Business Details
22 Years
experience
Your Historic Berkshires Retreat Awaits
Hillside Garden Inn is a family-operated Bed and Breakfast nestled in the scenic southern Berkshires. Established in 2004, our mission is to provide guests with a welcoming retreat marked by impeccable service, cozy accommodations, and a deep connection to the natural beauty of the region. The property, housed in the historic Elijah Twining House circa 1785, combines antique charm with modern comforts. Our second-floor suite features two elegantly appointed guest rooms, a shared sitting area, and spa-quality amenities. Each room offers breathtaking views of the Farmington River and surrounding hillsides, enhanced by private verandas and screened-in patios. Organic, locally sourced breakfasts are served daily, with homemade treats crafted by owner Rosanne. Guests can explore our vibrant gardens teeming with wildlife or relax in the hilltop gazebo overlooking the Berkshire landscapes. We pride ourselves on creating memorable stays through personal touches, including curated recommendations for local attractions.The inn is situated on 3 Tolland Road, Sandisfield, MA 01255, offering easy access to cultural venues, hiking trails, and shopping destinations. While we maintain a peaceful atmosphere, our location ensures proximity to all the Berkshires have to offer. The property has been carefully restored to balance historical authenticity with contemporary comfort. Owner Steve Hoekstras passion for scenic drives complements Rosannes floral design expertise, creating a harmonious guest experience. We welcome visitors year-round, with seasonal rates reflecting the changing beauty of the region. Special arrangements are available for extended stays or group bookings. Our commitment to hospitality extends to accommodating dietary needs and providing resources for guests traveling with pets. This dedication to thoughtful service has made Hillside Garden Inn a unique destination in the area.
Services
Guest Rooms
Organic Dining
Panoramic Views
Historic Tours
Pet Accommodations
Details
- Year established: 2004
Highlights and features
- We offer rooms in a National Historic Register property dating to 1785
- Our locally sourced organic breakfasts feature homemade treats by owner Rosanne
- Panoramic views from wraparound porches, patios, and hilltop gazebo
- Strategic location near cultural venues, hiking trails, and shopping destinations
- Pet-friendly accommodations with nearby recommended kennel services
Services
Guest Rooms
Two elegantly appointed guest rooms on the second floor feature queen-sized beds, gas fireplaces, and private verandas overlooking the Farmington River. Each room includes spa-quality linens, plush robes, and climate control. The suite offers shared sitting areas and bathrooms, with special arrangements available for extended stays or group bookings.
Organic Dining
Daily organic breakfasts feature locally sourced ingredients and homemade treats crafted by owner Rosanne. Meals incorporate seasonal produce, with special dietary needs accommodated upon request. Guests may dine in private sitting rooms or enjoy meals on the screened-in patio surrounded by lush gardens.
Panoramic Views
The property offers breathtaking vistas from multiple vantage points, including wraparound porches, screened-in patios, and a hilltop gazebo. Guests can observe wildlife like bald eagles hunting along the Farmington River or enjoy panoramic views of distant Berkshire hills throughout the changing seasons.
Historic Tours
Located in the historic Elijah Twining House (c.1785), guests can explore original architectural features while enjoying modern comforts. The inn provides curated recommendations for nearby cultural attractions including Tanglewood, Chesterwood, and the Sandisfield Arts Center.
Pet Accommodations
While our own animals are kept separate from guest areas, we recommend nearby Summit Kennels for pet boarding needs. Located 12 minutes away in Tolland, MA, this service ensures safe and comfortable stays for traveling pets during guest visits.
People
Steve Hoekstra
Co-Owner
Former transportation industry professional turned innkeeper, Steve enjoys scenic drives through the Berkshires and manages daily operations at Hillside Garden Inn.
Rosanne Hoekstra
Co-Owner
Former floral designer turned innkeeper, Rosanne creates homemade treats and curates the gardens that enhance the guest experience at Hillside Garden Inn.
Questions
Is Hillside Garden Inn currently accepting reservations?
No, we are not currently accepting reservations. Please check back for updates.
What historic significance does the property have?
Our inn is located in the Elijah Twining House, built circa 1785 and listed on the National Historic Register.
What dining options are available for guests?
We offer complimentary organic breakfasts featuring locally sourced ingredients and homemade treats by owner Rosanne.
Are pets allowed at the inn?
While we have our own animals, we keep them separate from guest areas. Nearby Summit Kennels provides pet boarding services.
What local attractions are near Hillside Garden Inn?
We're close to Tanglewood, Chesterwood, Jacob's Pillow, and Shakespeare & Co., with hiking trails and shopping destinations nearby.