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First overnight stay
How to board a dog for the first time: a two-week plan
A first overnight stay goes well when nothing about it is new except the night itself. The building, the handlers, the playgroup and the bed should all be things your dog has already seen. This is the calendar our front desk would sketch for a Gloucester family boarding a dog for the first time.
What you need
What you need before day one: three vaccines, a license and a form
Every dog who stays overnight at Dogtown has passed the free evaluation, and the evaluation needs paperwork. Rabies, DHPP and Bordetella must be current, and you need a city dog license. In Gloucester that comes from the City Clerk at 9 Dale Ave, $20 for a spayed or neutered dog with a current rabies certificate in hand, and it is late after April 30. Rockport, Essex and Manchester-by-the-Sea license through their own town offices. Bring the license number and the vaccine records to the evaluation.
The evaluation itself is a temperament test and a few supervised hours in a playgroup, on a weekday between 6:30 and 9:30 AM by appointment. It is free, it is the same one that daycare and walking dogs take, and it is the point at which our handlers decide which group of 7 to 10 dogs your dog belongs in. Do not leave it to the last week; the slot you want may not be there.
- Rabies, DHPP and Bordetella records, dated
- A current city dog license number
- The new customer form sent from this site
- An evaluation slot on a weekday morning
- Food pre-portioned into labelled bags, plus one comfort item
The method
The method: a fourteen-day calendar from paperwork to pick-up
Week one is admin and the evaluation. Week two is rehearsal. The order matters because a dog who has done two daycare days walks into the suite already knowing the yard, the handlers and half the dogs in the corridor. The table is the version our front desk would sketch on a notepad; the steps under it are what you actually do each day.
Book the stay itself as soon as the evaluation is done. Holiday weeks and the summer festival weekends, St. Peter's Fiesta in late June and the Schooner Festival on Labor Day weekend, fill early, and a first stay is easiest to manage when it is not on the busiest weekend of the year. A Tuesday-to-Thursday stay in a quiet week, while you are still in town, is the ideal first run.
- 01
Days 1 to 2: check the vaccine dates with your vet, renew the license if it lapsed, and send the new customer form.
- 02
Days 3 to 5: the free evaluation, weekday morning by appointment, with the records in hand. Book the stay the same day.
- 03
Days 6 to 7: a half day of daycare ($33), then read the report card in the app to see who your dog played with.
- 04
Days 8 to 10: a full daycare day ($42) with a pick-up in the 4 to 6:30 PM window, and a bath booked into the day if the coat needs it.
- 05
Days 11 to 12: pack. Pre-portioned meals in labelled bags, any medication with your vet's written instructions, one blanket or toy that smells of home. Leave the rest.
- 06
Days 13 to 14: drop off inside a window, hand over the bag and the notes, keep the goodbye short, and collect at the agreed window with the report card waiting.
| Days | What happens | Where |
|---|---|---|
| 1 to 2 | Records, license, new customer form | Home |
| 3 to 5 | Free evaluation, stay booked | 210 Eastern Ave |
| 6 to 7 | Half day of daycare, $33 | Playgroup |
| 8 to 10 | Full day of daycare, $42 | Playgroup |
| 11 to 12 | Packing and written notes | Home |
| 13 to 14 | The first stay, $78 a night | Suite |
Where it goes wrong
Where it goes wrong: the ten-day first stay and the suitcase of toys
The biggest error is making the first stay the long one. A family books a two-week vacation, boards the dog for the first time on the way to the airport, and the dog spends the trip learning that the suite is where people vanish. Do a one- or two-night trial first, ideally while you are still in town, so that a phone call from the front desk means a ten-minute drive rather than a flight.
The second is overpacking. Six toys, three beds and a week of loose kibble in a bin is a bag our handlers have to manage, and a bed that goes into the laundry with a hundred others can be hard to find on pick-up day. Bring the food pre-portioned, one comfort item, and any medication with the instructions written out exactly as your vet gave them. We provide the bedding.
The third is changing the food. A new brand started the day before the stay is a stomach upset waiting for the first night away. Keep the diet exactly what it was for at least a week either side of the dates.
- First stay: one or two nights, while you are near home
- Food pre-portioned, not in a bin
- One comfort item, not six
- No diet changes in the weeks either side
The Cape Ann version
The Cape Ann version: the Sunday windows, the Pup Van and Ollie's Law
Sunday is the day that trips up first-timers. Daycare is closed, and overnight guests come and go only between 8 and 10 AM and 4 and 6 PM. If your flight lands at noon on Sunday, plan the pick-up for the afternoon window or for Monday morning, and tell the front desk at booking. Weekday windows are 6:30 to 9:30 AM, 12 to 1 PM and 4 to 6:30 PM; Saturday's are 8 to 10 AM, 12 to 1 PM and 4 to 6 PM.
If the airport run makes the drop-off tight, the Pup Van collects and returns dogs for $10 each way in Rockport, Gloucester, Essex and Manchester-by-the-Sea; outside those towns, ask us for pricing. And if you are comparing facilities, ask each one about Ollie's Law. The act was signed on September 20, 2024, took effect on December 19, 2024, and the state's daycare and boarding regulations under it are due in 2026. A facility that talks about it openly is one that has read it.
When to hand it to us
When to hand it to us: the front desk builds the calendar with you
You do not have to build this schedule alone. Tell the front desk your travel dates at the evaluation and our team will place the daycare days and the trial night around them, book a groom for the last morning so your dog comes home clean, and add the Classic bundle (+$10 a night, a daily homemade pupsicle or puppy cup and 10 percent off grooming) or the Deluxe (+$15 a night, a stuffed Kong or Toppl, daily treadmill or enrichment play, an orthopedic memory-foam bed and 15 percent off grooming) if your dog would use them.
Hand it over sooner if your dog has never been apart from you, guards food or toys, or has been turned away by another facility. Those are the dogs our handlers want to meet at a longer, quieter evaluation, and sometimes the honest answer is a run of daycare days first and the overnight stay a month later than you planned.
At Dogtown
The pieces of the plan
The suite, the daycare days that come before it, and the van that gets a dog to the door inside the window.
Pick-up & drop-off
The Pup Van comes to you.
Pup Van pick-up and drop-off is available for $10 each way in the Rockport, Gloucester, Essex and Manchester-by-the-Sea area. Not in the area? Ask us for pricing.
- Rockport
- Gloucester
- Essex
- Manchester-by-the-Sea
Asked and answered
Questions people ask about this
Short, complete answers you can act on today. More in the full FAQ.
How many nights should a first overnight stay be?
Can I book the stay before the evaluation is done?
What should I pack for the first stay?
Will my dog be alone at night?
Does FIRST15 apply to an overnight stay?
More questions? Read the full FAQ
Sources
Rules and dates change. We re-check every beach, licensing and ordinance page each spring and fall; the source above is the current word.
Keep reading
Next step
Fourteen days to a calm first stay.
Send the new customer form, book the evaluation for a weekday morning, and the rest of the calendar falls into place with the front desk.
- 01Free evaluationWeekdays 6:30 – 9:30 AM
- 02Book a dayOnline, in the app or by phone
- 03Play, rest, repeatReport card at pick-up