Long regarded as one of Vermont’s finest restaurants, The Prince & The Pauper now celebrates its 35th year of excellence with Executive Chef Dan McLellan and proprietors Heidi Talbert and Vincent Talento. Our Prix Fixe Dinner Menu changes nightly and is inspired by flavors from around the globe. The Bistro Menu offers an eclectic selection of lighter fare, and both menus provide outstanding value and the same culinary excellence!

We invite you to join us for a memorable evening. Our lounge opens for cocktails at 5:00 pm and dinner is served every evening beginning at 5:30 pm. You’ll find us in the heart of Woodstock Village, next to The Woodstock History Center (click here for directions). Our Prix Fixe Menu is always available à la Carte. The Bistro Menu is available Sunday through Friday with the exception of certain holiday weekends and very busy special times.  We are often asked about our dress code, our response is “evening, dressy casual, jackets are not required.” We accept Visa, MasterCard, Discover and American Express.


Special Events at The Prince and The Pauper…


DINNER and a Movie

How it works…~ Complimentary same night Big Screen Movie Ticket when you are seated for dinner at 5:30pm and purchase an Entrée.  Date night dinner with us, then off to the 7:30pm movies presented by Pentangle Arts at the Woodstock Town Hall Theatre ~

* Reservations are recommended *

We will update you on upcoming Movies as soon as they become available, at the moment CATS the Musical has taken over the Movie Theatre / Stage

***Offer valid on evenings when Pentangle Arts www.pentanglearts.org has a movie showing that same night***



Mother’s Day Brunch Only and CATS Package:  SOLD OUT!

Mother’s Day, May 8th, 2016

 Brunch and CATS Matinée Show PACKAGE

Treat Mom to a relaxing and enjoyable day in Woodstock, Vermont!  For all those meals she has cooked for you……

P&P Brunch seatings begin at 11:00am and the last seating is 12:15pm, then off to the 2:00pm

matinée performance of CATS Live on the Stage at Pentangle Arts

CATS Musical is produced by Pentangle Ars in Collaboration with ArtisTree Community Arts Center


Package price $50 Adult or $37 Child 12 and under includes Soup or Salad, Entrée, Dessert, Coffee or Tea or Soft drink, tax and Gratuity and a Ticket to CATS Matinée Sunday, May 8th at 2:00pm

Brunch Only $25 (Tax and Gratuity not included)


 Mother’s Day Brunch Menu

3 Course Prix Fix

Soup or Salad

Sliced Roasted Sirloin
Poached Faroe Island Salmon
Classic Quiche Lorraine
Strawberry French Toast
Brie and Apple Strudel


Coffee, Tea or Soft drink

$50 Adult / Cats Package
$37 Child 12 and under/ Cats Package

Dan McLellan, Executive Chef                                Lyda Lemire, Chef de Cuisine

Mother’s Day Dinner:  Offering our Dinner Menu and Bistro Menu 5:30 pm through 8:30 pm – Please call to reserve a table 802 457 1818


After a long day of work or touring we welcome you and yours to come in, sit back, relax and enjoy a memorable evening.  Our staff will offer you great food, creative cocktails and professional service in a warm and welcoming atmosphere.  –Thank you so much for 35 wonderful years!

Planning a Wedding in Woodstock

The Prince and The Pauper is centrally located in the heart of Woodstock Village.  Easy walking distance from The Woodstock Inn, The Shire Woodstock, Pentangle Arts and the churches of Woodstock. We’ve hosted over one hundred Wedding Receptions, Rehearsal Dinners with custom designed menus to fit any budget. Indoor seating is available for groups up to 75. Outdoor seasonal events can be arranged on the lawn of The Woodstock History Center…overlooking the beautiful Ottauquechee River…for groups up to 150. Please call us at 802.457.1818 for further information.



Corporate & Private Events

We would be delighted to help you create the perfect affair.  Come Celebrate with us!!!  Bridal Luncheons, Birthdays, Graduation, Anniversary and Corporate Dinners. Learn More

Receptions & Rehearsals

Wedding receptions and rehearsal dinners are a specialty, indoors or out. . Learn More

Gift Certificates

The perfect gift for the person that has everything? Dinner at the Prince And The Pauper, of course. Learn More