Route description
SOUTH BERKSHIRE SIDE TRIPS NORTHBOUND,
CONNECTICUT BORDER TO LENOX
DIST INSTRUCTIONS BEAR BEAR ALTI-
STEP READ **SIDE TRIP CONNECTION (Asterisks) ING ING TUDE
DOWN Note (not capitalized) BACK FWD FEET
SIDE TRIP 1
1 0.00 HARD RIGHT on Alum Hill Rd from 155 115 679
main route on Polikoff Rd
2 1.21 MERGE FROM RIGHT at fork 240 085 666
SHEFFIELD-NEW MARLBOROUGH before turn
3 1.35 LEFT on Mill River Rd 265 355 705
4 2.36 STRAIGHT where Brewer Hill Rd goes left; 270 050 715
BEAR LEFT at triangle still on Clayton
Mill River Rd
5 3.84 STRAIGHT past Brewer Branch Rd 200 020 787
**Umpachene Falls -- waterfall and
swimming hole 0.2 mi on right
6 5.08 RIGHT over bridge THEN LEFT past 260 340 833
store on Great Barrington Rd
7 6.56 LEFT at triangle onto Mill River- 170 295 1070
Sheffield Rd
8 7.49 NEW MARLBOROUGH -> SHEFFIELD 100 280 1096
9 9.66 REJOIN MAIN ROUTE: STRAIGHT on County Rd 115 295 673
where Hewins Rd merges from right;
continue across river onto Maple St
SIDE TRIP 2
1 0.00 LEAVE MAIN ROUTE: 135 300 709
BEAR LEFT at fork entering South
Egremont from Sheffield Rd
2 0.16 MERGE FROM LEFT onto Rte 23-41 115 265 715
3 0.62 BEAR LEFT onto Rte 41 045 200 732
4 0.78 BEAR RIGHT onto Mt Washington Rd 015 225 741
5 4.12 EGREMONT -> MT WASHINGTON 025 205 1378
Mt Washington Rd becomes East St
6 5.20 BEAR LEFT on East St 355 155 1608
7 6.00 MERGE FROM LEFT, still on East St 325 100 1680
8 8.51 RIGHT onto Cross Rd at town center 190 260 1660
9 9.13 MERGE FROM RIGHT onto West St 120 310 1621
10 10.39 BEAR LEFT onto Falls Rd 100 260 1350
11 10.80 Bash Bish Falls access trail on left 170 350 1243
12 12.41 MT WASHINGTON, MA -> COPAKE, NY just 080 260 1001
past second access trail; Falls Rd
becomes Route 344; Ore Pit Pond
swimming area on right
13 14.51 RIGHT on Cemetery Rd at town center 080 310 700
14 14.61 RIGHT ON North Mountain Rd 130 045 700
15 16.51 RIGHT on Breezy Hill Rd 170 045 850
16 18.11 Top of climb 195 015 1286
17 19.11 COPAKE, NY -> HILLSDALE, NY 215 035 984
18 19.45 RIGHT on Rte 23 205 135 840
19 20.54 HILLSDALE, NY -> COPAKE, NY 320 140 951
just before Catamount ski area
20 20.69 COPAKE, NY -> EGREMONT, MA 315 135 1017
21 23.64 STRAIGHT onto Rte 23-41 255 075 732
22 24.15 BEAR LEFT on Rte 23 in South Egremont 260 080 715
23 24.29 STRAIGHT on Rte 23-41 in South Egremont 270 000 719
rejoining main route which merges from
right on Button Ball Lane
SIDE TRIP 3
1 0.00 STRAIGHT on Rte 23-41 in Great 265 075 771
Barrington where main route goes hard
left on Rte 71
2 1.23 Newsboy monument on right 220 040 715
Fill your water bottle at fountain
3 1.63 MERGE FROM LEFT onto Route 7 220 355 722
4 1.91 LEFT onto St James Pl, Gt Barrington 210 290 712
**SIDE TRIP 4: goes straight on Rte 7
5 2.02 RIGHT on Castle St after RR overpass 110 015 715
Steep climb for next mile; walk if
you must to view 19th century mansions
6 3.14 MERGE FROM LEFT: Castle St becomes 155 335 886
Alford Rd
7 3.68 REJOIN MAIN ROUTE: Straight on Alford 135 315 758
Rd; Albert Schweitzer Center 0.9 mi
on left on Hurlbert Rd
SIDE TRIP 4
1 0.00 DIVERGE FROM SIDE TRIP 3: NORTH on 215 035 712
Rte 7 in Great Barrington
2 0.64 RIGHT and over river bridge still on 185 090 699
Rte 7
3 1.10 STRAIGHT on Rte 23 300 120 715
4 3.51 LEFT on Monument Valley Rd 255 355 981
5 6.21 RIGHT on Rte 7 100 020 873
6 8.12 GREAT BARRINGTON -> STOCKBRIDGE 175 035 869
7 10.67 REJOIN MAIN ROUTE; Right on Rte 102 180 115 843
SIDE TRIP 5
1 0.00 RIGHT on West Dale Rd (dirt road) 300 190 951
2 0.92 MERGE FROM LEFT onto Mohawk Lake Rd 005 140 974
3 1.44 RIGHT on Willow St 315 225 860
4 1.83 Chesterwood, home and studio of Daniel 045 225 876
Chester French: BACKTRACK on Willow
5 2.02 RIGHT on Christian Hill Rd 225 135 899
6 2.30 CROSS Rte 183 onto Glendale Rd 315 100 810
7 2.84 Former Stockbridge town dump on right 225 075 876
which was closed when Arlo arrived
8 3.11 LEFT on Butler Rd and down hill to 260 315 860
footbridge
9 3.29 Over footbridge to Norman Rockwell 120 315 827
Museum: then BACKTRACK over footbridge
10 3.48 RIGHT on Middle St (Glendale changes 315 080 860
name)
11 4.04 LEFT on Church St (Rte 102) at town 280 355 846
green; Arlo was jailed at town hall
here; Children's clock tower on green;
Indian memorial after turn
12 4.58 STRAIGHT on Church St where Rte 102 175 355 840
bears left
13 4.71 BEAR RIGHT on Field St 195 355 833
14 4.85 HARD RIGHT on Meeting House Rd 195 135 883
15 5.02 Cliff over which Arlo dumped trash 315 135 925
16 5.19 RIGHT on Prospect Hill Rd 315 170 1007
17 5.47 Naumkeag Mansion 340 160 984
18 5.95 MERGE FROM RIGHT onto Pine St 340 200 843
19 6.10 RIGHT on Main St (Rte 102) 025 110 840
20 6.17 Fete Chez Vous Foods (former Alice's 280 100 840
Restaurant) at back of alley after
Red Lion Inn; main route continues
on Rte 102
SIDE TRIP 6
1 0.00 RIGHT on Meadow St and over river bridge 265 065 856
2 2.33 RIGHT on Main Road 270 155 883
LEE -> TYRINGHAM 0.5 mi after turn
3 4.19 Gingerbread House; BACKTRACK on 315 135 935
Meadow St but you may continue 0.9 mi
to Tyringham Center. Note NO STORE there.
4 6.06 STRAIGHT past Meadow St 135 315 883
TYRINGHAM -> LEE 0.5 mi before turn
5 6.60 Spring on right; fill water bottle 180 000 860
6 7.52 LEFT on Rte 102 215 330 883
7 7.60 RIGHT on Pleasant St (old 102) 030 225 883
8 7.67 LEFT on Lois St after bridge 030 260 883
9 7.86 RIGHT on Marble St, rejoining main route 080 320 919
SIDE TRIP 7
1 0.00 RIGHT on Stockbridge Rd where main 175 080 892
route goes left
2 0.30 LEFT on High St after town green and 260 340 886
courthouse
3 0.81 RIGHT on Center St 160 070 902
4 1.04 LEFT on Columbia Rd along river 255 045 902
5 1.77 MERGE FROM LEFT on Greylock St 210 005 919
6 2.05 BEAR LEFT on Mill St and cross river 175 330 928
LEE -> LENOX
**Right to October Mountain State Park
just before bridge over river
7 2.67 BEAR RIGHT onto Crystal St, with river 150 025 945
on right
8 3.91 LEFT on Housatonic St 190 290 965
9 6.12 REJOIN MAIN ROUTE: RIGHT on Rte 7A 105 020 1280
Route description