Nestled along the shores of Cobbetts Pond in Windham, New Hampshire, is a cozy and elegant dining space with a breathtaking backdrop. A stunning place to hold intimate gatherings and special events, Castleton’s Waterfront Dining on Cobbetts provides an elegant set of venues with unparalleled views. Our venue is designed to create unforgettable memories. We host everything from small-scale gatherings, such as micro weddings and birthday parties, to special events like our very first Moana’s Luau Luncheon and our annual Brunch with Santa. 

Let’s explore how you can make the most of this waterfront dining venue for your next small-scale event in New Hampshire. 

Private Waterfront Dining: Small-Scale Events & Intimate Celebrations

Our waterfront dining space is the perfect setting for those seeking an exclusive yet intimate event experience in southern New Hampshire. Whether you’re celebrating a birthday milestone, hosting a micro wedding, or gathering the family for a reunion, Waterfront Dining on Cobbetts provides the ideal ambiance. 

Why Book a Micro Wedding at Waterfront Dining on Cobbetts?

Micro weddings have become an increasingly popular choice for couples who prefer an intimate and personal wedding experience. Waterfront Dining on Cobbetts can host up to 35 guests, so your vow ceremony and reception will be private and customizable. We host dozens of micro weddings each year, and here’s why:

Breathtaking Photos: Capture the exchange of vows as the sun sets over Cobbetts Pond—a picturesque and romantic backdrop for photographs that you will cherish forever. 

Exclusive Ambiance: Choose from three stunning dining spaces to meet your needs. Our Lawn and Portico dining spaces offer refreshing outdoor dining with built-in patio heaters to keep you cozy, or you may opt for the indoor elegance of our Waterfront Corridor, which boasts stunning views overlooking the pond. After your meal, gather around one of our outdoor fireplaces on the patio for a drink and soak in the warm, inviting atmosphere.

Stress-Free Planning: Our exceptional staff makes sure every detail is perfect, and this makes a huge impact when it comes to you, and your guests’ experience.

Ample Dining Selection: Select up to three savory entrees, choose your hors d’oeuvres by the dozen, and grab some sweet desserts. All private dinners come set with white linens and black napkins, but other linen colors are available for an additional cost. 

Birthdays, Anniversaries, Family Reunions, and Showers

The special moments in life deserve to be celebrated, and sometimes your home isn’t enough. Waterfront Dining on Cobbetts is ideal for celebrating birthdays, anniversaries, family reunions, engagement parties, baby showers, bridal showers, family graduation celebrations, retirement parties, milestone celebrations, and more. Our waterfront dining offers:

Customizable Menus: Our chefs work hard to provide private dining guests with something for everyone, even those with food allergies or intolerances. 

Intimate Spaces: You and your guests can choose between our Lawn, Portico, or Waterfront Corridor, with enough space for 35 guests. 

Waterfront Views: Enjoy breathtaking pond views from every angle. Dine al fresco on our Lawn or Portico, where built-in patio heaters keep you comfortable in any season, or enjoy the indoor elegance of our Waterfront Corridor overlooking the pond. After your meal, unwind by one of our outdoor fireplaces with a drink in hand.

Experienced Staff: Our friendly staff collaborates with you to ensure a smooth event. Our team is dedicated and passionate about creating lasting memories for you and your guests.

Special Events: In addition to birthdays and other celebrations, Waterfront Dining on Cobbetts hosts seasonal ticketed events throughout the year.

Whether it’s a milestone birthday, a long-awaited vow renewal, a gender reveal party, or a spring baby shower or wedding shower, our waterfront private dining space adds an extra touch of beauty to every small event. 

For more ways to celebrate at Waterfront Dining on Cobbets, read our blog: Celebrate Life’s Most Important Small-Scale Events at Castleton Waterfront Dining on Cobbetts

Looking Back: Annual Brunch with Santa

One of Castleton’s most cherished special events is our annual Brunch with Santa. Adults and children alike gather in our beautifully decorated waterfront space to enjoy a brunch buffet, meet Santa Claus, and participate in festive activities designed to entertain. This year’s Brunch with Santa was even more successful than before, with delicious food, a bar that served mimosas, and a Santa who took the time to stop at each and every table. 

“This year’s Brunch with Santa was beyond our expectations! I cannot thank you enough for your help in scheduling our family for this event. Kudos to you and your team, we hope to see you next year.”

~Donna Constant-Haley & Donal Gerow

Tickets for our Annual Brunch with Santa typically go on sale two months in advance. Keep an eye on our social media accounts for the link to purchase tickets to our 2025 Bruch with Santa.

Upcoming Special Event: Moana’s Luncheon, February 23, 2025

If you missed our Brunch with Santa, don’t worry! We’re bringing island magic to Castleton with Moana’s Luau Luncheon, a one-of-a-kind event featuring a themed dining experience, exciting entertainment, and exclusive giveaways. 

Here’s what to expect:

• An island-themed dining space inspired by Disney’s movie, Moana.
• A delicious lunch buffet featuring island favorites like Hawaiian & cheese pizza, island-style rice, and Caribbean chicken.
• The opportunity to dance, sing, and create memories with Moana herself!

This event is the perfect opportunity for kids to meet their favorite Disney Princess right here in New Hampshire. No need to travel to Orlando, Florida; we’re bringing the Moana magic to Castleton! This will be an event for all ages to enjoy and create cherished memories.

If you’re interested in attending our first-ever Moana Luau Luncheon, purchase tickets here.

Planning for Future Events 

It’s never too early to start planning for future events! Whether you’re looking to host an intimate micro wedding, a special birthday celebration, or another meaningful event, Castleton’s Waterfront Dining on Cobbetts is the perfect venue. 

Why Plan Ahead?

There are a number of benefits to planning your events in advance, such as:

• Securing Your Preferred Date: Private dining events at Waterfront Dining on Cobbetts are only hosted on Thursdays, so there are a limited number of available dates. Booking your event as early as possible ensures you get your preferred date!

• Customization of Your Event: Early planning allows for seamless coordination of details and plenty of time to make the right decisions for you and your guests. We won’t be pressed for time, so we’ll make sure you get everything you want. 

• Stress-Free Hosting: Booking early allows you to focus on enjoying your event—not worrying about last-minute details. 

• Better Budgeting: Early planning helps with budgeting, allowing you to explore options and secure the best services within your price range.

By booking your event early, you can ensure that every detail is carefully and intentionally planned, allowing you to fully enjoy your celebration when the day comes. 

Host An Event at Waterfront Dining on Cobbetts

If you’re looking for the most picturesque event space in New Hampshire, Castleton’s Waterfront Dining on Cobbetts is it. We have several indoor and outdoor settings to choose from, all offering unique amenities and experiences for your guests. Our professional staff will ensure your event matches your vision exactly—from start to finish. Plan your next small-scale event at Waterfront Dining on Cobbetts, and don’t forget to check out our upcoming events!