A winding road surrounded by autumn foliage.

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Check availability on Rutland Family-Friendly Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Rutland family-friendly hotels

A covered outdoor area with a wooden ceiling, potted plants, and a bench.
A modern bathroom with a shower, a bathtub, a vanity with a mirror, and a towel rack.
A modern kitchen with granite countertops, wooden cabinets, and a central island.
A hotel room with a large bed, a wooden headboard, two bedside tables with lamps, and a framed picture on the wall.

1. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
  • Families enjoy Vermont retreat featuring indoor pools, mini golf, and premium entertainment.
฿4,532
฿4,985 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Rutland
A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.
A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.
A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

2. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
  • Family adventure features seasonal pool, tennis courts, free ski shuttle, and proximity to climbing and slopes.
฿5,402
฿5,942 total
includes taxes & fees
27 Oct - 28 Oct
Best Western Inn & Suites Rutland-Killington
A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.
An indoor swimming pool with clear blue water, surrounded by white tiles and blue pillars.
A modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.
A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.

3. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
  • Family-friendly Vermont hotel with indoor pool provides convenient basecamp for adventures of all ages.
฿4,131
฿4,544 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Rutland - Killington
A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.
An indoor swimming pool with a high ceiling, multiple ceiling fans, and a seating area with chairs and tables.
A spacious dining area with wooden tables and chairs, large windows offering a view of the outdoors, and a modern interior design with a wooden ceiling.
A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.

4. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
  • Family fun near Vermont State Fairgrounds with an indoor pool for year-round swimming and a convenient ski location.
฿3,962
฿4,358 total
includes taxes & fees
25 Oct - 26 Oct
Days Inn by Wyndham Rutland/Killington Area
A grassy area with several kayaks and a paddleboard near a small shed and a house.
A spacious living room with a large sectional sofa, a wooden coffee table, and a staircase leading to an upper floor.
A spacious living room with a fireplace, a dining area with a wooden table and chairs, and large windows providing natural light.
A waterfront building with a deck and outdoor seating area.

5. Lake Bomoseen Lodge

Lake Bomoseen Lodge
Bomoseen
฿4,376
฿5,008 total
includes taxes & fees
1 Nov - 2 Nov
Lake Bomoseen Lodge
A building with a modern design, featuring large windows and a covered outdoor seating area.
A modern bathroom with a large bathtub, a glass-enclosed shower, and a toilet.
A swimming pool surrounded by snow, with a building in the background.
A lobby with a stone wall, wooden staircase, and a reception desk.

6. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
฿4,496
฿5,193 total
includes taxes & fees
19 Oct - 20 Oct
The Mountain Inn at Killington
A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.
A large wooden lodge with a balcony and multiple windows, surrounded by snow.
A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.
A wooden cabin with a white door labeled "Outer Limits," a covered porch, and a snow-covered deck.

7. Mountain Sports Inn

Mountain Sports Inn
Killington
฿4,325
฿4,758 total
includes taxes & fees
14 Oct - 15 Oct
Mountain Sports Inn
A pool table, a foosball table, and a dartboard in a room with wooden floors and a sloped ceiling.
A bar area with wooden stools, pendant lighting, and a rustic ceiling.
A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.
A room with wooden cabinets, potted plants, and hanging light fixtures.

8. Mountain Meadows Lodge

Mountain Meadows Lodge
Killington
  • Family fun flourishes at this alpine lodge near killington resort with games, skiing, and dining options.
฿5,282
฿6,648 total
includes taxes & fees
27 Oct - 28 Oct
Mountain Meadows Lodge
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.
A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.
A wooden interior with a dining area featuring a round table and benches, large windows with a view of greenery, and a sign that reads "Grateful."
A cozy living room with a fireplace, wooden furniture, and a stone wall.

9. Snowed Inn

Snowed Inn
Killington
฿4,258
฿5,153 total
includes taxes & fees
25 Oct - 26 Oct
Snowed Inn
Front of property
A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.
A long corridor with tables and chairs, large windows, and a ceiling fan.
A paved patio with outdoor furniture, a decorative garden bed, and a white fence.

10. Brandon Inn

Brandon Inn
Brandon
฿4,511
฿4,962 total
includes taxes & fees
1 Nov - 2 Nov
Brandon Inn
View all properties

Choose what matters most at family-friendly hotels in Rutland

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Rutland Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Went with my wife and kids, we will be returning, very clean, everything was very intentional, great food as well, we will so you all again soon!"
Peter 1-night trip
Posted 1 hour ago
Mountain Meadows Lodge
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Great hotel!"
Petra 2-night trip
Posted 5 hours ago
The Mountain Inn at Killington
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

10/10 Excellent
"Very good breakfast, nice bed and clean room. Good location and close to many restaurants"
Venkatesh 2-night trip
Posted 19 hours ago
Best Western Inn & Suites Rutland-Killington
Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"This place is great!! I recommend to any travelers in that area needing a room to book it quick! Breakfast is great the rooms are super clean and the staff is very friendly and helpful."
Kimberly 1-night trip
Posted 20 hours ago
Mountain Sports Inn
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

8/10 Good
"Great hotel experience—looking forward to returning!"
Matthew 1-night trip
Posted 21 hours ago
Days Inn by Wyndham Rutland/Killington Area
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Nice stop during our roadtrip. Loved the layout of the room and we really appreciate the staff's help. They are incredibly friendly and accommodating to customers."
Kathryn 1-night trip
Posted 23 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"Clean room, good staff, good breakfast"
tuhin 3-night trip
Posted 4 days ago
Comfort Inn Rutland - Killington
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 5 days ago
On The River Inn
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Beautiful location. Helpful staff"
Richard 1-night trip
Posted 12 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Frequently asked questions

What's Rutland like for family-friendly holidays?
You may want to consider the welcoming destination of Rutland if you've been thinking about a trip for the whole family. The beautiful waterfalls, sightseeing tours and mountain views are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is the closest airport, or Springfield, VT (VSF-Hartness State), which is located 29.3 mi (47.1 km) from the city centre.
What's the best family accommodation in Rutland?
Rodeway Inn Rutland is a hotel with an outdoor pool and free parking, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Rutland?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Rutland are January, March, November and December, with each month seeing an average of 33 cm of snowfall.
What's there to see and do with your family in Rutland?
While you and your family are holidaying in Rutland, you may want to visit some family-friendly attractions such as Paramount Theater and Killington Resort. Make sure that you have lots of time for activities such as Hathaway Farm and Chaffee Art Center.
What's the best way for us to get around Rutland?
To venture out into the surrounding area, hop aboard a train at Rutland Station. Rutland might not have very many public transport options to choose from, so consider renting a car to explore more.

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