A snow-covered river valley with a bridge and a town.

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Check availability on Windsor Family Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Windsor family-friendly hotels

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.
A living room with a spiral staircase, a sofa set, a coffee table, and a painting on the wall.
A kitchen with wooden cabinets, a white stove, a microwave, and pendant lights.
A spacious loft room with exposed wooden beams, a sloped ceiling, and a large window.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
NT$4,008
NT$6,109 total
includes taxes & fees
Nov 1 - Nov 2
Fat Sheep Farm & Cabins
A room with a flat-screen TV mounted on the wall, a bean bag chair, a small table with chairs, and a play area with colorful toys.
A bar area with stools, a counter, and a large window offering a view of a snowy landscape.
A multi-story hotel with a central courtyard and a reflective water feature.
A spacious living area with a staircase, patterned sofas, a coffee table, and a decorative wall piece.

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
NT$4,433
NT$5,359 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.
A hotel room with two beds, a desk, and a window with curtains.
A swimming pool with a wooden deck, lounge chairs, and a table with chairs.
A modern hotel lobby with a stone-patterned floor, a sofa with colorful cushions, a wooden coffee table, and a large lamp.

3. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
  • Family vacations made special with an outdoor pool, kids' play spaces, and nearby aquatic center adventures await.
NT$3,636
NT$3,946 total
includes taxes & fees
Nov 2 - Nov 3
Best Western West Lebanon-Hanover Hotel
A spacious dining area with high ceilings, wooden tables, and blue upholstered booths.
A modern hotel room with a blue sofa, a wooden coffee table, a laptop, a white mug, and a gray armchair.
A laundry area with two washing machines, a dryer, a payment kiosk, and a sign indicating guest laundry use.
A Holiday Inn Express & Suites building with a brick facade, multiple windows, and a parking lot.

4. Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG
White River Junction
  • Family fun near Dartmouth College with free hot breakfast and cozy rooms just steps from aquatic adventures.
NT$3,905
NT$4,295 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Hotel & Suites White River Junction by IHG
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.
A patio with two wicker chairs and a table, surrounded by greenery and a white structure.
A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.
A bathroom with a vanity, sink, mirror, and a towel rack.

5. Align Inn Vermont

Align Inn Vermont
Quechee
  • Family-friendly Vermont retreat makes a splash with indoor pool steps from Quechee State Park for all-weather fun.
NT$3,921
NT$4,313 total
includes taxes & fees
Nov 1 - Nov 2
Align Inn Vermont
A hotel room with a bed, a desk, a chair, a television, and a window with curtains.
A spacious dining area with a long wooden table, multiple chairs, and a fruit display.
A bathroom with a bathtub, a shower, and grab bars.
A conference room with a long table, chairs, and a water pitcher.

6. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
  • Create family memories at Upper Valley retreat with pool, spacious rooms, and local attraction access.
NT$4,315
NT$4,746 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn White River Junction
A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.
A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.
A brick oven pizza station with a chef preparing dough.
A hotel room with a large bed, bedside tables, a desk, and a chair.

7. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
NT$7,441
NT$8,186 total
includes taxes & fees
Nov 1 - Nov 2
Kedron Valley Inn
A children's playroom with a play tent, a playhouse, and a toy kitchen set.
A spacious living room with a large American flag, a fireplace, and a chandelier.
Two Adirondack chairs by a river with a forested hillside in the background.
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

8. On The River Inn

On The River Inn
West Woodstock
  • Riverside fun awaits families at this Woodstock retreat where kids enjoy the children's pool, playground, and arcade games.
NT$5,209
NT$6,433 total
includes taxes & fees
Nov 2 - Nov 3
On The River Inn
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.
A cozy lobby with a stone fireplace, leather sofas, and a coffee table.
An indoor swimming pool with a curved design, surrounded by seating areas and plants.

9. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
NT$4,482
NT$4,863 total
includes taxes & fees
Nov 1 - Nov 2
Fireside Inn & Suites West Lebanon
A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.
A white building with a red door and windows, labeled "The Quechee Inn."
A golf course with sand bunkers, a lake, and autumn-colored trees in the background.
A red brick building with a white garage door, a tree with pink blossoms, and a sign indicating no parking.

10. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
  • Historic inn offers family adventures with free breakfast, outdoor exploration, and quiet games.
NT$5,430
NT$5,973 total
includes taxes & fees
Oct 27 - Oct 28
The Quechee Inn at Marshland Farm
View all properties

Choose what matters most at family-friendly hotels in Windsor

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"vERY NICE, CLEAN AND COMFORTABLE PLACE TO STAY."
MARK 1-night trip
Posted 1 hour ago
Fireside Inn & Suites West Lebanon
Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Beautiful little hotel, loved that I could park the car in front of the room. Excellent location if visiting Woodstock, real close to the quechee gorge."
George 1-night trip
Posted 1 hour ago
Align Inn Vermont
Six South St Hotel

Six South St Hotel

10/10 Excellent
"The lobby is charming and the room is very clean and comfortable. The staff was so kind and helpful. I'd definitely stay there again and highly recommend booking there if you need to visit Hanover. Everything you need is also in walking distance!"
Jacqueline 2-night trip
Posted 1 hour ago
Six South St Hotel
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"Clean and nice place for family."
Mst M 1-night trip
Posted 2 hours ago
Jackson Gore Village, A Vail Resorts Property
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Extremely Friendly Staff. Very clean and comfortable room. Convenient location. Highly recommend"
Gail 1-night trip
Posted 2 hours ago
Pointe at Castle Hill Resort
White River Inn and Suites

White River Inn and Suites

8/10 Good
"Not a far drive to Woodstock and reasonable price for a very popular weekend. Comfortable , clean room pleasant staff and good breakfast included."
lori 1-night trip
Posted 8 hours ago
White River Inn and Suites
Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Very quaint little inn. Clean room, comfy beds, and very quiet. Breakfast was made to order. We had chocolate chip pancakes and they were delicious. Definitely not what I was expecting. I would recommend staying here to anyone looking for something fun and different."
katrina 1-night trip
Posted 21 hours ago
Mountain Sports Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Room was spacious and very clean upon arrival. Staff was also very attentive and took care all our needs."
Marlene 3-night trip
Posted 2 days ago
Woodstock Inn & Resort
On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 7 days ago
On The River Inn

Frequently asked questions

What's Windsor like for family-friendly vacations?
The destination of Windsor is a good option if you've been considering a getaway with the kids. The sledding, golfing, and forests are just a few things that make this an attractive family vacation spot. Arrange a flight into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the city center.
When's the best time to book a family-friendly vacation in Windsor?
The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What's there to see and do with your family in Windsor?
While you and your family are staying in Windsor, you might want to visit some family-friendly attractions such as Brownsville Trail, Windsor Public Library, and Weathersfield Proctor Library. Make sure you have lots of time for activities like Claremont Opera House and Maple Lanes.
What's the best way for us to get around Windsor?
To see more of the larger area, hop aboard a train at Windsor Station. Windsor might not have very many public transportation choices so consider a car rental to maximize your time.

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