TOP Winery Hotels in Boston, MA for 2026

A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

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Our top choices for Boston hotels with winery

1. Four Points by Sheraton Wakefield Boston Htl&Conference Cntr

Wakefield

Robert

₹15,446

₹17,253 total

includes taxes & fees

27 Sept - 28 Sept

In-room safe, desk, blackout curtains, free cots/infant beds

2. Four Points by Sheraton Boston Logan Airport Revere

Revere

Margaret

₹21,054

₹23,518 total

includes taxes & fees

18 Oct - 19 Oct

3. The Artisan At Tuscan Village, Salem, A Tribute Portfolio Hotel

Salem

Georgios

₹20,038

₹21,742 total

includes taxes & fees

4 Oct - 5 Oct

2 restaurants; breakfast, lunch and dinner served

1 bedroom, desk, laptop workspace, blackout curtains

4. Holiday Inn Salem - I-93 at Exit 2 by IHG

Salem

Susan

₹13,710

₹14,876 total

includes taxes & fees

19 Oct - 20 Oct

House (Bell Buoy) | 2 bedrooms, premium bedding, desk, laptop workspace

5. Bell Buoy

Rockport

"The property is nicely located but in need of updates. A lot of the lamps are plug in vs light switch and there were some flickering lights behind the TV. One lamp was missing a light bulb. No outlet in the bathroom for a hair dryer. The second bathroom is missing a door handle making it hard to open and close. We were unable to reach the ceiling fan chain without having to get on the bed, The Air Conditioner wasn't working on he first floor which made it a bit stuff but with open windows at...

Amy

₹24,223

₹49,172 total

includes taxes & fees

28 Sept - 29 Sept