Sunday, March 8, 2026

Recommended Places to Visit: Southborough

Recreation
Museums

Parks
Fayville Park
Central Street and Winter Street


Hiking
Recommended:
Crystal Pond
~9 Crystal Pond Road

Breakneck Hill Conservation Area
~74 Breakneck Hill Road

Beals Preserve
End of Red Gate Lane

Clemmon Street and Nichols Street

Tried:
Turenne Wildlife Habitat
11 Walnut Drive


Water Bodies
Sudbury Reservoir
Maple Street and Framingham Road

Architecture
Monuments
Town Common
Common Street and Main Street


Town Facilities
Police Department
19 Main Street

25 Main Street


Schools
St. Mark's School
25 Marlboro Road


Historical Buildings
Old Firehouse Plaza
5 Main Street


Places of Worship
St. Mark's Episcopal Church
27 Main Street

First Community Church of Southborough
137 Southville Road

St. Matthews Church
105 Southville Road

Pilgrim Congregational Church
15 Common Street

St. Anne Church
20 Boston Road


Restaurants
Tried:
Dessert
Cold Stone Creamery (chain)
154 Turnpike Road
Recommended Dishes:
Strawberry Ice Cream


Diner
Mauro's Village Cafe (chain)
2 Main Street
Recommended Dishes:
Strawberry Shortcake Pancakes


Deli
The Vin Bin (chain)
154 Turnpike Road
Recommended Dishes:
Pulled Pork Sandwich


Subway (chain)
21 Turnpike Road
Recommended Dishes:
Rotisserie Style Chicken

359 Turnpike Road
Recommended Dishes:
Chai Cider and Fig
Hot Honey Chicken Sammie

Italian
Tomasso Trattoria
154 Turnpike Road
Recommended Dishes:
Tanglinieri Pasta with Beef Ragu
Meatballs

Southborough House of Pizza
5 Main Street
Recommended Dishes:
Five Alarm Fire!
Hawaiian
Meat Special


Latin American
Hola! Restaurante and Tequila Bar
154 Turnpike Road
Recommended Dishes:
Guacamole
Tacos de Asada
Chiles en Nogada


Western
Owen O'Leary's
50 Turnpike Road
Recommended Dishes:
Baked Stuffed Shrimp
Pot Roast
PU PU 4 U

Recommended Places to Visit: Boxborough

Recreation
Water Bodies
Cisco
500 Beaver Brook Road

Flagg Hill Pond
Windermere Road near Flagg Hill Road


Ice Skating
Nashoba Valley ISI Skating School
34 Massachusetts Avenue


Museums
575 Middle Road

 
Parks

Flerra Meadows
Stow Road near Chester Road




Hiking
Tried:
Middle Road near Hill Road

End of Swanson Road

Flagg Hill Conservation Area
Windermere Road, 42.468318, -71.502520


Architecture 
Places of Worship
United Church of Christ
723 Massachusetts Avenue


Town Facilities
Town Hall
29 Middle Road


Restaurants 
Tried:
Latin American

Oscar's Burritos Mexican Restaurant
34 Massachusetts Avenue
Recommended Dishes:
Chicken Tortilla Soup
Hot Dog Quesadilla