Eastern Shore Vacation Rentals

Ironman Course Group Ride in Cambridge
2024-08-31 07:00 - 20:30 (America/New_York)
Event by Tim Delss

Cambridge-South Dorchester High School

Come out and join us for a group ride of the IMMD bike course! That’s right, we’re back for another year so make sure to come join the coolest IMMD ride in the land!
My team and I are organizing a group ride of the IMMD bike loop. We will have multiple ride group leaders and Mid Maryland Triathlon Club has been gracious enough to provide ice and drinks. We know that this will be one of the final long ride weekends for many athletes and having some company always helps on those long days in the saddle.
The loop is approximately 45 miles so come do 1 lap or multiple and use our starting point as an aid station.
The plan will be to START RIDING between 7:10 and 7:15. We will talk about safety and the course before heading out so please arrive early enough to be ready.
Safety Rules:1. Helmets are required. They must also be properly adjusted and fit. I’m happy to help anyone with helmet adjustments as needed. Head injuries are serious and I treat them as such.2. NO riding in aerobars when directly behind someone. If you wish to ride in pacelines or tight packs please don’t ride in your aerobars behind someone. That is extremely dangerous and we don’t want anyone going to the hospital. If you wish to use your aerobars behind some please drop back to safe distance.3. It will most likely be hot! Bring your fluids and make sure that you’re drinking enough while out there. There are two places that you can additionally stop if you need fluids during the loop. We will discuss those during the briefing so it would be wise to bring a little cash just in case. 4. All ride leaders will have my contact information. You will be introduced to them before we begin. If you have an issue ask them for help. If it can’t be remedied out on course they can call me. I will be riding the first loop but there are options to cut through and get to my vehicle if needed.

Pinot on the Patio in St. Michaels
2024-08-23 17:00 - 2024-08-24 22:00
Join us for a weekend of everything Pinot!
Friday night – a multi-course dinner by Stephanie Cook, chef and owner of Wonderment Wines.
Saturday – enjoy an afternoon tasting on the patio with some of the best Pinots!
Join us for dinner at $100 per person or Saturday tasting at $50.
We welcome our beloved locals to join us for both events at $125 per person!
Call us at 410-745-3323 to reserve your seats!
Venue:
401 S Talbot Street, Saint Michaels, MD, United States, Maryland 21663
Organizer:
Event by The Old Brick Inn, St. Michaels, MD

The Crab Feast in Easton
2024-08-17 12:00 - 19:00
Join us for an evening of delicious crab dishes, refreshing drinks, and great company!
Don’t miss out on the fun – get your tickets now!
Event by Helen and Rae’s Kitchen for the Soul
102 Glenwood Ave, Easton, MD

6th Annual Groove City Culture Festival in Cambridge
2024-08-17 12:00 - 19:00
Get ready to swing, sway and groove your way through an incredible weekend of music, food and fun!
Venue:
Race Street, Downtown Cambridge, MD
Organizer:
Event by LIT By Calvin

Books And Beer At Cult Classic Brewing Company In Stevensville
2024-08-13 18:00 - 2025-04-15 19:30
Books and Beer returns with another Blockbuster lineup of reads for 2024

This event is free and open to all who have read (You do not have to be 21).The book club discusses the book and questions about it for the first hour and spends the final 30 minutes casting it as a film/miniseries while cutting up over beverages.

Meetings are the second Tuesday of the month from 6-7:30pm*Here’s the Schedule

Feb. 13 – How Much of These Hills is Gold – C. Pam Zhang
Mar. 12 – Something Wicked This Way Comes – Ray Bradbury
Apr. 9 – The Wager: A Tale of Shiprwreck, Mutiny and Murder – David Grann
May 14 – Demon Copperhead – Barbara Kingsolver
Jun. 11 – Small Mercies – Dennis Lehane
Jul. 9 – The March – E.L. Doctorow
Aug. 13 – Jurassic Park – Michael Chrichton
Sep. 10 – History of the World in 6 Glasses – Tom Standage
Oct. 15 – Under The Whispering Door – T.J. Klune
Nov. 12 – Bad Cree – Jessica Johns
Dec. 10 – Blood Meridian – Cormac McCarthy
Check out the full Amazon wishlist here: https://www.amazon.com/hz/wishlist/ls/5163BR4WQNM7…

Talbot County Fair Celebrating 40 Years in Easton
2024-08-13 16:00 - 2024-09-15 21:00
The Talbot County Fair is held every year during the second week in July.
It is open to the public. Lots of Fun, Food, Entertainment and More!! For more information,
Check out the website at www.talbotcountyfair.org
Venue:
10659 Hiners Ln, Easton, MD, United States, Maryland
Organizer:
info@talbotcountyfair.org

Queen Anne's County Fair in Centreville
2024-08-09 09:00 - 2024-08-17 22:00
View the website below for all this fair offers!
Organizer:
Event by Queen Anne’s County 4-H Fair
Venue:
Centreville, MD, United States, Maryland 21617
Website:
https://www.qacfair.com

Tiger Lily Restaurant & Tiki Bar & More Summer Events
2024-08-03 18:00 - 2024-10-26 21:30
the KG Band will be rockin’ Tiger Lily again. Come dance and listen to some of your favorite Classic Rock tunes while you enjoy the awesome Tiger Lily Tiki Bar. if you’re hungry have dinner under the shade of one of their giant umbrellas. Hope to see ya there!!
Event by The KG Band
Tiger Lily: 206 N Washington Street Easton, MD

More Events:
https://www.tigerlilyeaston.com/?fbclid=IwZXh0bgNhZW0CMTAAAR1gXDPxADwYL8Cy10kFUS8c-RmEAjQx1mcSK7o9FgmEt9Z_krIZWwmPRuw_aem_0nOgDAYyzyG402lBU4QvAQ

10th Annual Sudlersville Peach Festival At Godfrey's Farm
2024-08-02 10:00 - 2024-08-03 21:30
Organizer:
Event by Godfrey’s Farm and Sudlersville Volunteer Fire Company

Venue:

Godfrey’s Farm
302 Leager Rd, Sudlersville, MD 21668-1310, United States

Date:
August 2nd from 6pm to 9:30pm
August 3rd from 10am- 4pm

Local bands providing live music, community non-profit groups serving great homemade food from pit beef to peach cobbler, local vendors offering their best hand-made crafts, and lots of great family activities, this event is a true community gala that promises to be a great time for the whole family.

There is no admission fee or tickets to attend this event. Free onsite parking available directly behind the farm market.

Planes - Outdoor Movie Night at The Easton Airport
2024-08-02 08:30 - 22:00
Bring a chair and a blanket for cinema at the airport!
Our movie nights will be a free event for all ages.
Venue:
29051 Corkran Rd, Easton, MD 21601-7063, United States
Event by Discover Easton and Easton Airport

21+ Cheers! Bingo Night in Cambridge
2024-07-29 17:00 - 21:30
Cambridge Moose Lodge 1211 would like to invite you to a fun CHEERS filled night of bingo.
No one under 21 allowed. Prizes will included beer, wine, liquor and specials.
Doors will open at 5 start calling bingo at 7, pick your prize. 50/50, raffles and much more fun.

$30 in advance, $40 at the door Moose will have lite fare food menu for sale. More info to come soon

Event by Cambridge Moose Lodge 1211 and Beth Foxwell
5446 Moose Lodge Rd., Cambridge, MD

Academy Art Museum in Easton
2024-07-27 10:00 - 2024-11-26 19:00
WHERE ART IS
FOR EVERYONE
Welcome to the Academy Art Museum!
Plan your visit with us and discover something new.

OPEN TODAY 10:00 AM
–
7:00 PM
| FREE ADMISSION EVERY DAY
manent Collection contains more than 1,000 pieces including core holdings of European and American works on paper. Academy Art Museum, 106 South Street, Easton. Tue & Wed 10 AM – 4 PM; Thurs 10 AM – 6 PM; Fri 10 AM – 7 PM; Sat & Sun 10 AM – 4 PM.

106 South Street
Easton, Maryland 21601
410.822.2787

Emily's Produce In Cambridge
2024-07-27 09:00 - 2024-12-16 17:00
Join the start of our 25th Season on Thursday April 11th!

We’ll be opening our doors and showcasing our commitment towards a LOCAL, Healthy, and Sustainable way of living – the Emily’s way!

Venue:
2214 Church Creek Rd., Cambridge, MD, United States, Maryland 21613

Organizer:
Event by Emily’s Produce

Time & Date:
April 11th starting at 9am to Close

A Wine Tour of Greece in Easton
2024-07-25 17:00 - 19:00
Step into the enchanting world of Greek wine without leaving Easton, Maryland.
Discover the flavors of Greece as you indulge in wines sourced from various regions, each telling a unique story of tradition and craftsmanship. Join us for an unforgettable experience that transports you to the heart of Greek vineyards,

WHEN: Thursday, July 25th

WHERE: The Waterfowl Building in downtown Easton Maryland – 40 South Harrison Street

TIME: 5:00 PM to 7:00 PM

ADMISSION: $25 per person

WHAT TO EXPECT: Indulge in a blend of wine exploration and engaging conversation during our partially guided wine experience. Join our knowledgeable team and wine experts from our distributor for an evening filled with intriguing discussions about Greek wines, their origins, their grapes and the art of winemaking. Of course, let’s not forget the lively socializing while savoring delectable Greek appetizers that perfectly complement the exquisite flavors of the wines.
Sampling of 5 indigenous varietals of wine selections from different regions of Greece – Crete, Peloponnese, Kefalonia, Nemea and Limnos.
All wines available for purchase by the glass
Light mezes to include olives, dolmades, hard and soft Greek cheeses, spreads, and sweets.
Exclusive event pricing on wines including bottles, cases and mixed cases.

Event by Our Greek Market

Portside Seafood Restaurant Live Music all Summer Long in Cambridge
2024-07-20 18:00 - 2024-08-24 21:00
Live Music & Event by CHAiNBREAk
Venue: 210 Trenton St, Cambridge, MD 21613
Portside Seafood Restaurant
Check out the Website for more Events at Portside Seafood Restaurant!
https://www.facebook.com/pages/Portside-Seafood-Restaurant/179362978772892

Summer Concert Catch the Drift at Layton's Chance Winery in Cambridge
2024-07-20 18:00 - 21:00
Catch the Drift will be playing music that makes you wanna dance!
Food truck from Hometown Heroes BBQ and Sarcastic Chef!
$10/person 21+ advance tickets, $15 at the door
Under 21 – FREE
Gold Leaf Members 2 FREE tickets at the door, no reservations required
Tickets:
https://lp.constantcontactpages.com/ev/reg/ky7jwgb?fbclid=IwZXh0bgNhZW0CMTAAAR0NFsidtBXdypxNp3H1FhWgdM2Yr1i1DsoX-yF4pPu8QvwPYPQPftIbxFY_aem_AdlxWuJeuhUU6Yk-VLTzT4L4h8hUcwdu02uQlga5iFDsXuR1ol870-oOqOTsq2EOQWS1M545oq_I8lx-oB9wcCWy
Organizer:
Venue:

Thunder on the Choptank Boat Races in Cambridge
2024-07-20 17:00 - 2024-08-20 20:00
When you hear the roar of automotive engines and catch a glimpse of giant roostertails, chances are pretty good that inboards are on the water.
As the largest category in the APBA, Inboard racing classes include both runabouts and hydroplanes that are fast, fun and LOUD. Classes span from the wild Jersey Speed Skiffs (80mph) to supercharged 1,500 horsepower Grand Prix Hydroplanes (170 MPH).
The minimum age for racing ranges from 13 to 21.
Organizer:
Event by Kent Narrows Racing Association
Venue:
Gerry Boyle Park at Great Marsh

Monthly Bingo in Easton
2024-07-20 13:00 - 2024-10-19 16:00
Lunch available doors open at 12
Venue: 29511 Canvasback Dr, Easton, MD 21601-7141, United States
Event by George Willey

Tuckahoe Steam & Gas Pulling Show in Easton
2024-07-19 19:00 - 21:30
Pulltime 7PM
Classes will be:
Multi Engine Modified TractorsModified Four Wheel Drive Trucks466 Hot Farm TractorsEast Coast Diesel Four Wheel Drive TrucksLight Pro Stock TractorsLimited Pro Stock Semi’s
Our full schedule can be found on our website at www.eastcoastpropulling.org

Event by East Coast Pro-Pulling
11472 Ocean Gtwy, Easton, MD 21601-6126, United States

Blooms and Brews @ Corah's Corner and more Summer Events
2024-07-19 18:00 - 2024-08-31 21:00
Join us for a fun blooms and brew experience.
Arrange beautiful local flowers while tasting local brews on Corah’s beautiful deck!
NOTE: This event is July 19.
Tickets: https://l.facebook.com/l.php?u=https%3A%2F%2Fwww.vintagefamilyfarms.com%2Factivities%3Ffbclid%3DIwZXh0bgNhZW0CMTAAAR29aRbzkisG7updQs8W6QwoQUuiDjQtpqsZEgMuzZwBNf_BUk6WixpR4Sg_aem_jaPb6rlFwyuLZL6_3EYVYA&h=AT2LZZbtn1QPXSHUoCX1GnfTdX1ulC0dUqQ-z3FEkpUZHwcqG55dXfEE_BfCoc-V059f-1Nx9ja7YURUXB57yPQXZsvb3yx7HUieILJB8-fI7R8sY9MFm1Ob2OaNq2vTUrKexIJxiATtQRTv2I74DUJ-3GI
Event by Vintage Family Farms

Monday

11:00 AM – 4:00 PM

Tuesday

11:00 AM – 4:00 PM

Wednesday

CLOSED

Thursday

11:00 AM – 4:00 PM

Friday

11:00 AM – 9:00 PM

Saturday

11:00 AM – 9:00 PM

Sunday

11:00 AM – 4:00 PM

See all the Summer Events:
https://www.facebook.com/corahscorner

Food Truck Night In Queenstown
2024-07-19 16:00 - 2025-02-21 19:00
Food truck night supporting the Queenstown Volunteer Fire Department Auxiliary! Skip a night cooking and grab your dinner from one of our local vendors, starting at 4pm. Weather dependent, you can dine with us or take your food to go. We will be having these once a month during the summer months, so be sure to check back to see what vendors are coming to each.

Venue

Queenstown VFW Auxiliary

7013 Main Street
Queenstown, MD 21658 United States

Website:
https://www.facebook.com/events/188962950625263/188964257291799/?event_time_id=188964257291799&ref=newsfeed

Snappers Waterfront Tiki Events this Summer in Cambridge
2024-07-13 11:00 - 2024-08-31 21:00
Check out the website for Open mic nights & Live Music!
http://www.snapperswaterfrontcafe.com/
112 Commerce St, Cambridge, MD 21613

Monday:

11:00 AM – 8:00 PM

Tuesday:

11:00 AM – 8:00 PM

Wednesday:

11:00 AM – 8:00 PM

Thursday:

11:00 AM – 8:00 PM

Friday:

11:00 AM – 9:00 PM

Saturday:

11:00 AM – 9:00 PM

Sunday:
10:00 AM – 8:00 PM

11:30 PM – 8:00 PM

Plein Air Easton Kick-off Block Party
2024-07-12 17:00 - 19:30
In partnership with Talbot Tourism, the Avalon Foundation will host a Plein Air Easton Kickoff Party, Gallery Walk and Nocturne Paint Out on Friday, July 12. Live entertainment includes music and a live radio play by the Factory, “The Ballad of Jesse Devereux”. Shop all day to earn one raffle ticket for every $25 spent at participating merchants. Pop into local galleries featuring special exhibits, meet and greets and refreshments. Bring your raffle tickets to the front of the Tidewater BEFORE 6:40 to be eligible for the drawing including generously contributed gifts from local merchants.
6:45pm Drawing (Must be Present to Win)
Bring your paints and join us for a Nocturne Paint-out after sunset.
*Rain location for the drawing will be the Avalon Theatre.

Event by Plein Air Easton Competition and Arts Festival

S Harrison St, Easton, MD 21601, United States

Friday the 12th @ 5pm

2024 Breaker Rock Beach in Cambridge
2024-07-07 20:00 - 2024-07-11 22:00
Faith Baptist Fellowship and Cambridge Wesleyan Church present our 2024 Vacation Bible School… Breaker Rock Beach-Gods rock solid truth in a world of shifting sands. Romans 12:2.
This VBS will be held at Faith Baptist Fellowship from July 7-11 nightly from 6pm-8pm, FAMILY NIGHT will be held on July 11. All children that are in Kindergarten through completed 5th grade are welcome. Each of our VBS workers have passed a complete background check for the safety of your children.
We will learn about Jesus, have music, snacks, crafts, games and mission projects. Please call Faith Baptist Fellowship with any questions at 410-221-5104 or our VBS Director, Mrs. Linda Blackmon at 410-330-1701. Registration is open now. This event has no cost and is free for each child. Just click on the TICKETS link to register.

4th of July Celebration Fireworks in St. Michaels on Saturday the 6th
2024-07-06 20:30 - 22:30
2024 Fireworks in St. Michaels Harbor!
Scheduled for Saturday night July 6, 2024, shortly after dusk 8:30pm to 10-10:30pm
With a rain date on July 7, 2024.
Bring your lawn chairs and find a good spot in town!
The Chesapeake Bay Maritime Museum will be open to the public for viewing.
Or, come by boat and anchor out in the Miles River!

Big Band Night & Independence Day Fireworks in St. Michaels
2024-07-06 19:00 - 22:00
In celebration of Independence Day, the Chesapeake Bay Maritime Museum will host Big Band Night on July 6, inviting guests to bring lawn chairs and picnic blankets for an evening of music, dancing, and fireworks along the Miles River.
The doors open at 6pm before the music begins at 7pm.
The Shades of Blue Orchestra brings its signature sound to the historic Tolchester Beach Bandstand, and CBMM’s waterfront campus offers a great vantage point to enjoy the St. Michaels fireworks, which begin at dusk that evening. Food, ice cream, and non-alcoholic beverages will be available for purchase during the event.
Admission to Big Band Night is $7 CBMM members with member children 17-and-under admitted free. The cost for non-members is $12 for adults, $11 for seniors (65+) and college students with ID, $6 for children 6–17, and free for children 5 and younger. All active and retired military members receive free admission to this event.
Event by Chesapeake Bay Maritime Museum
Venue: Chesapeake Bay Maritime Museum
The rain date for the concert and fireworks is July 7.
For advanced tickets and more information, visit https://cbmm.org/event/big-band-night/

First Friday of the Month Gallery Walk in Downtown Easton
2024-07-05 17:00 - 2024-10-04 19:00
On First Friday the art galleries of downtown Easton extend their hours and invite you on a tour of artistic adventure – openings, lectures, book signings, and more!
View new art exhibits, meet the artists, and discover sales and great deals.
Enjoy dinner and drinks at one of our restaurants, stroll downtown, and spend the entire First Friday evening in beautiful downtown Easton.
Event by Discover Easton
Venue: Downtown Easton, MD

Town of Oxford Fireworks on July 5th!
2024-07-05 08:30 - 21:30
Jul 5: Town of Oxford Fireworks – 8:30 – 9:30 PM.
Sponsored by the Tred Avon Yacht Club
The Oxford fireworks show celebrates Independence Day on the “Strand”
Venue: The beautiful riverside street along the Tred Avon River.
Watch the sky light up with this beautiful fireworks display beginning at duck, usually around 9 PM.
Bring your lawn chair and get a spot early

4th of July Fireworks in Cambridge
2024-07-04 20:30 - 21:30
The City of Cambridge will have their Annual 4th of July Fireworks
Firework display beginning at Dusk from Gerry Boyle Park at Great Marsh over the Choptank River.
Date and Time:
Thursday Jul 4, 2024
9:00 PM – 9:45 PM EDT
Venue:
Gerry Boyle Park at Great Marsh
end of Somerset Avenue
Cambridge, MD 21613
Organizer:
City of Cambridge Calendar
Website:
http://www.choosecambridge.com
Contact Information:
410-228-4020

4th of July Fireworks Cruise in Annapolis
2024-07-04 18:30 - 22:30
Join us for a festive cruise celebrating the 4th of July. Enjoy a sunset sail before we anchor close to the fireworks barge for the 9:15pm fireworks display. Following the end of the fireworks we will return to the dock. Maximum 30 guests
Depart:
6:30pm from Annapolis Waterfront Hotel dock
Return:
After the end of the fireworks display (usually around 10pm) to the Annapolis Waterfront Hotel dock
Includes:
Each guest will receive soda and a pre-packaged selection of desserts which will include bite size portions of Brownie, Chocolate Chip Cookie & Beignet.
Craft beer, wine & bubbly available for sale onboard (Purchase Drink Vouchers when you buy your tickets for faster service aboard)
Price:
$149.50 per person (including tax)
Ticket Website:
https://www.facebook.com/events/1639023096836054
Organizer:
Event by Schooner Woodwind: Annapolis Sailing Cruises
Venue:
80 Compromise St, Annapolis, MD, United States, Maryland 21401
