A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield hotels

1. The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (167 reviews)
"Such a welcoming and friendly place for a stay"
United States
Marc
The price is £130
includes taxes & fees
30 Nov - 1 Dec
The Trailside Inn

2. Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (368 reviews)
"This place is awesome, Clean, beautiful, great location, great staff, super breakfast."
United States
Kathy
The price is £131
includes taxes & fees
8 Nov - 9 Nov
Mountain Meadows Lodge

3. Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
"Would definitely stay again"
United States
Pamela
The price is £89
includes taxes & fees
30 Nov - 1 Dec
Mountain Sports Inn

4. Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (706 reviews)
"Very friendly staff with easy check in and out. Breakfast was fast and convenient and great location!"
United States
Jeff
The price is £150
includes taxes & fees
16 Nov - 17 Nov
Greenbrier Inn

5. North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect service and friendly staff!!"
United States
Toghrul
The price is £97
includes taxes & fees
8 Nov - 9 Nov
North Star Lodge and Resort

6. Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (208 reviews)
"modern and clean, wifi worked great"
United States
Kylie
The price is £113
includes taxes & fees
5 Nov - 6 Nov
Après Inn Killington

7. The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,001 reviews)
"Great hotel!"
United States
Petra
The price is £115
includes taxes & fees
8 Nov - 9 Nov
The Mountain Inn at Killington

8. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (435 reviews)
"It was a fantastic stay and all that we wanted in a charming inn on the mountain."
United States
Marleen
The price is £140
includes taxes & fees
30 Nov - 1 Dec
Snowed Inn

9. Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (71 reviews)
"Clean room, clean place, warm and cozy inside. A great place to stay in Killington!"
United States
Ivan
The price is £99
includes taxes & fees
8 Nov - 9 Nov
Killington Haus

10. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.2 out of 10, Wonderful, (131 reviews)
"Oh wow!! I would stay here again tomorrow! Beautiful property, restaurant has amazing food and convenient location. We stayed in the Long View Barn, the 60 mile view was even more spectacular than we imagined!"
United States
Allison
The price is £276
includes taxes & fees
8 Nov - 9 Nov
The Mountain Top Inn & Resort

11. 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, (1,000 reviews)
"Great hotel with an amazing staff."
United States
Richard
The price is £116
includes taxes & fees
10 Nov - 11 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton

12. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
"clean, staff welcoming, and breakfast was solid."
United States
Bryce
The price is £132
includes taxes & fees
16 Nov - 17 Nov
Best Western Inn & Suites Rutland-Killington

13. Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (733 reviews)
"Very unique and well maintained/restored historic property. It's a cool place."
United States
Amy
The price is £102
includes taxes & fees
12 Nov - 13 Nov
Brandon Inn

14. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (648 reviews)
"The room was clean and the self check in was great!"
United States
Karla
The price is £92
includes taxes & fees
11 Nov - 12 Nov
Sleep Woodstock Motel

15. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,010 reviews)
"This was a good hotel for a decent price."
United States
Leila
The price is £103
includes taxes & fees
10 Nov - 11 Nov
Comfort Inn Rutland - Killington

16. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
7.0 out of 10, Good, (1,001 reviews)
"Nice place good breakfast"
Canada
Jim
The price is £97
includes taxes & fees
16 Nov - 17 Nov
Days Inn by Wyndham Rutland/Killington Area

17. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (119 reviews)
"The historic inn is so charming and relaxing. we love the location to town and the staff is so friendly. Luke, the owner, was very nice"
United States
Nhat Thuy
The price is £96
includes taxes & fees
8 Nov - 9 Nov
Lincoln Inn & Gallery

18. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is £350
includes taxes & fees
8 Nov - 9 Nov
The Suites at Killington Center

19. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (636 reviews)
"Just passing through and was a great place to stay.."
United States
Debra
The price is £78
includes taxes & fees
30 Nov - 1 Dec
My Place Hotel-Randolph VT
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 Pittsfield attractions

Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

A lake surrounded by autumn-colored trees and a rocky shoreline.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Frequently asked questions

What is the best area to stay in Pittsfield?
The best area to stay in Pittsfield is right in the village centre, particularly around Main Street, as it offers the most convenient access to local amenities and the region's natural beauty.

Pittsfield's village centre is a small, picturesque area typical of rural Vermont. Main Street runs through the heart of the village, where you'll find the general store, a few local eateries, and the town hall. It's a compact and easily navigable area, providing a cosy base for exploring the surrounding Green Mountains.

Couples looking for a relaxing escape will find the village centre ideal. It offers a peaceful setting with immediate access to hiking trails and scenic drives. You can enjoy quiet evenings at local dining spots and spend your days exploring the outdoors, perhaps visiting nearby Gifford Woods State Park or taking a drive along Route 100 for stunning views.

For those planning an active holiday, staying in the village centre puts you in the superb spot for outdoor pursuits. Many accommodations offer direct access to trailheads for hiking, mountain biking, and in winter, cross-country skiing or snowshoeing.
What are the best hotels in Pittsfield that travellers recommend?
For a highly recommended hotel in Pittsfield, consider the Clear River Inn.

The 3-star Clear River Inn, with an 8.8 rating, is a popular choice among travellers. Guests frequently praise the incredible breakfast and appreciate the premium bedding provided. This inn is also ideally located for those interested in outdoor activities, with nearby options for cross-country and downhill skiing, and it offers rooms with delightful river and mountain views.
What are the top pet-friendly hotels in Pittsfield?
For a top pet-friendly hotel in Pittsfield, the Clear River Inn is an excellent choice.

This 3-star hotel, with an 8.8 rating, is praised by guests for its pet-friendly policies, welcoming dogs and providing food and water bowls. It is also a great base for outdoor enthusiasts, with cross-country and downhill skiing areas nearby. The Roger Clark Memorial Central Library is also conveniently located just under 2 kilometres away. Guests particularly appreciate the incredible breakfast.
What are the best budget hotels in Pittsfield?
For a highly-rated budget hotel in Pittsfield, consider the Clear River Inn.

The 3-star Clear River Inn, with an 8.8 rating, is an excellent choice for budget-conscious travellers. Guests frequently highlight the incredible breakfast offered. The hotel provides amenities such as free WiFi and complimentary toiletries. It also offers free self-parking, which is very convenient. For those interested in winter sports, the inn is located near areas for cross-country skiing, downhill skiing, and a general ski area. Additionally, it is close to the Roger Clark Memorial Central Library, just 1.9 km away.
What are the most romantic hotels in Pittsfield for couples?
For a romantic hotel in Pittsfield, Vermont, the Clear River Inn is an excellent recommendation for couples.

This 3-star hotel, with an 8.8 rating, offers a lovely setting with many rooms featuring mountain views, and some even include balconies or river views for a truly picturesque experience. Guests appreciate the convenience of a kitchen in their accommodation and the complimentary toiletries. It is also well-located for outdoor activities, with cross-country and downhill skiing areas nearby. Additionally, guests have frequently praised the incredible breakfast provided.
What are the best hotels in Pittsfield near Roger Clark Memorial Central Library?
For hotels in Pittsfield near Roger Clark Memorial Central Library, the Clear River Inn is a great option.

The 3-star Clear River Inn, with an 8.8 rating, is located approximately 1.9 kilometres from Roger Clark Memorial Central Library. This hotel is particularly well-suited for families who enjoy winter sports, as it is conveniently located near cross-country and downhill skiing areas. Guests appreciate the inclusion of kitchens in the accommodations, along with complimentary Wi-Fi and free toiletries. Many rooms offer pleasant mountain views, and free self-parking is available. Previous guests have often described the breakfast as incredible.
When is the best time to go to Pittsfield?
The best time to go to Pittsfield, Vermont, is during the summer (June to August) for outdoor activities or in autumn (September to October) for the stunning foliage.

Summer in Pittsfield offers warm, pleasant weather, ideal for exploring the surrounding Green Mountain National Forest. You'll find numerous hiking trails, such as those leading to the summit of Pico Peak or along the Long Trail. The White River also provides opportunities for fishing and swimming. This season is great for active travellers or couples who enjoy nature and outdoor adventures.

Autumn transforms Pittsfield into a spectacular display of reds, oranges, and yellows as the leaves change colour. The crisp air and picturesque scenery make it an excellent time for scenic drives along Route 100 or exploring local farms and craft shops. This period is particularly popular with couples seeking a romantic getaway or anyone looking for a visually stunning and relaxing escape.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pittsfield.
How much is the nightly rate at a Pittsfield hotel?
Prices for hotels in Pittsfield often vary, but you can find a great deal from £78 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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