Pumpkin picking pre-Halloween

Rural area · Maryland

Rural Montgomery County

Pumpkin picking pre-Halloween

Best timeApr–Oct
From you
Nearest airportIAD · 23 mi
On this page

Overview

Rural Montgomery County, Maryland, is a fairly oddball choice for a trip, as people generally don't think to visit the countryside so close to the metropolis just southeast. It gets a fair amount of visitor traffic nonetheless, simply because it is so easy for residents of the close-in Montgomery County D.C. suburbs to get to. In particular, Sugarloaf Mountain is a very popular destination. But if you look a bit further and feel like wandering along quiet country roads, there are other gems to explore, be they farms where you can go picking, petting zoos, wineries, or even Maryland fried chicken.

4 sights · 1 things to do · 6 places to eat · 3 bars & cafés

Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage

Best things about Rural Montgomery County

McKee-Beshers Wildlife Management Area

While its principal purpose is as a stocked hunting range, McKee-Beshers WMA is best known for its magnificent fields of sunflowers, in bloom towards the end of July. The sunflowers were planted not for public enjoyment—…

Sugarloaf Mountain

Sugarloaf Mountain

Perhaps Maryland's best-known and most prominent monadnock, it's full of hiking trails and beautiful views over the Piedmont Plateau and towards the Appalachian Mountains. It's quite popular during the busy summer months…

C&O Canal

This section of the 184.5-mile Chesapeake and Ohio Canal National Historical Park on its way between D.C. and Cumberland, Maryland is long and remote, with its unending bike path, beautiful river views, and isolated camp…

Poplar Spring Animal Sanctuary

Events are somewhat monthly (check the online calendar), and feature everything from the obvious hanging out with "farm" animals to live bands and vegan potlucks.

Homestead Farm

A fun getaway for picking fruit, pumpkins, Christmas trees (or they also have a shop out front if you just want to stop by and get some great fresh produce and other farm goods). Especially if you are with kids, be sure …

Plan your trip

Best time to visit & weather

Most comfortable: Apr–Oct. Summer highs reach about 90°F; winter lows dip to about 30°F. Very hot (Jul) — plan outdoor time for mornings. Wettest: Jul and Jun. (climate data from nearby Washington, D.C.)

Jan: 2.9 in rain2.9"Jan: high 45°F, low 30°F45°30°JanFeb: 2.6 in rain2.6"Feb: high 48°F, low 32°F48°32°FebMar: 3.5 in rain3.5"Mar: high 56°F, low 39°F56°39°MarApr: 3.2 in rain3.2"Apr: high 68°F, low 48°F68°48°AprMay: 3.9 in rain3.9"May: high 76°F, low 58°F76°58°MayJun: 4.2 in rain4.2"Jun: high 85°F, low 68°F85°68°JunJul: 4.3 in rain4.3"Jul: high 90°F, low 72°F90°72°JulAug: 3.3 in rain3.3"Aug: high 88°F, low 71°F88°71°AugSep: 3.9 in rain3.9"Sep: high 81°F, low 64°F81°64°SepOct: 3.7 in rain3.7"Oct: high 69°F, low 52°F69°52°OctNov: 2.9 in rain2.9"Nov: high 58°F, low 42°F58°42°NovDec: 3.4 in rain3.4"Dec: high 49°F, low 34°F49°34°Dec

Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).

Getting there

  • From you: to see whether to drive or fly, and how long it takes.
  • IAD Washington Dulles International Airport, Dulles — 23 mi away (major hub). Directions
  • DCA Ronald Reagan Washington National Airport, Washington — 31 mi away (major hub). Directions

I-270 is the principal highway running through Rural Montgomery County, and I-70 runs east-west just to the north. The former is a quick way to get here from either D.C. or Frederick; the latter from Baltimore or Pennsylvania via Gettysburg.

Full “Get in” guide ↓

Budget & where to stay

  • Typical meal: about $19 per person at listed restaurants.

See the Sleep guide ↓ for places to stay.

Sample 1-day itinerary

Day 1

  • Morning McKee-Beshers Wildlife Management Area, Homestead Farm, Poplar Spring Animal Sanctuary
  • Lunch House of Poolesville
  • Afternoon Sugarloaf Mountain, C&O Canal
  • Dinner Comus Inn at Sugarloaf Mountain
  • Evening Rocklands Farm Winery

Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.

Food for you

Cuisine (tap to filter)

What to ask about, for your diet

    Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder

    Photos

    Pumpkin picking pre-HalloweenMooin' to his own beat at Poplar SpringsSunflowers at McKee-Beshers Wildlife Management AreaSugarloaf MountainA farm in DarnestownRural Montgomery County

    Map

    Every listing with a location. Tap a pin for its Google Maps link.

    Understand

    Towns

    Damascus, Poolesville, Clarksburg, and Darnestown are the main small towns in the region.

    Get in

    I-270 is the principal highway running through Rural Montgomery County, and I-70 runs east-west just to the north. The former is a quick way to get here from either D.C. or Frederick; the latter from Baltimore or Pennsylvania via Gettysburg.

    Washington Dulles International Airport is not at all far away, although the rarely-bridged Potomac River does make it harder to get to. The fun way to get here from there would be via White's Ferry off of US-15 in Virginia by Leesburg.

    Amtrak doesn't have any stops here between Rockville and Harpers Ferry, but the MARC Train Brunswick Line does have stops at Boyds, Barnesville, and Dickerson. You will need to take a taxi, Uber, or Lyft afterwards.

    See

    See McKee-Beshers Wildlife Management Area

    While its principal purpose is as a stocked hunting range, McKee-Beshers WMA is best known for its magnificent fields of sunflowers, in bloom towards the end of July. The sunflowers were planted not for public enjoyment—they are there to attract doves for the hunt! But there are miles of trails through the fields and forest, which do connect with the C&O Canal towpath, and the WMA is quite popular with photographers. Be sure to bring heavy duty insect repellent, long pants, and good boots, as the terrain is pretty marshy. It's a good idea to give them a call to see what the hunting situation is like—it's less pleasant to walk around the fields if hunters are out in force.

    on River Rd, 2.5 miles west of Seneca Rd/MD 112, then turn left on Hunting Quarter Rd☎ +1 410-356-9272
    MapsWebsite

    See Poplar Spring Animal Sanctuary

    Events are somewhat monthly (check the online calendar), and feature everything from the obvious hanging out with "farm" animals to live bands and vegan potlucks.

    📍 15200 Mt Nebo Ave, Poolesville☎ +1 301-428-8128
    MapsWebsite
    Sugarloaf Mountain

    See Sugarloaf Mountain

    Perhaps Maryland's best-known and most prominent monadnock, it's full of hiking trails and beautiful views over the Piedmont Plateau and towards the Appalachian Mountains. It's quite popular during the busy summer months, as it's less than an hour's drive from Washington, D.C. While a National Natural Landmark, it is a rare example of a privately owned (nonprofit) park open and intended for broad public use. Beautiful day trip. Parking is limited.

    📍 7901 Comus Dr, Dickerson☎ +1 301 869-7846
    MapsWebsite

    Do

    Do Homestead Farm

    A fun getaway for picking fruit, pumpkins, Christmas trees (or they also have a shop out front if you just want to stop by and get some great fresh produce and other farm goods). Especially if you are with kids, be sure to look for the farm animal petting zoo!

    📍 15604 Sugarland Rd, Poolesville☎ +1 301-977-3761
    MapsWebsite

    Buy

    Shop Clarksburg Premium Outlets

    A two-level outlet store with about 90 stores, opened in 2016. Designer and name brands, food court.

    📍 22705 Clarksburg Rd, ClarksburgI-270 exit 18, then S on Rt 121 towards Boyds and turn left🕒 Mon-Sat 10AM-9PM, Sun 10AM-7PM☎ +1 240-702-1200⚠ Last checked Nov 2016 — confirm before you go
    MapsWebsite

    Eat

    Eat Comus Inn at Sugarloaf Mountain

    American$$

    A beautiful, classic American, upscale dining option, with views right out the window of Sugarloaf Mountain.

    📍 23900 Old Hundred Rd, Dickerson🕒 Lunch: Fri Sat 11AM-3PM; dinner: Wed Thu Sun 5-8PM, Fri Sat 5-9PM; brunch: Sun 11AM-3PM💲 $35-60☎ +1 301-349-5100
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Eat Red Rooster

    Chicken

    A hole-in-the-wall dive with what is universally acclaimed (among anyone from the area, at least) as the best fried chicken you'll ever eat. Stop by and confirm for yourself. For a treat, ask for a cherry coke—they add their own cherry syrup to regular coke, and it's twice as delicious as anything you'd get out of a can.

    📍 10005 Damascus Blvd, Damascus🕒 Mon-Sat 5AM-9PM, Sun 8AM-7PM☎ +1 301-253-4081
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Eat Sunshine General Store

    BurgersAmericanBreakfast / Brunch$

    This is basically a shack out in the country with incredible handmade burgers, as well as the best diner-style breakfast for miles. It's worth a stop.

    📍 22300 Georgia Ave, Brookeville🕒 Mon-Fri 4:30AM-5PM, Sat 5AM-5PM, Sun 6AM-3:30PM💲 $3-12☎ +1 301-774-7428
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Eat Tom & Ray's Restaurant

    SeafoodChickenAmerican

    A classic and ancient American greasy spoon in the center of Damascus. Regional plates like soft-shell crab sandwiches (in season), fried chicken, and scrapple are always good bets. Huge portions!

    📍 9876 Main St, Damascus🕒 Mon-Sat 6AM-7:45PM, Sun 8AM-2PM☎ +1 301-253-3331
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Drink

    Drink Rocklands Farm Winery

    Bar / Café

    Local winery with tastings, tours, and food.

    📍 14531 Montevideo Rd, Poolesville🕒 Wed Thu 1-7PM, Fri 1-9PM, Sat noon-8PM, Sun noon-6PM, closed Mon Tue☎ +1 301-825-8075Checked Apr 2023
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Drink Sugarloaf Mountain Winery

    Bar / Café

    This is one of Maryland's most well-regarded wineries, and is easily coupled with a trip to the mountain, which in turn provides lovely views from the winery. The Comus is a favorite. Dog-friendly.

    📍 18125 Comus Rd, Dickerson🕒 Daily noon-6PM☎ +1 301-605-0130
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Drink Two Chimneys Ciderworks

    Bar / CaféGluten-free options

    Cidery built around historic chimneys. Also has gluten-free beer. Dog-friendly outside.

    📍 7115 Damascus Rd, Gaithersburg🕒 Thu 4-8PM, Fri 3-9PM, Sat 11AM-9PM, Sun 11AM-6PM, closed Mon-Wed☎ +1 240-745-5390Checked Apr 2023
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Sleep

    Surprisingly enough, there is not one place in this fair part of the county to lay one's head. You'll have to backtrack to Germantown or onwards to Frederick.

    Go next

    • White's Ferry across the Potomac towards Leesburg, VA was a fun outing until the ferry stopped running. If you are in the mood, Leesburg has great shopping at the Leesburg Corner Outlets.
    • Historic, beautiful Harpers Ferry in West Virginia is a relatively easy drive through western Frederick County.
    • Decided the country isn't for you? No worries, you hardly left the city, and it takes no time to get back to the built up Montgomery County suburbs, or for that matter D.C. via I-270 or even Baltimore via I-70. If you want somewhere in between, the small, laid back city of Frederick is close by and a nice place for a dinner or some antiques shopping.
    • Past Frederick, and generally no more than an hour's drive from Rural Montgomery County is Antietam National Battlefield—a must for Civil War buffs (or really anyone with a passing interest in American History).

    Nearby

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