Deer Lake Camp
Campground
Campground · 0.3 mi from the trail
Connecticut · Hiking · Near Middletown
Fat Man's Squeeze
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)- 0.1 mi
- loop
- 252 ft
- high point
- Loop
- route
- Easy
- difficulty
- Apr–Oct
- best months
Fat Man's Squeeze is a short, easy loop hike in Connecticut, about 1.8 miles from the town of Killingworth. The route is only 0.09 miles long, and it sits at a low point of 216 feet, with the high point at 252 feet. The climb is flat, with no elevation gain, and the loop makes a quick stop for anyone already exploring the area. Late spring and early fall are the most comfortable times to go. Typical averages from a nearby weather station in Mt Carmel show May highs around 71°F and September highs around 76°F, while July peaks near 85°F. Chatfield Trail and Chatfield Alternate Trail are both within half a mile, and the 9 Wall (Feather Ledges) climbing area is about 0.6 miles away. Paddlers can reach the Hammonasset River, roughly 3 miles off.
Around this trail
Add any of these when you start a tripSleep close Eat after Shipwreck Tavern
Pub
On your way back · 2 mi
If it rainsVersageek, CC BY-SA 3.0 · Wikimedia CommonsThomas Griswold House
Museum
Museum · 6.0 mi from Middletown
Places © OpenStreetMap contributors · Photos: Versageek, CC BY-SA 3.0 (commons)
More in MiddletownBest time to go · Apr–Oct
Best time to visit Fat Man's Squeeze
Best months: April–October. Best months have typical highs of 55–85 °F, lows of 30 °F or warmer (32 °F where the station doesn't record snow), at most one snowy day and no more than 12 wet days.
Jan
38° / 20°
10 wet
Feb
41° / 22°
9 wet
Mar
48° / 28°
11 wet
Apr
60° / 38°
12 wet
May
71° / 48°
11 wet
Jun
79° / 58°
10 wet
Jul
85° / 64°
10 wet
Aug
84° / 62°
9 wet
Sep
76° / 55°
9 wet
Oct
64° / 43°
9 wet
Nov
52° / 34°
9 wet
Dec
42° / 26°
11 wet
Typical high / low (°F) and days with rain or snow, 1991–2020. Measured at Mt Carmel, CT, 16.5 mi away at 180 ft. This station doesn't record snowfall. Source: NOAA NCEI U.S. Climate Normals 1991–2020.
Keep exploring — more trails worth the drive
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)Chatfield Trail
Next door
Chatfield Trail is a 4.28-mile point-to-point trail in Connecticut with 660 ft of elevation gain.
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)White Trail
~4 min drive
6.07-mile point-to-point trail in Connecticut with 853 ft gain.
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)Bailey Trial North
~2 min drive
Short point-to-point woodland trail in Connecticut.
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)Shepherds Trail
~2 min drive
0.84-mile point-to-point trail in Connecticut with 221 ft gain.
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)Bailey Trial South
~2 min drive
A 2-mile point-to-point Connecticut trail perfect for a quick outdoor walk.
Photo: Magicpiano, CC BY-SA 3.0 (via Wikimedia Commons)Lower Hammonasset Trail
~2 min drive
Easy point-to-point trail through Connecticut coastal wetlands and river habitat.
Photo: Kristof Zyskowski & Yulia Bereshpolova, CC BY 2.0 (via Flickr)Bear House Hill Road Trail
~6 min drive
A 2.11-mile point-to-point woodland trail in Connecticut.
Photo: versageek, CC BY-SA 2.0 (via Flickr)Purple Trail
~7 min drive
0.34-mile point-to-point trail in Connecticut with 42 ft elevation gain.
Photo: versageek, CC BY-SA 2.0 (via Flickr)Yellow Trail
~7 min drive
0.67-mile point-to-point trail in Connecticut with 202 ft elevation gain.
Photo: versageek, CC BY-SA 2.0 (via Flickr)Blue Trail
~7 min drive
0.67-mile point-to-point trail in Connecticut with 85 ft gain.
Map and trail data © OpenStreetMap contributors
