Find hotels in Pittsford, VT from 2.833.863 ₫

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22 Dec - 23 Dec
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23 Dec - 24 Dec
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26 Dec - 28 Dec
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Our top choices for Pittsford hotels

Room, Private Bathroom (Bear Room) | Down duvets, iron/ironing board, free WiFi, bed sheets
Shoreham Inn

Shoreham Inn

Shoreham Inn
3.0 star property
Shoreham
9.8 out of 10, Exceptional, (164)
Escape to this charming Shoreham inn where free cooked-to-order breakfast starts each morning. Unwind with drinks at the bar, stroll through the garden, or relax on the terrace. Near Richville Wildlife Area with free WiFi and parking.
"Beautiful historic inn in lovely setting! Wonderful owners and great food!!"
United States
Diane
The price is 5.236.685 ₫
5.707.987 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Shoreham Inn
Room, Lake View (Lodge) | Premium bedding, iron/ironing board, bed sheets
Lake Bomoseen Lodge

Lake Bomoseen Lodge

Lake Bomoseen Lodge
3.5 star property
Bomoseen
9.4 out of 10, Exceptional, (865)
"Have stayed here quite a few times and every time everything is absolutely amazing!"
United States
Beth
The price is 3.434.107 ₫
3.930.334 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Lake Bomoseen Lodge
Outdoor pool
Echo Lake Inn

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
Set in Plymouth, this country inn offers tennis, a hot tub, and outdoor pool. Just 10 minutes from Okemo Mountain Resort and near Echo Lake, guests enjoy complimentary breakfast, WiFi, and parking.
"Old fashioned inn with wonderful hosts."
United States
James
The price is 7.669.770 ₫
8.360.050 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Echo Lake Inn
Condo, 2 Bedrooms | Interior
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo

Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
2.0 star property
Rutland
The price is 15.995.046 ₫
30.489.140 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Skiers! Fox Hollow 2br/2ba Condo. Across From Pico, Minutes To Killington 2 Bedroom Condo
Front of property
The Vermont Inn

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 6.749.797 ₫
7.357.278 ₫ total
includes taxes & fees
24 Dec - 25 Dec
The Vermont Inn
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel

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 2.576.239 ₫
2.833.863 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Middlebury Sweets Motel
Front of property
Cortina Inn

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (657)
"Very quiet and comfortable stay."
United States
James
The price is 3.131.485 ₫
3.444.634 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Cortina Inn
Exterior
Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40)
Surrounded by Vermont's natural beauty, these Ripton cabins offer private balconies or patios overlooking the wilderness. Each retreat includes a full kitchen, washing machine/dryer, and cosy fireplace, with hiking trails and Robert Frost Farm nearby.
"Ammazing,would go again!"
United States
Joseph
The price is 7.341.885 ₫
8.002.655 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Robert Frost Mountain Cabins
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (972)
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 4.341.975 ₫
4.776.173 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Rutland
Exterior
The Lilac Inn

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 6.026.135 ₫
6.628.748 ₫ total
includes taxes & fees
26 Dec - 27 Dec
The Lilac Inn
The Jewel | Living area | TV
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (96)
Tucked away in Chittenden, this mountain retreat offers ski-in/ski-out access and a private beach. Enjoy cross-country skiing, sledding, or tennis, followed by American cuisine at Highlands Dining Room. Lefferts Pond and the resort's outdoor pool await.
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
United States
Wendy
The price is 8.552.375 ₫
9.322.089 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Mountain Top Inn & Resort
Room, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds
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
6.4 out of 10, (1002)
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 3.891.989 ₫
4.281.188 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Days Inn by Wyndham Rutland/Killington Area
Property grounds
Swift House Inn

Swift House Inn

Swift House Inn
3.0 star property
Middlebury
9.4 out of 10, Exceptional, (323)
Located in Middlebury, this welcoming hotel offers Jessica's restaurant for dinner and a relaxing sauna and steam room. Free breakfast, WiFi, and parking enhance your stay. National Museum of the Morgan Horse and Danforth Pewter are nearby attractions.
"Great place!! Excellent breakfast. Great restaurant with Friendly staff.Quaint Vermont Inn with nice rooms. "
United States
Doug
Swift House Inn
Exterior
Courtyard Middlebury

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (546)
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.
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is 3.109.117 ₫
3.420.028 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard Middlebury
Deluxe Suite | Individually decorated, desk, blackout curtains, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (549)
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 2.178.882 ₫
4.041.458 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Sleep Woodstock Motel
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1003)
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.
"Great front desk staff. Rooms were very comfortable. "
United States
JERILYN
The price is 4.713.280 ₫
5.184.609 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Inn & Suites Rutland-Killington
Exterior
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1007)
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 rooms and polite workers. Try to stay there every time we go to Vermont."
United States
Michael
The price is 3.780.150 ₫
4.158.165 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn Rutland - Killington
Exterior
Middlebury Inn

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1004)
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 3.410.424 ₫
3.751.466 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Middlebury Inn
Family Cabin, 2 Queen Beds | Blackout curtains, free WiFi, bed sheets
Emrose Luxury Cabins

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (66)
Woodland hideaway with personal hot tubs close to Otter Valley Winery. Enjoy the relaxing sauna after a day of adventure, with free parking and WiFi. Stephen A Douglas Birthplace is just a short drive away.
"It was a great low t"
United States
Brenda
The price is 4.736.700 ₫
5.352.471 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Emrose Luxury Cabins
Property entrance
The Trailside Inn

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.0 out of 10, Wonderful, (135)
Surrounded by world-class skiing at Killington and Pico Mountain resorts, this inviting guesthouse offers complimentary continental breakfast, WiFi and parking. Enjoy winter activities right on the property or relax in the garden and terrace after a day outdoors.
"Such a great, comfortable place to stay with an awesome staff!"
United States
Daniel
The price is 4.347.238 ₫
4.781.962 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Trailside 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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Stay near popular Pittsford attractions

New England Maple Museum

You can spend time browsing the exhibits at New England Maple Museum during your trip to Pittsford. Discover the area's mountain views and cosy cafes.
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Proctor-Pittsford Country Club

Enjoy a round of golf in Pittsford at Proctor-Pittsford Country Club. Discover the area's museums and shops.
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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.

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Green Mountain National Forest which includes forests and autumn leaves

Top Pittsford Hotel Reviews

More cheap stays in Pittsford

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
The price is 3.780.150 ₫ per night from 4 Jan to 5 Jan
3.780.150 ₫
4.158.165 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8/10 Very Good! (1,000 reviews)

Hotels in Pittsford with star rating

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.