The Grinning Dog
250 Southampton Rd., Westhampton, MA 01027

At a glance
- Services
- Daycare, Traditional Boarding
- Pricing
- from $40/day
- Google rating
- 5★ (259 reviews)
Verified Care Standard
This listing's details were sourced from the facility's own website and Google business data, reviewed by the Kennel Finder team, and are re-verified on a rolling schedule. How we verify listings
About The Grinning Dog
The Grinning Dog is a kennel at 250 Southampton Rd. offering dog boarding and daycare in Westhampton, MA, with grooming also available. Its published rates run from $40 to $58 per day. The place leans heavily on outdoor time, and the kennel pitches itself as somewhere that is simply fun for dogs.
What services does The Grinning Dog offer?
Boarding and daycare are the core of the business, and grooming is offered as well. Supervision runs around the clock, so boarded dogs are not left on their own overnight. The kennel also builds custom care programs for dogs that do better with individual activities than with group play.
Key services and amenities:
- Overnight boarding with 24/7 supervision
- Daycare with fenced play yards
- Grooming
- Medication administration and special diets
- Custom care programs
What makes it different?
The outdoor setup is the main draw. Dogs get trail walks, summer pond swims and winter snow play, so the routine changes with the season. Guests also have access to an area the kennel calls the NaturePark, and there is a members-only dog park on top of the regular boarding and daycare services.
The kennel describes its overnight care as calm and quiet, with dogs getting outside throughout the day. That emphasis on a settled, low-key atmosphere runs through most of how the business talks about itself.
What should owners know before booking?
Vaccinations are required, so owners should have current records ready before a first stay. Staff can give medications and accommodate special diets, which matters for dogs with health needs or sensitive stomachs. Owners who want a look at the grounds first can take the virtual tour of the property on the kennel's website.
To ask about availability, call 413 527-3652 or email bark@thegrinningdog.com. The website at thegrinningdog.com has the full rate details behind the $40 to $58 per day range.
Facility Specifications
$40–$58/per day
Offered Care & Services
Verified Amenities
- Outdoor Space
- Grooming
- Daycare
- 24 7 Supervision
- Medication Administration
- Special Diet
Specialized Options
- Fenced play yards
- Trail walks
- Summer pond swims
- Winter snow play
- Custom care programs
- NaturePark access
- Members-only dog park
- Virtual tour of the property
Frequently Asked Questions
How much does The Grinning Dog cost?
Rates published on the kennel's website range from $40 to $58 per day. Contact the kennel directly to confirm which rate applies to your dog's stay.
Does The Grinning Dog require vaccinations?
Yes. Vaccinations are required, so have your dog's current records ready before booking a first visit.
Is someone with the dogs overnight?
Yes. The Grinning Dog provides 24/7 supervision, so boarded dogs are not left unattended overnight.
Can the staff give my dog medication or feed a special diet?
Yes. The kennel offers medication administration and accommodates special diets. Share your dog's instructions with staff when you book.
What do dogs do during the day at The Grinning Dog?
Dogs have fenced play yards, trail walks, summer pond swims and winter snow play, plus access to the NaturePark. Custom care programs are available for dogs that need a more individual routine.
How do I contact The Grinning Dog or see the property?
Call 413 527-3652 or email bark@thegrinningdog.com. The kennel also offers a virtual tour of the property on its website, thegrinningdog.com.
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Information last verified October 2026. How we verify listings
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