Find Agritourism in Chestertown

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Farmstay in Chestertown

Don't see what you're looking for?
See all available properties in Chestertown
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chestertown

    Red Roof Inn & Suites Chestertown

    Red Roof Inn & Suites Chestertown

    160 Scheeler Rd, Chestertown, MD
    The price is $76 per night from May 7 to May 8
    $76
    includes taxes & fees
    $68 per night
    May 7 - May 8
    7.2/10 Good! (345 reviews)
    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road, Chestertown, MD
    The price is $122 per night from May 7 to May 8
    $122
    includes taxes & fees
    $110 per night
    May 7 - May 8
    8.4/10 Very Good! (758 reviews)
    The Lodge at Great Oak Landing

    The Lodge at Great Oak Landing

    22170 Great Oak Landing Rd, Chestertown, MD
    The price is $163 per night from May 4 to May 5
    $163
    includes taxes & fees
    $147 per night
    May 4 - May 5
    7.6/10 Good! (48 reviews)

Farm Vacations

Find farm vacations in Chestertown today
Make your next vacation something different. Spend it in rolling hills, fresh breezes and plenty of peace and quiet. Enjoy just the right amount of activities to keep you busy—but not too busy to stop and take some selfies with the family. When you book amazing farmstay accommodation in Chestertown, you’ll have the time of your life. 

Choose agritourism for your best vacation yet
Agritourism is a hot travel trend, and here’s why. You get to stay at a working farm or guest ranch, enjoying all the benefits of the countryside (like that fresh air we mentioned). Your host will be a local, giving you all the inside tips on things to do in Chestertown. However, you may never want to leave your cozy accommodation. Chestertown farmstays could include everything from educational activities to home-cooked meals. Collecting eggs from a chicken, or picking grapes straight off the vine? Sure thing!

Chestertown agritourism is popular with families, and it’s easy to see why: Digging in the dirt is every kid’s favorite pastime. This is one place where it’s not only encouraged, but part of your itinerary. The little ones will love learning about crops and how the farm works, as well as the regional history of Chestertown. Get your teens into cooking classes, farm tours or just helping out around the land. They’ll be so tired at the end of the day, they might even put their phones down. Now that’s a family vacation to remember!

Chestertown Farmstay essential information

Accommodation
5 Farmstay
Lowest Price
$76
Highest Price
$316
Popular accommodation
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate , The Colonial Farmhouse, Farm Stay at Lansdowne Manor, Watch Deer from a Farm Cottage, Blue Heron Farm Waterfront Chalet