annapolis · Dock Behind Annapolis Maritime Museum
Sales end soon
Party Like It's 793 ALL WEEKEND Pass 6/5 - 6/7
Friday at 12:00 PM
Milton · THE BRIMMING HORN MEADERY
Sales end soon
Party Like It's 793 ALL WEEKEND Pass 6/5 - 6/7
Friday at 12:00 PM
Milton · THE BRIMMING HORN MEADERY
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Stars, Stripes & Second Chances Dinner & Dance
Sat, Jul 25, 6:00 PM
Deale · Deale Elks Lodge #2528
Danny Paisley and the Southern Grass
Sat, Jun 27, 7:00 PM
Chestertown · Chestertown Volunteer Fire Co
Danny Paisley and the Southern Grass
Sat, Jun 27, 7:00 PM
Chestertown · Chestertown Volunteer Fire Co
Sales end soon
Party Like It's 793 SATURDAY day pass 6/6/25
Saturday at 12:00 PM
Milton · THE BRIMMING HORN MEADERY
Sales end soon
Party Like It's 793 SATURDAY day pass 6/6/25
Saturday at 12:00 PM
Milton · THE BRIMMING HORN MEADERY
Pause & Reset: A Restorative Yoga & Meditation Experience for Women
Sat, Jun 13, 1:00 PM
Annapolis · Annapolis Athletic Club
Pause & Reset: A Restorative Yoga & Meditation Experience for Women
Sat, Jun 13, 1:00 PM
Annapolis · Annapolis Athletic Club
@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026
Sunday at 4:45 PM
Annapolis · Annapolis City Dock
@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026
Sunday at 4:45 PM
Annapolis · Annapolis City Dock
H.E.R Village Wellness Experience
Sat, Jun 27, 11:00 AM
Annapolis · 932 Windsor Ave
H.E.R Village Wellness Experience
Sat, Jun 27, 11:00 AM
Annapolis · 932 Windsor Ave
Almost full
6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals
Wednesday at 12:30 PM
Annapolis · Annapolis Crystals
Almost full
6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals
Wednesday at 12:30 PM
Annapolis · Annapolis Crystals
Almost full
Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey
Thu, Jun 11, 6:30 PM
Annapolis · Annapolis Crystals
Almost full
Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey
Thu, Jun 11, 6:30 PM
Annapolis · Annapolis Crystals
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Wed, Jun 17, 6:00 PM
Annapolis · Great Frogs Winery
Vino & Vinyasa with Lindsay Cook at Great Frogs Winery
Wed, Jun 17, 6:00 PM
Annapolis · Great Frogs Winery
Confident & Capable: Women Raising Cattle
Fri, Jun 12, 9:00 AM
West River · 4956 Muddy Creek Rd
Confident & Capable: Women Raising Cattle
Fri, Jun 12, 9:00 AM
West River · 4956 Muddy Creek Rd
Going fast
Schooner SULTANA Public Sails 2026-June
Fri, Jun 26, 5:00 PM
Chestertown · Chestertown Marina
Going fast
Schooner SULTANA Public Sails 2026-June
Fri, Jun 26, 5:00 PM
Chestertown · Chestertown Marina
On Farm Dinner
Thu, Jun 18, 6:30 PM
Chestertown · 2517 McGinnes Rd
On Farm Dinner
Thu, Jun 18, 6:30 PM
Chestertown · 2517 McGinnes Rd
Sales end soon
Build-A-Tomten at 793 6/6 @ 4:30pm
Saturday at 4:30 PM
Milton · THE BRIMMING HORN MEADERY
Sales end soon
Build-A-Tomten at 793 6/6 @ 4:30pm
Saturday at 4:30 PM
Milton · THE BRIMMING HORN MEADERY
Grape Expectations: Brampton 1860 “Where Ohana Gathers - A Brampton Luau"
Thu, Jun 18, 6:00 PM
Chestertown · 25227 Chestertown Rd
Grape Expectations: Brampton 1860 “Where Ohana Gathers - A Brampton Luau"
Thu, Jun 18, 6:00 PM
Chestertown · 25227 Chestertown Rd
Almost full
Thomas Point Shoal Tour - Saturday, September 26th - 9:30 am
Sat, Sep 26, 9:30 AM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
Thomas Point Shoal Tour - Saturday, September 26th - 9:30 am
Sat, Sep 26, 9:30 AM
Annapolis · Dock Behind Annapolis Maritime Museum
Sales end soon
American Voices United Through Song - June 6, 2026
Saturday at 7:30 PM
Annapolis · Maryland Hall
Sales end soon
American Voices United Through Song - June 6, 2026
Saturday at 7:30 PM
Annapolis · Maryland Hall
Chart House Prime - Cakebread Cellars Wine Dinner
Thu, Jul 16, 7:00 PM
Annapolis · Chart House Prime
Chart House Prime - Cakebread Cellars Wine Dinner
Thu, Jul 16, 7:00 PM
Annapolis · Chart House Prime

Trends in Preston

Explore more trends

Frequently asked questions about Preston

What are the best events to attend?

According to Eventbrite, the best events are:

Backlash Fest 2026

Thomas Point Shoal Tour - Saturday, June 20th - 9:30 am

Stars, Stripes & Second Chances Dinner & Dance

Danny Paisley and the Southern Grass

Which events are currently trending in Preston?

The trending searches this month in Preston are:

preston carnival

spring witness house soiree

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals

Party Like It's 793 ALL WEEKEND Pass 6/5 - 6/7

Party Like It's 793 SATURDAY day pass 6/6/25

Build-A-Tomten at 793 6/6 @ 4:30pm

Backlash Fest 2026

Backlash Fest 2026

Thomas Point Shoal Tour - Saturday, June 20th - 9:30 am

Thomas Point Shoal Tour - Saturday, June 20th - 9:30 am

Party Like It's 793 ALL WEEKEND Pass 6/5 - 6/7

Party Like It's 793 ALL WEEKEND Pass 6/5 - 6/7

Stars, Stripes & Second Chances Dinner & Dance

Stars, Stripes & Second Chances Dinner & Dance

Danny Paisley and the Southern Grass

Danny Paisley and the Southern Grass

Party Like It's 793 SATURDAY day pass 6/6/25

Party Like It's 793 SATURDAY day pass 6/6/25

Pause & Reset: A Restorative Yoga & Meditation Experience for Women

Pause & Reset: A Restorative Yoga & Meditation Experience for Women

@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026

@@CANCELLED@@ The Hip Hop R&B Yacht Party Annapolis MD 6.7.2026

H.E.R Village Wellness Experience

H.E.R Village Wellness Experience

6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals

6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals

Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey

Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

Confident & Capable: Women Raising Cattle

Confident & Capable: Women Raising Cattle

Schooner SULTANA Public Sails 2026-June

Schooner SULTANA Public Sails 2026-June

On Farm Dinner

On Farm Dinner

Build-A-Tomten at 793 6/6 @ 4:30pm

Build-A-Tomten at 793 6/6 @ 4:30pm

Grape Expectations: Brampton 1860 “Where Ohana Gathers - A Brampton Luau"

Grape Expectations: Brampton 1860 “Where Ohana Gathers - A Brampton Luau"

Thomas Point Shoal Tour - Saturday, September 26th - 9:30 am

Thomas Point Shoal Tour - Saturday, September 26th - 9:30 am

American Voices United Through Song - June 6, 2026

American Voices United Through Song - June 6, 2026

Chart House Prime - Cakebread Cellars Wine Dinner

Chart House Prime - Cakebread Cellars Wine Dinner

Things to do around Preston

Trends in Preston

1. Preston carnival

2. Spring witness house soiree

What are the best events to attend?

Which events are currently trending in Preston?

Which events are coming up?