Did you know?
Cunningham Park was established in 1904 to fulfill Mary A. Cunningham’s wish that her bequest be used “for the benefit of Milton residents.” Mary grew up in the house on Adam Street that is now the Forbes House Museum.
The swimming area in Cunningham Park was originally established in 1922 and is affectionately referred to as “The Pond”, given its spring-fed origins. Like a natural pond, the water in this pool is partially spring fed; any supplementary water is provided by nearby wells. The pond is supported by a state-of-the-art filtration system and is a remarkable 42,000 square feet. At its deepest point, the pond is approximately 8’ deep.
This treasured park asset is named in honor of Bill Caldwell who served as Park Manager for nearly five decades until his retirement in 1957. The Pond is more than just a place to cool off; it’s where many of Milton’s children learn to swim, and where summer friends – and memories – have been made for generations.
The Caldwell Pond is available to all Milton residents and will be open for the season in 2026 from June 19th - August 19th. REGISTRATION NOW OPEN!
REGISTER FOR MEMBERSHIPS HERE!
Memberships are only available for residents of the Town of Milton. Your ID with proof of residency will be asked each time you enter the gate.
If you need assistance because of technology or want to pay via Cash or Check, please come to the Pond gate during operating hours and we will be happy to help you in person.
Individuals/Families
For Multi person households/families or individuals under 62 years old, register for one (1) membership through the "Cunningham Pond 2026 Family/Individual Membership" link. Household Memberships are $170 for the season. This is for family members that live at the same address in Milton.
Seniors
For individuals 65 years of age or older, register for one (1) membership through the "Cunningham Pond 2026 Individual Senior (65+) Membership."
Senior Memberships are $50.00 FOR EACH INDIVIDUAL SENIOR IN THE HOUSEHOLD for the 9 week 2026 Sumer season.
If both members in the household are 65 years of age or older, you can register for one (1) Senior Couple (both 65+) Membership which cost $90.
Pre-Seniors
If you are between the ages of 62-64 you can register for one (1) Pre Senior Individual Membership which cost $75.
If you are a couple and both are between the ages of 62-64 you are eligible to register for our Pre Senior Couple Membership which cost $125
Fire or Police Membership
If you work for Milton Police or Fire you can register for the Milton Police and Fire Membership. You will have to upload verification documentation that will have to be approved before you can buy the membership
GUEST POLICY:
- Guests must register at front gate with a member of the Pond.
- We now have a Milton Resident Day Pass. It is $20 per person and you get access to the pool for the whole day.
- Cost of a guest that doesn't live in Milton is $10.00 and good for the whole day. If your guest is over 65 the guest pass is $5, otherwise all guest passes (entering with a Senior Member) are $10.
- When checking in at gate guest must present a form of ID and their information will be saved so that they are able to use our facilities for the remainder of the day. We do have a limit on the number of guests you may bring a maximum of 7 guest with a member.
Additionally, if you have a nanny or babysitter that will be bringing your family members to the pool you can purchase a Nanny Membership that can be bought at the Gate. It is $10 per Nanny Membership (one person per nanny membership) that will be valid for the entire summer.
NEW: Grandparent Membership: If you have grandparents that will be bringing your children to the pool you can add on a grandparent membership for $10 either online or at the gate. This will be valid for the full season.
With questions, please email us at pond@cunninghampark.org
Monday - Friday:
9:00 AM - 10:00 AM - Senior Swim
10:00 AM - 12:00 PM
1:00 PM - 4:00 PM
5:00 PM - 7:00 PM - Family Night Swim
Saturday & Sunday:
10:00 AM - 1:00 PM - Family Swim
2:00 PM - 5:00 PM - Family Swim
*If there is a weekday holiday - we will run weekend hours
*July 3rd, 4th and 5th will be weekend hours.
SESSION 2 REGISTRATION WILL BE JULY 13th- ALL REGISTRATIONS WILL BE ONLINE.
2026 SESSION 2 OFFERINGS - Each class is 2 days a week for 4 weeks. Classes are offered either Mondays and Wednesday (M/W) or Tuesday and Thursdays (T/Th). Session 2 Lessons start on July 20th and will go to August 13th (4 weeks).
AM SESSIONS:
Level 1 - 10am Mon/Wed - and 11am Mon/Wed or 10am Tues/Thur - and 11am Tues/Thur
Level 2 - 10am Mon/Wed - and 11am Mon/Wed or 10am Tues/Thur - and 11am Tues/Thur
Level 3 - 10am Mon/Wed - and 11am Mon/Wed or 10am Tues/Thur - and 11am Tues/Thur
Level 4 - 11am Mon/Wed or 11am Tues/Thurs
PM SESSIONS:
Level 1 - 5pm Mon/Wed - and 6pm Mon/Wed or 5pm Tues/Thur - and 6pm Tues/Thur
Level 2 - 5pm Mon/Wed - and 6pm Mon/Wed or 5pm Tues/Thur - and 6pm Tues/Thur
Level 3 - 5pm Mon/Wed - and 6pm Mon/Wed or 5pm Tues/Thur -and 6pm Tues/Thur
Level 4 - 5pm Mon/Wed - and 6pm Mon/Wed or 5pm Tues/Thur and 6pm Tues/Thur
If the Class is full, please add your child to the waitlist as we might be able to open up another class if there is enough interest.
Cost of lessons is $50.00 (if you would like to pay via cash, check or venmo please come to the hall (starting at 4:30pm on the 13th) and we will sign your child up)
Your child must be 5 years of age by the first class. Birth certificates are needed for 5- and 6-year-olds.
We will try to keep a 6:1 student-to-teacher ratio for each class to maximize your child's time.
Classes are 45 minutes long (approx. 40 min in the water)
Levels*** Water Safety Instructors will be on hand to help you decide where to best place your child. They will be evaluated the first week and if they need to be moved the instructor will do their best to find you a class that is similar to the one you signed up for. We always recommend playing it safe with Levels because putting your child in something they are not ready for can harm them more than help them. Our goal is for your child to know water safety and to be comfortable in the water.
Level 1 - Introduction and Fundamentals of Water Skills
Level 2 - Stroke Development
Level 3 - Stroke Improvement
Level 4 - Stroke Refinement and Skill Proficiency
Any questions please feel free to email pond@cunninghampark.org and we will get back to you as soon as possible!
https://cunninghampond.activityreg.com/selectActivity
Swim Team starts this week on Wednesday 7/20 at 4:05pm.
It will run Tues/Wed/Thurs from 4:05-4:40 pm from 7/20-8/13. Cost is $10 per child. Children must be between 7-13 to participate.
Swim Team Sign-UpsCunningham Park was established in 1904 to fulfill Mary A. Cunningham’s wish that her bequest be used “for the benefit of Milton residents.” Mary grew up in the house on Adam Street that is now the Forbes House Museum.