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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.

Golden retriever resting on a cozy bed in a Dogtown boarding suite

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
Screens of the Northshore Dogtown mobile app.

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.

  1. 01

    Days 1 to 2: check the vaccine dates with your vet, renew the license if it lapsed, and send the new customer form.

  2. 02

    Days 3 to 5: the free evaluation, weekday morning by appointment, with the records in hand. Book the stay the same day.

  3. 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.

  4. 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.

  5. 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.

  6. 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.

DaysWhat happensWhere
1 to 2Records, license, new customer formHome
3 to 5Free evaluation, stay booked210 Eastern Ave
6 to 7Half day of daycare, $33Playgroup
8 to 10Full day of daycare, $42Playgroup
11 to 12Packing and written notesHome
13 to 14The first stay, $78 a nightSuite

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 navy Dogtown Pup Van with dog portraits, the logo and the phone number on its 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.

Every price on one page

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
The Dogtown Pup Van: a navy van with dog portraits, the Dogtown logo and the phone number on the side

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?
One or two. Long enough for a full daycare day, a night in the suite and a morning pick-up, short enough that a dog who found it hard is home before it matters. Once that has gone well, a long weekend, then the vacation. Book the trial while you are still in town rather than on the way to the airport.
Can I book the stay before the evaluation is done?
The free evaluation comes before any overnight stay, daycare day or walk, and it runs on weekday mornings between 6:30 and 9:30 AM by appointment. Ask the front desk whether your dates can be held while the evaluation is scheduled; the earlier you send the new customer form, the easier that is to arrange.
What should I pack for the first stay?
Food, pre-portioned by meal and labelled, any medication with written instructions, and one small comfort item such as a blanket or a toy. We provide the bedding and the enrichment. A bath or full groom can be added to the last morning, and add-ons such as a frozen Kong ($6) or a lick mat ($5) can go onto any night.
Will my dog be alone at night?
Suites are monitored 24/7, and the day before the night is spent in a matched playgroup of 7 to 10 dogs on the turf and the indoor floors, so by lights-out most first-timers are ready to sleep. Ask the front desk how you would like to hear from us, and read the report card in the app the next morning.
Does FIRST15 apply to an overnight stay?
No. FIRST15 takes 15 percent off the first daycare visit for new customers, so use it on the trial daycare day in week two of this plan, booked online or in the Dogtown app. The suite is $78 a night, with the Classic bundle at +$10 and the Deluxe at +$15 a night on top.

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.

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.

  1. 01Free evaluationWeekdays 6:30 – 9:30 AM
  2. 02Book a dayOnline, in the app or by phone
  3. 03Play, rest, repeatReport card at pick-up

Follow along

Daily photos and report cards.

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