Hotels in Rutland

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May 22 - May 24
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May 29 - May 31

Where to stay in Rutland?

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Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,014 reviews)
Explore Vermont from this friendly Rutland hotel that offers a complimentary breakfast and free parking. After skiing or hiking, unwind in the indoor pool and sauna. The clean rooms provide a peaceful retreat near Green Mountain Shopping Plaza and Spartan Arena.
The price is $122
$135 total
includes taxes & fees
May 25 - May 26
Days Inn by Wyndham Rutland/Killington Area
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,003 reviews)
This Rutland hotel offers an indoor pool and fitness center, plus free breakfast, WiFi, and parking. Located near Diamond Run Mall with easy access to Rutland Station, guests love the helpful staff and morning meal options.
The price is $139
$152 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Rutland
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very Good, (1,005 reviews)
Explore Rutland from this centrally located hotel with a refreshing indoor pool. Grab American cuisine at Southside Steakhouse after a workout. Rooms include microwaves and refrigerators, while free parking, WiFi, and breakfast add exceptional value.
The price is $124
$136 total
includes taxes & fees
May 26 - May 27
Comfort Inn Rutland - Killington
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,001 reviews)
Enjoy a serene stay just 10 minutes from Pico Mountain Ski Resort with complimentary shuttle and breakfast. After skiing, unwind at the seasonal outdoor pool, tennis court, or 24-hour fitness center. Clean rooms and helpful staff enhance your Vermont adventure.
The price is $170
$187 total
includes taxes & fees
May 27 - May 28
Best Western Inn & Suites Rutland-Killington
Front of property

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (429 reviews)
Escape to this charming Vermont inn, just minutes from Killington Resort. Enjoy free breakfast before hitting the slopes, or relax in the seasonal outdoor pool after a sauna session. The 24-hour gym and cozy bar offer perfect spots to unwind between mountain adventures.
The price is $205
$223 total
includes taxes & fees
May 20 - May 21
The Vermont Inn
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (833 reviews)
This tranquil resort near Mount Ascutney features indoor and outdoor pools, tennis courts, and The Maple Kitchen serving American cuisine. Peaceful surroundings create the perfect setting for relaxation while maintaining easy access to local attractions.
The price is $139
$168 total
includes taxes & fees
May 20 - May 21
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (929 reviews)
The price is $156
$186 total
includes taxes & fees
May 25 - May 26
The Shire Woodstock
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (61 reviews)
Wake to complimentary continental breakfast at this charming Woodstock B&B. Enjoy nearby cross-country skiing and snowboarding, then return to free WiFi and parking. Billings Park and Trail and Dana House Museum are just minutes away.
The price is $213
$234 total
includes taxes & fees
May 20 - May 21
The Vesper
Exterior

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (334 reviews)
Set in charming South Woodstock, Kedron Valley Inn puts you near Union Arena Community Center and VINS Nature Center. After exploring, enjoy dinner at Ransom Tavern or unwind with drinks on the terrace.
The price is $267
$294 total
includes taxes & fees
Jun 4 - Jun 5
Kedron Valley Inn
Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (578 reviews)
Unwind at this elegant Vermont resort with golf course, spa, and indoor pool near Middle Covered Bridge. Four restaurants serve American cuisine, while two bars offer evening relaxation. Travelers praise the attentive staff and central location.
The price is $319
$395 total
includes taxes & fees
May 25 - May 26
Woodstock Inn & Resort
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,009 reviews)
Set along the waters of Woodstock, this family-friendly hotel offers an indoor pool, hot tub, and fitness center. Grab a bite at 506 Bistro and Lounge before exploring Union Arena or Five Elm Arches. Free WiFi and parking round out this relaxing riverside retreat.
The price is $178
$232 total
includes taxes & fees
Jun 8 - Jun 9
On The River Inn
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (280 reviews)
This peaceful B&B offers a quiet retreat with Victorian charm and lush gardens. Enjoy the on-site restaurant and unwind at the stylish bar after exploring nearby Five Elm Arches. Guests rave about the delicious breakfast and convenient free WiFi and parking.
The price is $149
$164 total
includes taxes & fees
May 25 - May 26
The Jackson
Lobby sitting area

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (70 reviews)
Tucked in charming Woodstock, this inn provides a cozy retreat with a welcoming fireplace in the lobby. Explore the nearby Union Arena Community Center or wander along the scenic Ottaquechee River. Convenient free WiFi and self parking make your Vermont adventure seamless.
The price is $120
$132 total
includes taxes & fees
May 20 - May 21
Lincoln Inn & Gallery
Front of property

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (118 reviews)
The price is $224
$244 total
includes taxes & fees
May 20 - May 21
Castle Hill Resort And Spa
Sauna, aromatherapy, hot stone massages, deep-tissue massages

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
The price is $169
$193 total
includes taxes & fees
May 20 - May 21
Pointe at Castle Hill Resort
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
Set in a serene landscape just outside Woodstock, this cozy motel offers the perfect basecamp for Killington and Sugarbush skiing adventures. Clean, peaceful rooms welcome you after days of outdoor exploration. Enjoy free WiFi, parking, and proximity to the Ottaquechee River.
The price is $86
$130 total
includes taxes & fees
May 20 - May 21
Sleep Woodstock Motel
Interior

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
The price is $259
$284 total
includes taxes & fees
May 26 - May 27
Deer Brook Inn
Front of property - evening/night

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (221 reviews)
Feel the cozy vibe at this mountain motel, just 5 minutes from Okemo Mountain Resort. Enjoy a drink at the bar after a day of skiing, kayaking, or biking. Free WiFi, parking, and area shuttle make exploring nearby Dorsey Park effortless.
The price is $193
$212 total
includes taxes & fees
Jun 1 - Jun 2
Main and Mountain Bar & Motel
House (5 Bedrooms) | Front of property

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is $979
$1,619 total
includes taxes & fees
May 20 - May 21
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Exterior

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
Rustic charm meets outdoor adventure at this Plymouth B&B, just minutes from Okemo Mountain Resort. After tennis matches or mountain excursions, unwind in the outdoor pool and hot tub, then savor a meal at the restaurant.
The price is $230
$251 total
includes taxes & fees
May 25 - May 26
Echo Lake Inn
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.
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Showing deals for:May 20 - May 21
Lobby
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,014 reviews)
The price is $130
per night
$143 total
includes taxes & fees
MOD
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Days Inn by Wyndham Rutland/Killington Area
Showing deals for:May 29 - May 31
Free daily buffet breakfast
Hampton Inn Rutland

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,003 reviews)
$55 off
The price is $156
per night
$344 total
includes taxes & fees
Hampton Inn Rutland

Check out hotels with a pool in Rutland

Lobby
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1014)
The price is $122
$135 total
includes taxes & fees
May 25 - May 26
Days Inn by Wyndham Rutland/Killington Area
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.
View all properties

When is the best time to visit Rutland?

Our prices for hotels in Rutland are cheapest in November
Price trends for hotels in Rutland
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Rutland
May
High 19°C / low 7°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Cloudy most days.
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December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature -3 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature -1 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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Monthly weather averages (˚C)

Top landmarks in Rutland

Paramount Theater

4.3/5 (46 reviews)
If you’re after a show while in the center of Rutland, you might want to get tickets at Paramount Theater. If you want to experience more of the culture Rutland has to offer, head to Vermont State Fairgrounds, Pine Hill Park, and Rutland Regional Medical Center.
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Learn more about Rutland

Venture into a city where marble-clad buildings tell stories of Vermont's quarrying heyday. The Paramount Theatre, a restored 1912 opera house, hosts everything from Broadway shows to indie films. Pine Hill Park offers 16 miles of trails for mountain biking enthusiasts of all skill levels. In winter, nearby Killington and Pico mountains transform into skier paradises with runs for every ability. The Vermont State Fair brings agricultural traditions alive each September. Downtown's 100-plus historic buildings house quirky shops and farm-to-table restaurants where maple finds its way into unexpected dishes. The Green Mountain Rock Climbing Center provides vertical thrills when mountain weather turns fickle.

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Aerial view, forest trees, woodland, deciduous temperate fog, lowland, Britain, UK, England, sunset Sunrise. Aerial views of woodland and forested deciduous alpine trees during early Autumn. Farmer

Check out reviews of Rutland hotels guests love

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"The front desk person (sorry that I do not remember his name) was awesome! Very helpful and accommodating. Was willing to help with any concern I had; even with providing recommendations for different places in the area. Not much traffic when I visited, so that was a plus. The pool was open so I got to utilize that. I gave the room less than 5 stars because the bed was just a bit TOO squeaky and also, we entered and there was a used washcloth in the shower that was over looked from the previous occupant during the cleaning and turn over. All in all, this place is decent for a couple nights stay. It has just enough. If you don’t drive, or have a means of reliable transportation, the area of rutland might not be ideal as ride share options are to be desired."
Gabriela 1-night trip
Posted 1 hour ago
Days Inn by Wyndham Rutland/Killington Area

Frequently asked questions

What accommodations do travelers like in Rutland?
Guests like Comfort Inn Rutland - Killington, Days Inn by Wyndham Rutland/Killington Area and Hampton Inn Rutland.
Can I book refundable accommodations in Rutland?
If you want the flexibility to change your travel plans to Rutland, most properties provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Rutland if I want a cheap accommodation?
Comfort Inn Rutland - Killington, Days Inn by Wyndham Rutland/Killington Area and Hampton Inn Rutland are a few accommodations you might want to consider that'll save you money.
Where can I stay in Rutland if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 50 vacation homes. In addition, there are 12 apartments and 17 condos.
What will the weather in Rutland be like during my trip?
The warmest months in Rutland are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 25°F. The rainiest months are June and October.
Why should I book my Rutland hotel with Hotels.com?
There are plenty of reasons to book your Rutland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.