Legendary Tales. Timeless Romance.

Valentine's Dinner for Two

The Wayside Inn will begin accepting reservations for Thanksgiving on Monday, October 26, 2020 at 8:00AM. Due to Covid restrictions and Social distancing, we are only seating a maximum of 6 guests at any one table.  This means we are only accepting reservations of 6 people or less.  There will be 3 seatings in each dining room starting at 11:45 AM, we cannot guarantee any particular dining room up front. We will also require a credit card to guarantee a reservation for 4 or more people.  In the event we confirm a reservation that does not show, and it has not been canceled, there will be a $100 charge for the table. See menu below.
For reservations call no earlier than October 26, 2020 978.443.1776.

Take out ONLY Friday February 12-Sunday February 14, 2021

Let us cook your romantic dinner so you can focus on what really matters.

Complete Dinner for two includes

  • One Bottle of chilled prosecco
  • Caesar Salad kit to be tossed at home
  • Filet Mignon with brandied mushroom sauce (cooked medium rare unless otherwise specified)
  • Twice baked potatoes
  • Fresh asparagus with lemon butter
  • Chocolate covered strawberries

$85 per couple, plus tax


Weekend Dinner Special

Available dine-in and take-out. Includes your choice of appetizer and sides.
Available Friday, Saturday, and Sunday for $25.95


Our House Garden Salad
or Onion Soup
or New England Clam Chowder


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Thanksgiving, November 26, 2020 (Dine In)

Three Course Dinner $44.95/person
Children’s dinners for ages 12 and under are $25

Locally Pressed Apple Cider              Port Wine Cheese & Crackers

Wine by The Glass

First Course

Choice of one
Served with whipped potatoes, butternut squash, buttered green beans, cranberry orange relish, and Gristmill bakery basket.  
Lobster Bisque
Jumbo Shrimp Cocktail
Cocktail sauce, lemon
New England Clam Chowder
Caramelized Onion and Brie Tart
Balsamic Glaze

Second Course

Baby Field Greens, dried cranberries, Vermont cheddar cheese, & candied pecans
Apple Cider Vinaigrette

Main Course

Choice of one
Roast Native Turkey
Cornbread & sausage stuffing, giblet gravy
Prime Rib of Beef
Slow roasted for tenderness, served au jus
Salmon Dijonnaise
Herb crusted fillet with hint of dijon


Deep Dish Apple Pie, whipped cream $5.95
Baked Indian Pudding, vanilla ice cream    $5.95
Ice Cream or Sherbet    $4.95
Pumpkin Pie   $4.95
Chocolate Mousse Cup  $6.95
Traditional Crème Brulee    $6.95

Freshly Brewed Columbian Coffees & Assorted Herbal Teas     $2.50

*Consuming raw or undercooked meats, poultry, seafood, shellfish or eggs, may increase your risk of food borne illness 
Before placing your order, please inform your server if anyone in your party has a food allergy
Special Dietary Needs

At Longfellow’s Wayside Inn, we are happy to accommodate various dietary needs our diners may have including: low-salt, gluten-free, vegan, and vegetarian.  Please be sure to discuss any allergies or restrictions with your server.

 For our gluten-free diners, we offer the following menu:

Appetizers and Salads
  • Oysters on the half shell
  • Shrimp Cocktail
  • Fresh Melon, raspberry sherbet
  • Caesar Salad*, without croutons
  • Garden Salad, cranberry vinaigrette
  • Jerusha Peach Mold
  • Innkeeper’s Salad
Main Course
  • Roast Prime Rib*, au jus
  • Grilled Chicken Breast
  • Boston Schrod, broiled with butter
  • Grilled Salmon, fresh lemon
  • Fresh Swordfish Steak
  • Roasted Duck, served crispy
  • Seasoned Filet Mignon*
  • Black Angus Sirloin Strip Steak*

Above Entrees served with Fresh Vegetable and Potato. Please note that our rolls, muffins, and sauces all contain glutens.

  • Choice of Ice Cream or Sherbet
  • Jerusha Peach Mold, pineapple cream dressing
  • Indian Pudding served with vanilla ice cream

*Consuming raw or undercooked meats, poultry, seafood, shell fish, or eggs may increase your risk of food-borne illness.


72 Wayside Inn Road, Sudbury, MA 01776 USA
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