Beginning July 27th, the hard courts will be closed for the remainder of that week while the fencing is replaced.

We apologize for the inconvenience, but once complete, the new fencing will be a significant upgrade. There will be no pickle ball clinic that week. The other three tennis courts are not include in this closure.

Thank you for your patience and cooperation.

Dear Chequessett Community,

Thank you to all the participants in the Second Annual Mike Kaloyanides Memorial Golf Tournament. We had over 50 golfers, a beautiful day, and the opportunity to remember Mike.

His wife Debbie shared some thoughts on what golf meant to Mike, and how much he loved teaching and sharing the game with their granddaughter. With the Kaloyandies and your generosity, we are able to offer a spot at the CYCC Kid’s Camp and share the game of golf with other young folks. Thank you for honoring his memory in this charitable light.

Congratulations to the co-champions; Tom Bow, Fran Johnson, Joe Salonia, Barry La Bar, Shea Kinney, Tony Papantonis, Jan Simmons, and Paul Levine


Congratulations to the second place co-champions; Jim Pellissier, Rick Marvin, Rick Knight, David Schactman, Dave Berman, Rich Gallivan, Rick Knight, Alan Oxman, and Steve Roehm





Very best,

Chequessett Management & Board

Dear Chequessett members and guests,

We hope you have been enjoying your summer. I know we are all relieved to have some normalcy back in our lives following the intensity of the COVID-19 pandemic last year.

Given the uptick of COVID-19 cases in neighboring Provincetown, we wanted to iterate our adherence to state and local prevention guidelines. As of July 20, 256 cases were confirmed in association with this cluster outbreak, and we take the risk to individuals and the community seriously.

Advisory from the Commonwealth of Massachusetts Department of Health:

For individuals who are not fully vaccinated, it is important that you continue to wear a face covering or mask to help prevent you from spreading COVID-19 to other people. People who show no symptoms of illness may still be able to spread COVID-19.

For individuals who are not fully vaccinated, the CDC advises the following:

•      Wear a face covering or mask that covers your nose and mouth.

•      Stay 6 feet apart from others who don’t live with you.

•      Avoid crowds and poorly ventilated indoor spaces.

•      Wash your hands often with soap and water. Use hand sanitizer if soap and water aren’t

·       available

•      Get tested if you have been exposed to or have symptoms associated with COVID-19.

When you wear a face covering or cloth mask, it should:

•      Fit snugly but comfortably against the side of the face,

•      Be secured with ties or ear loops,

•      Include multiple layers of fabric,

•      Allow for breathing without restriction, and

•      Be able to be laundered and machine dried without damage or change to shape.

We will be monitoring state and local sources for updates and notify you if any of our policies change. You can read the Barnstable County Department of Health and the Environment COVID-19 News and Important Updates here: COVID-19 Important News and Updates : Barnstable County Department of Health and Environment (


Chequessett Management & Board

Chequessett Club Member Guest Sunday

August 22nd 8:am Shotgun start

27 Holes, 3 Separate Formats:

Scramble, Alternate shot added together, 9 Holes total strokes


Included Golf, Cart, Continental Breakfast, Grill Stop at the Turn,

Reception and Awards after golf approximately 3Pm. Cash Bar.

Sign up in Pro Shop by August 15th

$250. 00 per 2 person Team.  Limited to the first twenty teams. Others will be wait listed in order.

We’ll be back at the Boathouse from 5-7 Thursday night for Thursday At Chequessett. Cocktails, great view and fun people. See you there!

If you need child care, we’ll have Camp Counselors on hand to entertain the kids. It’s open seating for the happy hour, but pre-registration by noon Wednesday is required for Child Care. See you at the Boathouse!


Mosquitoes And Other Business…

Dear Members:

The Board of Governors and GM Barry McLaughlin hope you are enjoying your summer at Chequessett and that you are all taking advantage of some of the new activities and events we’ve introduced this season including Pickleball, social events like Thursdays At Chequessett, the Beach Club and of course, the old favorites like golf & tennis.

As we head into the heart of the summer, here are some important updates on what’s happening at the Club:


  • Mosquitoes! There may finally be some relief on the way from the unprecedented mosquito problem we’ve been experiencing this summer. After a month of discussion, The Cape Cod National Seashore finally issued a permit to the Cape Cod Mosquito Control Project to treat the area in and around the Herring River Basin to help control the mosquito population. Unfortunately, the permit was not issued in time to help control the most recent emergence of the pests, however CCMCP believes that we should be seeing a “significant reduction” in the mosquito population in a couple of weeks time. Can’t come too soon! In the meantime don’t forget your bug spray.
  • We now have golf carts parked in the big parking lot, which will save you a trip when you arrive at the course to unload your bags. Help yourself to a cart, load it up and be sure to check in at the Pro Shop so they will know to bring another cart up there for the next guest. Walkers coming from the big lot, please do not go through the deck with your pull cart. Please use the new golf cart path in front of the building. (We know it’s a longer walk, but you’re out there for the exercise too, right?)
  • The Beach Club is open! We have new chairs, foot rests, tables and umbrellas and our Beach Club staff is ready to serve. They’ll set up your chairs, put them away when you’re done and bring you food and drinks on the beach. If you don’t want to use the Beach Club service, bring your own chairs and enjoy our beach without the hassle of parking at the town beaches. The Bar will be open and attendants at the beach will provide beverage service.
  •  We now have lunch available on the deck seven days a week. We have pre-made sandwiches from Sam’s Deli in Eastham and hamburgers and hot dogs fresh off the grill. Don’t fight the crowds at the Bookstore – plan to grab lunch with us!
  • The Member Room is open 7 days a week and is available for mah jongg, bridge, or just relaxing and checking your email. Help yourself to the snacks inside!
  • Our Social Events are getting rave reviews! We had more than 130 members at the New Member Brunch, more than 100 at the first Thursday At Chequessett in the Boathouse (despite a deluge of rain!) and 165 members and guests at the Annual Clambake. Make sure to sign up for the Fire & Ice barbecue on August 1 ( and the Governor’s Party on August 15 ( And remember, every Thursday from 5-7 pm we’ll get together for cocktails, snacks and music in the Boathouse. Come sit at the new drink rail and enjoy the best view in Wellfleet. Make Thursdays At Chequessett your regular weekly treat! (Child care is available for all events.)
  • The Annual Meeting & Election is scheduled for Aug. 19. We will elect six members to the Board of Governors and the Board’s bylaws committee will propose changes to the Club’s bylaws to be voted on at the Annual Meeting. There is still time for anyone who is interested in running for the board to throw their hat in the ring. Send a letter and resume to Shea Kinney at by July 14. All the candidate resumes will be presented to the Nominating Committee on July 15 and their recommendations will be issued on Aug. 5.

Finally, we will finish up Phase 1 of our Capital Improvements in the coming weeks with the refurbishment of the front two hard-surface tennis courts. We are installing new fencing around the courts and they will be resurfaced as well. The expected timeline is around late July/early August and will be weather dependent for the resurfacing. We expect the courts to be closed for 7-10 days while the work is completed and will let everyone know once we have a start date.

Enjoy the rest of the summer. Any questions, comments, concerns or compliments (we love compliments!) email us at Happy July!

2021 Chequessett Cranberry Classic

Come one, come all to the 2021 Cranberry Classic- one of our most popular tennis & pickle ball tournaments of the year! The tournament will be hosted by our Tennis Pro, Calvin. Come test your singles or doubles skills & have a fun time doing it!  Complimentary snacks and beverages will be served. All levels are welcome to participate in this event. Don’t have a partner? Let us know and we will help pair you up!

Entry fee:

  1. Single Division: $25 member/$35 non-member
  2. Register for all 4 Cranberry divisions – $80 member/ $110 non-member

Divisions (ages 13+):

(All divisions include Lunch on 7/25) 

  1. Cranberry Classic Men & Women’s Singles – July 17th | 8:00 a.m. – 11:00 a.m.
  2. Cranberry Classic Pickle Ball – July 18th | 10:00 a.m. – 12:00 p.m.
  3. Cranberry Classic Men and Women’s Doubles – July 24th | 8:00 a.m. – 11:00 a.m.
  4. Cranberry Classic Mixed Doubles Tournament & Luncheon – July 25th | 9:00 a.m. – 12:30 p.m.
  5. (Luncheon on July 25th for all participants in any Cranberry Classic Tournament plus awards reception).



We’ll be back at the Boathouse from 5-7 Thursday night for Thursday At Chequessett. Cocktails, great view, fun people and music by Steve Szydkowski. See you there!

If you need child care, we’ll have Camp Counselors on hand to entertain the kids. It’s open seating for the happy hour, but pre-registration by noon Wednesday is required for Child Care.

Childs Name*

See you at the Boathouse!


We are excited to launch our new Beach Club for members and their guests!  Avoid the crowded beaches and enjoy our service that includes set up and break down of beach chairs, table and umbrella, as well as drink and food running.  All you need to do is show up!

The Boat House Bar will also be open during Beach Club hours.  If you don’t want to get sandy or don’t have a lot of time, visit the Boat House to sit at the drink rail or tables and enjoy the best view in Wellfleet!

Beach Club Hours This Week:

    • Thursday: 1:00 – 5:00
    • Friday: 1:00 – 5:00
    • Saturday: 1:00 – 5:00
    • Sunday:  1:00 – 5:00

Members must have a credit card on file to reserve chairs.  Cost for 2 chairs, table & umbrella service is $25.  Each additional chair is $10.  Reservations not cancelled within 24 hours will be charged.

Reserve your chairs now!

Independence Day Golf, Tennis & Holiday Supper

Sunday, July 3, 2021 | 3:00pm Shotgun


Limit of 40 players, Members & Guests welcome.

Make your own foursome or be paired to make new friends

FUN Format, Lite Supper to follow play, Cost $35.00 p/person

Includes cart, prizes and dinner (Green Fee extra for guest, $25.00p/p)


The Red, White and Blue tennis and pickle ball Tournament.

All levels welcome, partners will be drawn at random.

Everyone can register through the Pro Shop and indicate which sport they are playing.




Cash Bar Available

Register by email,

Call 508-349-3704, Ext. 3 or stop the ProShop to secure your spot