Find hotels in Pittsford, VT from 2.867.228 ₫

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Our top choices for Pittsford hotels

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
Quiet retreat near Pico Mountain offers a seasonal outdoor pool, tennis court, and 24-hour fitness centre. Enjoy the free ski shuttle and morning breakfast before hitting the slopes. Helpful staff and clean rooms consistently earn praise from travellers.

"The staff is wonderful! Friendly, helpful and they work very hard. The room was clean but a little small for our liking so we will make sure to book a larger room next time. You can't beat the location. It's so close to everything!"
United States
Jennifer
The price is 4.715.787 ₫
5.187.365 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Inn & Suites Rutland-Killington

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1000)
Located in the heart of Middlebury, this historic hotel offers a peaceful atmosphere near Town Hall Theatre. The full-service spa provides massages and wraps, while Morgans Tavern serves local cuisine. Free WiFi and parking complement the clean rooms and helpful staff.

"Perfect New England Inn right in the heart of town."
United States
LaTascha
The price is 3.293.758 ₫
3.623.134 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Middlebury Inn

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1001)
This Rutland hotel offers convenient access to Spartan Arena with free WiFi and parking for road trippers. Unwind in the indoor pool after exploring Vermont, or relax in the sauna. Clean rooms provide comfort while helpful staff ensure a pleasant stay.

"The food "
United States
Elijah
The price is 3.110.771 ₫
3.421.849 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Days Inn by Wyndham Rutland/Killington Area

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1002)
Situated in central Rutland with easy access to restaurants and activities, this hotel offers an indoor pool and fitness centre. Enjoy American cuisine at SOUTHSIDE STEAKHOUSE, while rooms provide refrigerators and microwaves for added convenience.

"Clean, great steak house by the hotel"
United States
Caridad
The price is 3.338.114 ₫
3.671.925 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn Rutland - Killington

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (548)
Enjoy a peaceful retreat near Killington and Sugarbush ski resorts. This well-maintained motel offers clean rooms and friendly staff in a beautiful Vermont setting. Free WiFi and parking make it easy to explore Ottaquechee River and local hiking trails.

"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
The price is 2.037.865 ₫
4.321.642 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Sleep Woodstock Motel

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
Experience classic New England hospitality at this charming B&B with a seasonal outdoor pool and 24-hour fitness centre. Just minutes from Killington Resort, guests enjoy free breakfast, WiFi, and parking, plus relaxing sauna and garden terrace spaces.

"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is 6.753.388 ₫
7.361.193 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Vermont Inn

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (969)
Located minutes from Green Mountain Shopping Plaza, this welcoming hotel offers free WiFi and parking. The indoor pool provides year-round relaxation, while the fitness centre keeps routines on track. Guests consistently praise the helpful staff and hearty breakfast offerings.

"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is 3.879.750 ₫
4.267.726 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Rutland

Lake Bomoseen Lodge

Lake Bomoseen Lodge
3.5 star property
Bomoseen
9.4 out of 10, Exceptional, (862)
"Have stayed here quite a few times and every time everything is absolutely amazing!"
United States
Beth
The price is 3.435.934 ₫
3.932.427 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Lake Bomoseen Lodge

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (651)
"Exelent service and everything is clean I feel so good in the cortina hotel "
United States
sagrario
The price is 2.606.571 ₫
2.867.228 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cortina Inn

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (543)
Located near the Town Hall Theatre, this quiet Middlebury hotel offers American cuisine at Business Bistro. Enjoy a workout in the health club, relax at the bar, and appreciate room conveniences like refrigerators and microwaves.

"Great hotel, fairly centered , great staff!"
United States
Angelo
The price is 3.054.164 ₫
3.359.581 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard Middlebury

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (564)
Discover Vermont charm at this inviting inn with outdoor swimming and a garden setting. After exploring nearby Stephen A Douglas Birthplace, unwind at the bar or grab a bite at the café. Free breakfast, WiFi, and parking enhance your countryside escape.

"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is 3.148.948 ₫
3.463.842 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Brandon Inn

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.4 out of 10, Exceptional, (179)
Surrounded by mountain splendour, this family-friendly retreat offers Kent Bistro dining and relaxing amenities including a sauna. Just minutes from Killington Resort and Pico Mountain skiing, guests consistently praise the attentive staff.

"All round fantastic place to stay "
United Kingdom
Stephen
The price is 4.609.839 ₫
5.729.748 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Mountain Meadows Lodge

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (956)
Just steps from Killington Resort with a free ski shuttle, this mountain hotel offers outdoor swimming and fitness options. After slopes, unwind at the bar or restaurant. Guests praise the helpful staff and complimentary breakfast, WiFi, and parking.

"Great place to stay!"
United States
Stephen
The price is 5.906.604 ₫
6.822.246 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Mountain Inn at Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1003)
"Staff was very helpful and room service was great."
United States
Ankita
The price is 4.946.682 ₫
5.441.349 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (981)
Experience mountain adventures from this welcoming inn, just a 5-minute drive to Killington Resort and Pico Mountain. Enjoy free Wi-Fi, parking, and daily continental breakfast. Hiking trails, cross-country and downhill skiing await outdoor enthusiasts.

"Everything was superb . Staff is very friendly and breakfast is fabulous ."
United States
Bradford
The price is 3.396.441 ₫
3.736.085 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Mountain Sports Inn

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (396)
Immerse in mountain charm at this Killington inn offering 2 outdoor pools and a hot tub. After skiing at nearby Killington Resort, savour Irish cuisine at O'Dwyer's Public House. Complimentary breakfast, WiFi and parking enhance your alpine getaway.

"When we first arrived it felt really old and I was wondering what I had booked. Then, the place grew on me as I explored the hotel. I could see this as being really fun in the winter and with a group."
United States
Wendy
The price is 4.573.347 ₫
5.030.681 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Summit Lodge

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (388)
Located near Town Hall Theatre and Emma Willard House, this cosy Middlebury motel offers free WiFi and parking. Guests praise the helpful staff and clean rooms. Daily housekeeping ensures a comfortable visit.

"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is 2.867.228 ₫
3.153.951 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Middlebury Sweets Motel

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1000)
Scenic retreat just minutes from Killington Resort, offering quiet surroundings and mountain convenience. Relax in the outdoor pool, rejuvenate in the sauna, or enjoy a meal at the restaurant. Rooms include refrigerators and microwaves for added comfort.

"Spotless room also very accommodating and friendly! Loved our short stay!"
United States
Candace
North Star Lodge and Resort

The Lilac Inn

The Lilac Inn
3.5 star property
Brandon
9.6 out of 10, Exceptional, (213)
Experience Vermont's beauty at this quaint B&B near Stephen A Douglas Birthplace. Enjoy free cooked-to-order breakfast each morning, then explore with on-site skiing. Relax in the garden, terrace, or bar after your adventures.

"Clean, quaint and lovely! Great service and located in a cozy little town. "
United States
Jessica
The price is 6.029.341 ₫
6.632.275 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Lilac Inn

Grey Bonnet Inn

Grey Bonnet Inn
2.0 star property
Killington
7.8 out of 10, Good, (65)
Experience mountain adventure at this Killington hotel with free weekend breakfast and WiFi. Explore nearby hiking trails and mountain biking routes, or venture to Killington Resort just a short drive away. Gifford Woods State Park offers additional outdoor activities for nature lovers.

"The bar was closed so that was a bummer. The room was clean, parking was right by my room and the location of the property is right next to the road I was traveling on. Somehow it was still very quiet!"
United States
Susan
The price is 4.318.483 ₫
4.750.279 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Grey Bonnet Inn
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Stay near popular Pittsford attractions

Learn more about Pittsford

Nestled in Vermont's Green Mountains, Pittsford offers hiking trails through New England forest and swimming at the historic Pittsford quarry during summer months. Visit the New England Maple Museum to learn about syrup production or explore nearby Rutland's city centre shops and restaurants.

Green Mountain National Forest which includes forests and autumn leaves

Top Pittsford Hotel Reviews

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Frequently asked questions

What's the seasonal weather like in Pittsford?
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 Pittsford are January, March, November and December, with each month seeing an average of 33 cm of snowfall.

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