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Chequessett Yacht and Country Club Wellfleet MA | Membership Cost, Amenities, History, What To Know When Visiting

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Welcome to Chequessett Yacht and Country Club, a hidden gem nestled in the picturesque town of Wellfleet, Massachusetts. As you step onto our grounds, you are greeted by the stunning beauty of Cape Cod, where land and sea converge in perfect harmony. Chequessett Yacht and Country Club is more than just a destination; it’s an experience that blends the elegance of a yacht club with the warmth of a country retreat.

Our club boasts a rich history and a vibrant community, offering members and guests alike a range of activities to enjoy against the backdrop of breathtaking coastal views. Whether you’re drawn to the challenging golf course that winds through salt marshes and pine groves or the inviting waters of Wellfleet Harbor for sailing and boating adventures, Chequessett Yacht and Country Club invites you to indulge in the best that Cape Cod has to offer.

Escape the ordinary and embrace the extraordinary at Chequessett Yacht and Country Club—a haven where relaxation, recreation, and camaraderie seamlessly come together to create unforgettable moments.

Chequessett Yacht and Country Club History and Founding

Chequessett Yacht and Country Club, located in Wellfleet, Massachusetts, has a rich history dating back to its founding in 1929. Established with the vision of creating a premier destination that combines maritime elegance with the charm of a country club, Chequessett Yacht and Country Club quickly became a cherished institution on Cape Cod.

The architectural brilliance behind Chequessett Yacht and Country Club can be attributed to Walter Travis . With a keen understanding of the local landscape and a commitment to preserving the natural beauty of Cape Cod, Walter Travis crafted a design that seamlessly integrates the club’s facilities with the surrounding environment. The result is a harmonious blend of coastal sophistication and timeless aesthetics.

Over the years, Chequessett Yacht and Country Club has evolved into a hub for both recreational and social activities. From its meticulously designed golf course, which meanders through salt marshes and pine groves, to the inviting marina that beckons sailors and boaters, every aspect of the club reflects a dedication to providing members and guests with an exceptional experience.

As you step onto the grounds of Chequessett Yacht and Country Club, you are not only entering a premier maritime and country destination but also immersing yourself in a living legacy shaped by a commitment to architectural excellence, community, and the unique spirit of Cape Cod.

Chequessett Yacht and Country Club Membership Costs and Dues

Chequessett Yacht and Country Club is a private club located in Wellfleet, Massachusetts, offering a variety of amenities like golf, tennis, sailing, and dining. As with most private clubs, membership costs and dues are not publicly available information. However, here are some general estimates and rumors:

Estimated Initiation Fees:

• Full Golf Membership:  $75,000 – $150,000
• Island Golf Membership:  $50,000 – $100,000
• Social Membership:  $25,000 – $50,000
• Tennis Membership:  $10,000 – $20,000
• Junior Golf Membership:  $5,000 – $10,000
• Young Executive Membership:  $2,500 – $5,000

Estimated Annual Dues:

• Full Golf Membership:  $20,000 – $30,000
• Island Golf Membership:  $15,000 – $25,000
• Social Membership:  $10,000 – $15,000
• Tennis Membership:  $5,000 – $10,000
• Junior Golf Membership:  $2,500 – $5,000
• Young Executive Membership:  $1,000 – $2,500

Please remember that these are just estimates and rumors, and the actual costs may vary depending on the specific membership type and other factors.

Here are some additional things to keep in mind:

• Membership at Chequessett is likely to be expensive. Be prepared to pay a significant initiation fee and annual dues.
• There may be a waiting list for membership.
• Different membership types offer different benefits and amenities. Be sure to choose the membership type that best suits your needs.

Chequessett Yacht and Country Club Amenities

Chequessett Yacht and Country Club typically offer a range of amenities that cater to a diverse set of interests. Here are some common amenities you might find at a yacht and country club like Chequessett:

• Golf Course: Chequessett Yacht and Country Club is known for its golf course, providing members with a challenging and scenic layout.
• Marina and Boating Facilities: Given its location in Wellfleet, Massachusetts, near the coast, there may be a marina or boating facility for members interested in sailing or other water activities.
• Clubhouse: A central hub for socializing, dining, and events, the clubhouse often includes restaurants, lounges, and spaces for member gatherings.
• Tennis Courts: Many country clubs offer tennis facilities, providing members with opportunities for both casual and competitive play.
• Fitness and Recreation Facilities: Some clubs include fitness centers, swimming pools, and other recreational facilities to promote an active and healthy lifestyle.
• Social Events: Country clubs often organize social events, from themed dinners to holiday celebrations, fostering a sense of community among the members.
• Junior Programs: Clubs may offer programs for younger members, including junior golf or tennis programs, to engage the whole family in club activities.
• Pro Shop: A pro shop on-site allows members to purchase golf or tennis equipment and apparel.

Chequessett Yacht and Country Club Event Information and Dining Options

The events celebrated at Chequessett Yacht and Country Club may vary based on the club’s programming, member preferences, and regional traditions. However, here are some common types of events that many yacht and country clubs, including Chequessett, might celebrate:

• Golf Tournaments: Regularly scheduled tournaments and championships for members and, in some cases, open to guests.
• Club Championships: Annual competitions to determine the club champions in various sports, such as golf or tennis.
• Themed Social Gatherings: Events with specific themes, such as holiday parties, costume parties, or seasonal celebrations.
• Family Days: Events designed for families, with activities and entertainment suitable for all ages.
• Charity Events: Golf tournaments, galas, or other fundraisers to support local charities or community initiatives.
• Member Mixers: Informal gatherings to encourage members to socialize and network.
• Special Occasion Celebrations: Events for holidays, anniversaries, and other special occasions that are significant to the club or its members.
• Junior Programs: Events and competitions tailored to junior members, promoting youth engagement in sports and social activities.
• Dining Events: Special dining nights, wine tastings, or culinary events showcasing the club’s culinary offerings.
• Weddings and Receptions: The club may host weddings and receptions for members, providing a picturesque venue for special celebrations.

Specific dining options at Chequessett Yacht and Country Club can vary, here are common dining options you might find in a yacht and country club like Chequessett:

• Formal Dining Room: A formal setting for fine dining experiences, often reserved for special occasions or upscale evenings.
• Casual Dining: More relaxed dining areas where members can enjoy a meal in a comfortable and informal atmosphere.
• Clubhouse Restaurant: A restaurant within the clubhouse that may offer diverse menus, including breakfast, lunch, and dinner options.
• Bars and Lounges: Social spaces where members can gather for drinks, light snacks, and casual conversations.
• Outdoor Dining: Patio or terrace spaces for members to dine outdoors, taking advantage of the scenic surroundings.
• Catering Services: Facilities and services for catering private events, weddings, and special celebrations.
• Special Dining Nights: Theme nights or special dining events featuring unique menus, entertainment, or culinary experiences.

Chequessett Yacht and Country Club Dress Code and Guest Policy

The dress code and guest policy at Chequessett Yacht and Country Club can be specific to the club’s rules and traditions. Typically, private clubs like Chequessett have guidelines to maintain a certain atmosphere and standards. Here’s a general overview of what you might expect:

Dress Code:

• Golf Course: Clubs often have a dress code for the golf course, which may include collared shirts, tailored shorts or pants, and golf-appropriate footwear. Denim, athletic wear, and certain types of shoes may be restricted.
• Clubhouse: The dress code for the clubhouse can range from business casual to more formal attire for certain areas or events. Members and guests may be expected to wear neat and appropriate clothing.
• Swimming Pool: If there’s a pool on the premises, there might be specific guidelines for swimwear and cover-ups.

Guest Policy:

• Accompanied Guests: Some private clubs require guests to be accompanied by a member. The number of times a guest can visit in a month or year may be limited.
• Registration and Check-in: Guests may need to register or check in at the club’s front desk upon arrival. This is to ensure the club is aware of visitors and to comply with security measures.
• Member Responsibility: Members typically assume responsibility for their guests and are expected to ensure that guests adhere to club rules and policies.

Chequessett Yacht and Country Club stands as a distinguished haven on the captivating shores of Wellfleet, Massachusetts. Steeped in maritime elegance and the charm of a country retreat, the club offers a unique blend of recreational pursuits, social engagement, and a warm sense of community. From its meticulously designed golf course and inviting marina to its diverse amenities and thoughtfully curated events, Chequessett Yacht and Country Club invites members to embrace the essence of Cape Cod living.

With a rich history, architectural excellence, and a commitment to providing unparalleled experiences, this club is not just a destination; it’s a cherished lifestyle that celebrates the beauty of land and sea, fostering lasting memories and camaraderie among its members.

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The Golf Course will remain OPEN for the 2024 season!

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508-349-3704

Sailing & Waterfront

Since its establishment in 1929, the Chequessett Club has been a beacon for waterfront enthusiasts, with its history steeped in maritime traditions. From thrilling sailboat regattas featuring large fleets competing against the backdrop of the club’s history, to anglers landing prize-winning catches off its pristine, white sand beaches, the club has long been a center for aquatic adventure. These rich traditions continue to thrive, with generations of families launching from the club’s private beachfront facilities to explore the waters. Exclusive to its members, the Chequessett Club provides a diverse array of watercraft for rent, including sailboats, stand-up paddleboards, and kayaks, ensuring a personalized water-based recreation experience. The club is committed to the well-being and safety of its members, encouraging responsible use of all its facilities and equipment. Members have the unique opportunity to either take lessons to refine their skills or rent equipment for their next seafaring adventure, all from the club’s magnificent waterfront location. Complimentary parking is available in two lots adjacent to the street-level clubhouse, with seamless access to the beach, emphasizing the ease and exclusivity of the club’s offerings. This membership privilege affirms the Chequessett Club’s dedication to fostering memorable and safe experiences on the water for all its members. 

Cape Cod Bay tides fill and empty our waterfront every day. Get an instant daily rundown of optimal boating times.

Hours of Operation

Open Thursday – Sunday by appointment only until September 2, 2024

For Inquiries, email [email protected]

Kayak Summer Storage

The Chequessett Club offers its members the convenience of storing their kayaks rights at the club’s beach, ensuring they’re always ready for an impromptu paddle or a serene excursion on the water. Allocated on the right side of the beach, storage space for 27 kayaks is available on a first-come, first-serve basis, embodying the club’s ethos of accessibility and community. Starting from Memorial Day weekend, members are welcome to store their kayaks (up to 2 per member), with the understanding that all the kayaks must be removed by October 1. It’s important for members to note that while this amenity adds to the ease of enjoying the bay, all kayaks are stored at the owner’s risk and must have proper identification on them. To secure a spot for a season, members are required to reach out via email to reserve, ensuring a seamless and organized experience for everyone looking to take advantage of this offering.

The Beach Club at Chequessett Golf Club offers an exclusive retreat for its members, where relaxation meets the stunning backdrop of the bay. This serene spot is meticulously arranged with comfortable loungers, shaded umbrellas, and tables, inviting members to unwind and soak up the beautiful scenery. As a part of their membership privileges, guests can indulge in a selection of snacks and drinks available for purchase, enhancing their leisure experience. Whether looking to enjoy a quiet afternoon reading by the water or gather with friends for a sun-drenched get-together, the Beach Club provides a perfect blend of amenities and natural beauty, making it a cherished aspect of the Chequessett Golf Club experience.

Private Lessons

At Chequessett Club, members have the exclusive opportunity to embark on private sailing lessons, designed to enrich their nautical knowledge and skills. With a team of trained staff at the helm, participants are introduced to the essential vocabulary of sailing, the intricacies of operation, and critical boating safety protocols. These lessons are tailored to cater to the individual’s pace and skill level, ensuring a comprehensive and personal learning experience on the water. Available by appointment only, these private lessons underscore the club’s commitment to providing unique, members-only privileges, fostering a deeper connection with the maritime world in a safe and structured environment.

Chequessett Yacht Club

Location & Hours

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Wellfleet, MA 02667

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About the business.

The Chequessett Club is the best-kept secret on the Cape. Part of the secret is that the public can rent sailboats, kayas and stand up paddle boards right off the beach at our gorgeous location in Wellfleet. Paddle over to Great Island and have a picnic in a pristine island paradise. if you're feeling ambitious, cross the harbor and land on Cooks Brook Beach or Sunken Meadow Beach. Or, you can rent a sailboat and let the wind do the work. The club offers instruction on all our rental craft if you're in the mood for a lesson. No need to load anything on or off your car. Our boats are kept steps from the water's edge. Paring is always free in our two street level lots beside the clubhouse. Walk down to the water and find one of the Cape's true treasures, The Chequessett Yacht Club. …

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I had the pleasure of assisting my client to tennis lessons with Tennis Pro Calvin Dees during the 2023 summer season- I was nothing but impressed by every person/employee I encountered three times a week for 10 weeks- the grounds were kept beautifully- a cart was ready and waiting for us each time we arrived- the courts were immaculate- the Tennis Pro was always considerate and gracious even when it was us that cancelled at last moment- I am thoroughly impressed with the CheQuessett Country Club.

My husband and I just drove through Friday night Cape traffic to play 9 holes here. We called ahead to make sure they'd be open. When we arrived we were told they don't let carts out after 5 pm. My husband is on dialysis and the only way he can play is with a cart. It would have been nice if they had mentioned it on the phone when we called. When it stays light out until 9:00 it's ridiculous that they don't let carts out after 5:00. Just one cart rental would pay the young workers hourly wage to stay open for 2 more hours. Imagine if they rented 10 more carts?? So frustrated. What a terrible policy! So they'd rather their guests walk the course in 80 degree temperatures than make money. It doesn't make any sense to me. I won't be back

I played a round of golf here over the weekend with my family and we all loved it! The views here are stunning and the staff was extremely helpful, especially one of the employees named Nick. He made us feel like home there, and was attentive to all of our needs. Without a doubt, I will definitely be coming here again.

This was a delightful 9 hole game. The staff were very kind to this out of towner. I was playing as a walk in single and they got me out right away. The price was fair and the course conditions were good overall. And then, the views from several of the elevated tees. Just fabulous. I will be back.

This update is a response to Barbara (General Manager): That was a very well written & creative response, Barbara. However, I ask readers to consider what we have to gain by lying about our experience at CYCC given the day is over and paid for and we will never be returning there? Barbara, however, has a lot of good reasons fabricate a defense of her business and her wife, Tia. Our hope in writing the review was to encourage other couples to proceed with extreme caution when considering CYCC.

Business owner information

Business Manager

Apr 1, 2016

This review recently appeared, and was subsequently removed, from The Knot website (something they rarely do) after we provided facts to dispute the many untruths listed in this post. As it now has reappeared here, we are providing our original response below: Lexi, I am sorry to see your review about your wedding day and would have hoped you would have contacted me long before now with any concerns you had. Since you have decided to publicly state such false misrepresentations about CYCC, I feel I must respond. I find your comments about Tia (who has worked in the position of Events Director for four seasons now) to be most puzzling as she made many extra efforts on your wedding party's behalf, from moving boats and allowing your food truck to park and hook up to our electricity overnight, to leaving our office air conditioning on overnight to allow you to leave your flowers in our facilities. The day of your wedding, she and two of our staff even went so far as to build you a Chuppah 10 minutes before your ceremony began out of oars and a tablecloth when the one you rented did not arrive. In fact, when I arrived after your ceremony and saw you standing outside, you gushed about how Tia and our staff had "saved" your wedding with their quick thinking and how much you loved the Chuppah they had put together on your behalf. As to your wedding ring, during our conversation you also praised Tia's decision to keep our staff out of the boathouse while your wedding party looked for your ring. (We normally help as much as we can with any last minute issues, but with something as delicate as a missing ring; our policy is to pull our staff out of the building, to avoid the very thing you are now accusing them of.) As the ring was later found inside the boathouse, and my staff was outside of the boathouse when it was found, I will leave it at that. As we well know, many things get misplaced in the nervous moments before ceremonies; from shoes, to flowers, to rings. I am not sure there was blame to be placed on anyone as it was found under a table, if I remember correctly. I will also point out, on my staff's behalf, that four of us stayed an hour longer than normal after the event helping your brother pack up two carloads of decorations and gifts on their own volition as it had started to rain. Something none of them had to do. As you stated when you came to my office over a week after your wedding, "Your day and the venue were wonderful" and there were no complaints at all with my staff. Your only questions and comments were about the bar bill which leads me to believe that your dissatisfaction stems mainly from the fact that it was higher than you expected. We caution all of our wedding parties about the downsides of "open" bars and that guests sometimes tend to drink more than they normally would, lose drinks, or try cocktails they normally wouldn't try. In our efforts to help wedding parties control costs we give them a host of options from not including top shelf liquors, opting for a cash bar, or having a limited open bar. None of these suggestions were chosen by you for your bar. I will refer briefly back to an email I sent your mother explaining the bar bill to her. There were many guests drinking top shelf liquor, there was a champagne toast, and there were also people attempting to drink alcohol they brought on premise (a direct violation of MA liquor laws). I mention these things once again to show that people were obviously drinking in different patterns than they may normally do, and these actions, along with a toast, add up quickly. I will also note, as I did before, the tabulation sheets and invoice were presented to the paying party. He chose not to look at the tabulation sheets or take a copy with him when asked. As we did not hear from anyone from the wedding party for over a week, I recycled the tabulation sheets as I routinely do. It is unfortunate that people drank more than you expected, and I understand your dismay regarding this, but I am bound by my fiscal responsibilities to the club and by MA liquor laws to charge for the amounts consumed, which I did. As I have stated previously, nothing more than what was consumed was charged, but nothing less either. As always, I can be contacted at the phone number on your contract, the website, and on your invoice which is 508-349-3704 ext. 5. My email is [email protected]. Please feel free to contact me at any time if you would like to discuss this further. We have 30 weddings booked for this season and 6 already booked for 2017. This winter Tia and I both worked with a great custom awning business out of Boston and have designed a custom boathouse awning that is being built as we speak! This will allow our guests to enjoy even more protection from the sun and any worries about inclement weather while taking in the amazing view of the harbor. We are looking forward to a wonderful wedding season here at CYCC.

We were married in the Boathouse at Chequessett in June, 2015. When we first visited Chequesstt, we toured their beach and boathouse with General Manager, Barbara and were instantly in love with the picturesque views of Wellfleet Harbor. However, this was where our good experience ended. After signing the contract, we were told our contact person would be their new event director Tia- this was her first season. Tia proved to be rude, difficult to deal with and down right impossible to get in touch with until a few weeks before our actual wedding. When we approached Barbara with our concerns, we learned that Tia was actually her wife and so our complaints fell on deaf ears. We had a beautiful wedding but it was riddled with drama because of the CYCC staff. Hours before our ceremony was slated to begin, my husband and I were in the boathouse having photos taken with our photographer (the only other people there were our best man, maid of honor, parents, and the CYCC staff) when we discovered that my wedding band had been STOLEN from my bag. We, of course, were panicked and devastated. The staff didn't seem fazed at all; no one said anything or even stopped what they were doing to help us as we ransacked the boathouse looking for it. It was only after my father loudly announced that he would be calling the cops, that the ring mysteriously appeared under a table (of course, we had emptied the room of all tables during the 45 minute search). It was obviously placed there by the thief who had a change of heart. We cannot say with certainty that it was a CYCC staff member, but I think it is fair to say it wasn't our dearest family and friends. And the drama did not end there. One of CYCC's policies, is that the bar tab be paid at the conclusion of the wedding (a common practice, I think). We asked my brother to take on that responsibility so that we would not have to interrupt our celebration for business. The next day he informed us of the amount and we were astonished. Although the bar tab would appear fitting for a wedding of 50 moderate to heavy drinkers, ours was unique in that we have a lot of friends/family who do not drink- in fact, only 30 of our guests drink. In order for the bar tab to have been accurate, each of those 30 people would have had to drink 10 drinks! We assumed it was a simple mistake and attempted to contact Chequessett. As usual, they were impossible to get a hold of. So much so, that we had to drive to the venue to confront them. When we expressed our concerns, we were told it was not an unusual amount for a 50 person wedding. Barbara did not seem to grasp that it was a 30 person wedding for all intents and purposes. She even went so far as to say she didn't believe only 30 people drank (a huge insult since most of the 20 who didn't are in recovery). When we asked to see an itemized bill, they conveniently said they had already disposed of it (even though the wedding was only days before and the list was never offered to my brother when he paid the bill). All in all, it was a miracle that we had such a fantastic wedding. Wellfleet is beautiful and Chequessett is one of very few venues if you're set on a wedding there. We believe they take advantage of that fact and of the beauty of their location to provide inferior service and immoral business practices. We gave them 1 star because the venue is truly breath taking. But, if we had to do it over again, we would never trust any of their staff and probably would have picked a different venue.

All in all a well maintained course. The course is extremely short though, making for many short approaches. Only a couple holes where you can freely hit he driver. I was hoping for a better practice green. It was very small without much slope. Unfortunately the day I went was rainy and windy. I was told that the wind is typically twice as strong as most other places in the area so be weary about playing on an already windy day. The staff was friendly and I would recommend the course if you can find some specials. I think the typical greens fees are a little steep.

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