Stories from the Road

Lodging for the Piccadilly Pineapple Adventure Trail

NameSectionWeb AddressStreet AddressNotesNotesPhone
The Jenkins Inn1jenkinsinn.com7 West St, Barre, MA 01005Small little B&B in the middle of sec 1, close to few restaurants1- mid route978-355-6444
1896 House21896 House |910 Cold Spring Road, Williamstown, MA 01267Nice hotel just off the route2- end of section413-458-1896
Bascom Lodge2Bascom Lodge – Restaurant in Adams, MA3 Summit Road Adams MASeason Lodge at the top of Mt Greylock2- end of section413-743-1591
Berkshire Valley Inn2Berkshire Valley Inn: Your Cozy Stay Minutes from Jiminy Peak Ski Resort in Williamstown, MA2541 Hancock Rd, Williamstown, MA 01267Little motel slightly off route2- end of section413-675-5428
Dancing Bear B&B2Home – Blooming Inn Shelburne Falls ( Mechanic St, Shelburne Falls, MA 01370Cute little B&B in a very nice little town, just about 1 hour into 22- mid route860-778-4759
Hotel Downstreet2Hotel in North Adams MA | Hotel in the Berkshires ( Main St, North Adams, MA 01247Nice hotel in center of city with lots of restaurant options2- end of section413-663-6500
Red Roof PLUS+ South Deerfield2Cheap Hotel in Amherst – South Deerfield, MA 01373 | Red Roof9 Greenfield Rd, South Deerfield, MA 01373Chain hotel at end of Sec 2, Few restaurants within a few miles2- end of section413-634-4003
Goldenrod Country Inn2The Goldenrod Country Inn144 Huntington Rd, Worthington, MA 01098Beautiful country Inn with excelent restaurant. Right in the middle of section 22- mid route413-238-0144
Cavalier Cottage B&B3Cavalier Cottage – Pet Friendly Lodging in Western MA236 E Oxbow Rd, Charlemont, MA 01339Nice Bed and Breakfast in the middle of section 33- mid route413-625-2262
Country Inn Jiminy Peak3Home – Jiminy Peak37 Corey Rd, Hancock, MA 01237Resort with several restaurant – Just off route2- end of section413-738-5500
Latchis Hotel3Latchis Hotel50 Main St, Brattleboro VTSlightly off route in middle of Sec 33- mid route802-254-6300
Centennial House B&B3Centennial House Bed and Breakfast in Northfield, Massachusetts (the centennial Main St, Northfield, MA 01360Slightly off route near end of Section 33- end of Section413-498-5921
French King Motel3French King Restaurant & Motel ( French King Hwy, Erving, MA 01344Motel and Restaurant combo on the start of sec 4 would make good end to sec 33- end of Section413-423-3328
Green River Bridge Inn3Picturesque | Green River Bridge Inn2435 Stage Rd, Guilford, VT 05301Cute little B&B right in the middle of section 33- mid route802-490-2632
Hampton Inn & Suites Greenfield3Hampton Inn and Suites Greenfield, MA Hotel ( Shelburne Rd, Greenfield, MA 01301Chain hotel at end of sec 3, can also be used for end of sec 23- end of Section413-773-0057
The Inn at Crumpin-Fox3The Inn at Crumpin-Fox: A New England Resort Destination | Bernardston, MA ( Northfield Rd, Bernardston, MA 01337Nice Motel near the end of sec 33- end of Section413-648-9131
Maple Terrace3Maple Terrace | Country Charm in Heart of Williamstown MA555 Main St, Williamstown, MA 01267Cute little motel owned by motorcyclist. Just off the end of Sec 3, lots of local restaurants to choose from3- end of Section413-458-9677
Tourist3TOURISTS Welcome915 State Rd, North Adams, MA 01247riverside retreat inspired by the classic American roadside motor lodge3- end of Section413-347-4995
Blue Vista Motor Lodge3Blue Vista Motor Lodge229 Mohawk Trail, Florida, MA 01247Cute motel with amazing views, just a few miles into Sec 4 , Restaurants several miles away3- end of Section413-664-0007
Chocksett Inn1 or 4Central Massachusetts Inn & Wedding Venue | Chocksett Inn59 Laurelwood Rd, Sterling, MA 01564Beautiful Inn with restaurant and several nearby restaurants1- start of section978-422-3355
Double Tree Leominster1 or 4Double Tree99 Erdman Way, Leominster, MA 01453Chain hotel at start of 1- End of 41- start of section978-534-9000
Great Wolf Lodge and Waterpark1 or 4Indoor Water Park & Resort | Boston Resort | Great Wolf Lodge150 Great Wolf Dr, Fitchburg, MA 01420Chain hotel at start of 1- End of 41- start of section866-678-9653
Colonial Hotel1 or 4Central MA Hotel & Wedding Venue | Colonial Hotel ( Betty Spring Rd, Gardner, MA 01440Start of section 1 or end of 4. Possible place to leave trailer for whole trip1- start of section978-630-2500
Rodeway Inn Westminster1 or 4Rodeway Inn Westminster Westminster, Massachusetts, US – Reservations.com183 Main St. Westminster MASmall little motel just off the highway1- start of section855-516-1090