| Business | Phone |
| Berkshire 1802 House 48 S Main St, Sheffield 1257 | (413) 229-2612 |
| Birch Hill Bed & Breakfast 254 S Undermountain Rd, Sheffield 1257 | (413) 229-2143 |
| Staveleigh House 59 Main St, Sheffield 1257 | (413) 229-2129 |
| Broken Hill Manor 771 West Rd, Sheffield 1257 | (413) 528-6159 |
| Sheffield Inn 84 Maple Ave, Sheffield 1257 | (413) 229-9992 |
| Racebrook Lodge 864 S Undermountain Rd, Sheffield 1257 | (413) 229-2916 |
| Ramblewood Inn 400 S Undermountain Rd, Sheffield 1257 | (413) 229-3363 |
| Orchard Shade Bed & Breakfast 999 Hewins St, Sheffield 1257 | (413) 229-8463 |