Prime Rib Dinner
Join us for Prime Rib at the Wayside, every Friday.
Specials and prices subject to change. Available while supplies last.
Reservations Recommended, especially during vacation weeks.
Closed for a Private Event
August 28, 2026
Lobster Boil
September 6, 2026 at 4:30 pm
Join us for a lobster boil on the patio! With live music by Dave Levy.
Each ticket includes one lobster dinner with a whole lobster and buffet sides
75$ per ticket
Tickets REQUIRED.
Extended Breakfast
October 3-4 & 10-12, 2026
7:30-10:30 am
Extended hours for breakfast and OPEN TO THE PUBLIC!
limited menu | flat rate per breakfast
Wayside Inn Hotel Guests: breakfast is included!
Fall Wine Dinner
October 24, 2026 at 5:30 pm
Enjoy delicious food and wine pairings on Saturday night led by Mark Grabert - long time friend of The Wayside Inn who has been hosting our wine tastings for many years.
With a curated 4 course dinner and more wine than you know what to do with, it’ll be a night to remember!
Book with our Wine Dinner Hotel Package and make a weekend out of it!
Proceeds donated to Second Chance Rescue
Reservations Required
Halloween Brunch
October 25, 2026 10:30 am - 1:30 pm
It’s spooky time! Enjoy our a la carte brunch menu with spooky specials to ring in scariest season of the year!
Costumes welcome
Reservations recommended
Halloween Dinner With Local Ghost Stories
October 30, 2026
Join us for a spooktastic evening!
Enjoy a curated 4 course menu paired with local ghost stories performed by the Littleton Historical Society.
Reservations Required
Closed for Stick Season
November 11 - November 26
Thank you so much for another amazing season!
Brunch at the North Pole
December 13, 2026 10:30 am - 1:30 pm
Enjoy our a la carte brunch menu with holiday specials to ring in season!
Reservations recommended
Winter Solstice Dinner
December 21, 2026 4-9 pm
Curated Menu | Wine Specials | Dinner Specials | Candlelit atmosphere
Spend the longest night of the year with friends and family here at the Wayside
Reservations highly recommended
Christmas Eve Dinner
December 24, 2026 4-8 pm
Let’s celebrate the season with stories, laughter, and a full table.
Limited Menu | Wine Specials | Dinner Specials | Candlelit atmosphere
Reservations recommended
Holiday Break Brunch
December 27, 2026 10:30 am - 1:30 pm
Take a break from cooking and skiing and join us for a snowy brunch overlooking the river!
Reservations highly recommended
New Year’s Eve Dinner
December 31, 2026 4-9 pm
Ring in the New Year with a limited curated menu and drink specials
Reservations highly recommended