Book Kid-Friendly Hotels in Woodstock from $255

Name: The Shire Woodstock
Price range: $255 total
Rating: 8.6

Find & compare hotels, resorts and vacation rentals for the whole family

Top Woodstock Kid Friendly Hotels

Sleep Woodstock Motel

4324 West Woodstock Road, Woodstock, VT

$301 nightly

$331 total

Oct 5 - Oct 6

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on ...

9.6/10 Exceptional! (519 reviews)

"Very hospitable and well appointed motel, 5 minute drive into woodstock. Very cute. spotlessly clean and had everything you couild need. Note - cannabis dispensary directly next door just FYI"

Reviewed on Sep 16, 2025

On The River Inn

1653 West Woodstock Road, Woodstock, VT

This hotel features an indoor pool, a hot tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the ...

9.2/10 Wonderful! (1,001 reviews)

Families like: Kids pool, playground, game room, skiing nearby

Travelers say...

"Property was nice; room had some wear and tear...lower level a distinct odor of chlorine (pool); couldn't get our safe fixed while we were there and we were a bit put off by no phones in the rooms..other than that very nice... the paying extra for amenities, why not just include it in the room rate? ..."

Reviewed on Sep 10, 2025

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Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT

$579 nightly

$637 total

Oct 26 - Oct 27

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free ...

9.2/10 Wonderful! (534 reviews)

"Clean room. Staff very polite and helpful"

Reviewed on Sep 24, 2025

The Shire Woodstock

46 Pleasant St., Woodstock, VT

Fully refundableReserve now, pay when you stay

$232 nightly

$255 total

Oct 29 - Oct 30

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.

8.6/10 Excellent! (829 reviews)

"Great little motel. Clean, well appointed, friendly staff and walkable location. We did not have good weather, but great fire pits and chairs near river."

Reviewed on Sep 25, 2025

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels With Pools in Woodstock

On The River Inn

1653 West Woodstock Road, Woodstock, VT

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9.2/10 Wonderful! (1,001 reviews)

Hotels with Childcare in Woodstock

On The River Inn

1653 West Woodstock Road, Woodstock, VT

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9.2/10 Wonderful! (1,001 reviews)

Book a stay at the best kid-friendly hotels in Woodstock

How much does it cost to stay in a family hotel in Woodstock?

You can book a stay at a kid-friendly resort in Woodstock from just $255 per night. Our prices range up $637 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Woodstock?

With over 2,591 hotels in Woodstock, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.

What is Travelocity’s cancellation policy for family hotels in Woodstock?

We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 

What are the best kid-friendly hotels in Woodstock?

At Travelocity, you can book the best family-friendly Woodstock hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.

What should I expect in the family-friendly hotels in Woodstock?

When you book a kid-friendly Woodstock resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.

How can I find family hotel deals in Woodstock?

Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Woodstock with Travelocity. 

When is the cheapest time to go to Woodstock with your family?

The cheapest time to visit Woodstock is usually .

When is the best time to go to Woodstock with your kids?

The most popular months are and are great for booking in at a Woodstock kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 

Why book a Woodstock child-friendly hotel with Travelocity?

Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.