A winding road surrounded by autumn foliage.

Rutland Hotel Guide - Family Friendly Hotels in Rutland, Vermont

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Check availability on Rutland Family Friendly Hotels

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

Our top choices for Rutland family-friendly hotels

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 bathroom with a large mirror, dual sinks, a glass shower enclosure, and neatly folded towels on shelves.
A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.

1. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
  • Family-friendly Vermont hotel with indoor pool provides convenient basecamp for adventures of all ages.
€117
includes taxes & fees
25 Oct - 26 Oct
Comfort Inn Rutland - Killington
A covered outdoor area with a wooden ceiling, potted plants, and a bench.
A large, multi-story hotel with a prominent entrance and a well-maintained lawn.
A modern kitchen with granite countertops, wooden cabinets, and a central island.
A conference room with tables, chairs, and a projector screen.

2. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
  • Families enjoy Vermont retreat featuring indoor pools, mini golf, and premium entertainment.
€133
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 hotel lobby with a dining area, stone wall, and a view of the outside.
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.

3. 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.
€158
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites 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 hotel room with two beds, a large beach mural on the wall, and a wooden floor.
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.
€116
includes taxes & fees
25 Oct - 26 Oct
Days Inn by Wyndham Rutland/Killington Area
A dining table set with plates, glasses, and a vase with a plant.
A modern living room with a grey chair, a round coffee table, a grey sofa, and a white door.
A metal gate with a wooden bench in front of a white door with the number 2.
A modern kitchen with stainless steel appliances, including a microwave, oven, and dishwasher.

5. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
€172
includes taxes & fees
20 Oct - 21 Oct
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.
A residential property with a well-maintained lawn, a large flowering tree, and a house with a porch.
A bedroom with a bed, grey walls, and a patterned bedspread.
A view through a window with a metal screen, a grassy area, a wooden fence, and a hill in the background.

6. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
€212
includes taxes & fees
1 Nov - 2 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.
A shower with a white curtain, a towel hanging on a hook, and a shelf unit against the wall.
A two-story house with a front porch, a small staircase, and a well-maintained lawn.
A compact room with bunk beds, a washing machine, and a window with curtains.

7. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
€302
includes taxes & fees
16 Oct - 17 Oct
Centrally located apartment for the skier & outdoor enthusiast
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.
A spacious living room with a dining area, a kitchen in the background, and a ceiling fan.
A small, enclosed room with wooden walls and a single electric heater on a stone base.
A dining area with a wooden table and chairs, a kitchen in the background, and a window with curtains.

8. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
€429
includes taxes & fees
3 Nov - 4 Nov
large ski ranch hot tub close to killington pets ok
A room with a sloped ceiling, a skylight, a white door, and a built-in bookshelf with various items.
A spacious living area with a wooden bench, a dining table with chairs, a kitchen in the background, and a view of the outdoors through a window.
A living room with a fireplace, grey and brown sofas, a TV mounted on the wall, and a staircase leading to another level.
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

9. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
€655
includes taxes & fees
19 Oct - 20 Oct
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A two-story house with a covered porch and a car parked in front.
A modern living room with a sofa, coffee table, and dining area.
A modern kitchen with stainless steel appliances, a dining table, and a wooden floor.
A modern living room with two black leather sofas, a wooden coffee table, and a large floor lamp.

10. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
€370
includes taxes & fees
9 Nov - 10 Nov
4BR Home | Walk Downtown Rutland + Trails
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

8/10 Good
"The room was comfortable, the beds were comfortable too, and it was clean. Breakfast was okay, and the staff were pleasant."
Luisa 1-night trip
Posted 8 hours ago
Days Inn by Wyndham Rutland/Killington Area
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Very much enjoyed our stay! The property is beautiful and hosts lovely. We loved the breakfast pancakes and chocolate chip cookies! Easy access to hiking trails. Would definitely stay here again!"
Sharon 2-night trip
Posted 9 hours ago
Mountain Meadows Lodge
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"This was a great spot! Very clean. The 25 person hot tub was incredible, with a view of the mountains while you soaked. Definitely will be going back!"
Hannah 2-night trip
Posted 9 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Mountain Sports Inn

Mountain Sports Inn

8/10 Good
"Staff were very friendly and helpful. Room was spacious with all the amenities we needed. Location was excellent, and though we were not there to ski, noted that there is a shuttle right across the street to the resort. Lovely made to order breakfast was a bonus."
Dianna 1-night trip
Posted 9 hours ago
Mountain Sports Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"My sister and I needed a very last minute place to stay after our VRBO rental was not what we thought. The ladies at the front desk were really nice and very help. The beds and pillows were very comfortable and the room was very clean. The only issue is the area, it’s a bit of a drive if you want to shop however, one minute up the road is Murdoch’s restaurant and they had delicious food. We ate there twice. Just make sure to make a reservation. All in all it was a nice stay and we definitely suggest staying there."
Stephanie 1-night trip
Posted 11 hours ago
Pointe at Castle Hill Resort
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 13 hours ago
Jackson Gore Village, A Vail Resorts Property
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 3 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 8 days ago
On The River Inn
Quality Inn Rutland - Killington

Quality Inn Rutland - Killington

10/10 Excellent
"I had a great experience. It is classic Vermont. This giant (friendly) dog met me behind front desk. The desk clerk was a pretty rustic character. He had been on duty 48 hours, but he was so friendly and helpful. The poor guy was asleep in the desk chair when I went to check out but he was all about service when I woke him up. I slept better than I do at home. Price was right and I would stay there again."
Robert 1-night trip
Posted 1 month ago
Quality Inn Rutland - Killington

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.