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

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16 Aug - 17 Aug
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17 Aug - 18 Aug
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21 Aug - 23 Aug
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28 Aug - 30 Aug

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Our top choices for Pittsfield hotels

Breakfast included
Hotel
Motel
Reserve now, pay later
Pet-friendly

1. The Trailside Inn

The Trailside Inn
North Sherburne
United States
Niall
NZ$297
includes taxes & fees
18 Aug - 19 Aug
The Trailside Inn

2. North Star Lodge and Resort

North Star Lodge and Resort
Killington
United States
Jessica
NZ$226
includes taxes & fees
18 Aug - 19 Aug
North Star Lodge and Resort

3. Mountain Sports Inn

Mountain Sports Inn
Killington
United States
Davis
NZ$203
includes taxes & fees
18 Aug - 19 Aug
Mountain Sports Inn

4. Mountain Meadows Lodge

Mountain Meadows Lodge
Killington
United States
Barry
NZ$345
includes taxes & fees
18 Aug - 19 Aug
Mountain Meadows Lodge

5. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Travis
NZ$245
includes taxes & fees
18 Aug - 19 Aug
The Mountain Inn at Killington

6. Greenbrier Inn

Greenbrier Inn
Killington
United States
David
NZ$330
includes taxes & fees
18 Aug - 19 Aug
Greenbrier Inn

7. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
Alex
NZ$284
includes taxes & fees
23 Aug - 24 Aug
Best Western Inn & Suites Rutland-Killington

8. Snowed Inn

Snowed Inn
Killington
United States
Greg
NZ$261
includes taxes & fees
18 Aug - 19 Aug
Snowed Inn

9. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Kristen
NZ$601
includes taxes & fees
18 Aug - 19 Aug
The Mountain Top Inn & Resort

10. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
United States
Mancione
NZ$230
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn Rutland - Killington

11. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
United States
Tarsha
NZ$243
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Rutland

12. Après Inn Killington

Après Inn Killington
Killington
United States
Lei
NZ$258
includes taxes & fees
27 Aug - 28 Aug
Après Inn Killington

13. Brandon Inn

Brandon Inn
Brandon
Canada
Michael
NZ$272
includes taxes & fees
18 Aug - 19 Aug
Brandon Inn

14. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
United States
Mycheala
NZ$311
includes taxes & fees
18 Aug - 19 Aug
Emrose Luxury Cabins

15. Inn at Neshobe River

Inn at Neshobe River
Brandon
United States
Keith
NZ$327
includes taxes & fees
18 Aug - 19 Aug
Inn at Neshobe River

16. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Nicole
NZ$259
includes taxes & fees
30 Aug - 31 Aug
Killington Mountain Lodge, Tapestry Collection by Hilton

17. Killington Haus

Killington Haus
Killington
United States
Samir
NZ$205
includes taxes & fees
18 Aug - 19 Aug
Killington Haus

18. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
Randolph Center
United States
Joey
NZ$256
includes taxes & fees
30 Aug - 31 Aug
My Place Hotel-Randolph VT

19. Mountain Green

Mountain Green
Killington
United States
Keith
NZ$395
includes taxes & fees
18 Aug - 19 Aug
Mountain Green

20. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United States
Douglas
NZ$221
includes taxes & fees
23 Aug - 24 Aug
Days Inn by Wyndham Rutland/Killington Area
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Stay near popular Pittsfield attractions

Roger Clark Memorial Central Library

After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.
See properties

Pittsfield Town Hall

After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.
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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.

See all hotels in Pittsfield
A lake surrounded by autumn-colored trees and a rocky shoreline.

Top Pittsfield Hotel Reviews

Recent Reviews in Pittsfield

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"I spent 2 nights a this beautiful place and loved it. Since the moment we checked in and out we had a great time. The room was very clean, the beds were very comfortable and the view of the mountains at the hot tub was stunning."
Holaiza 2-night trip
Posted 5 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Expect easy check in and a clean room in this dog friendly Motel!"
Julie 1-night trip
Posted 5 hours ago
Sleep Woodstock Motel
The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"Everything was good we enjoyed the stay for the weekend."
Trisha 2-night trip
Posted 7 hours ago
The Mountain Inn at Killington
Lincoln Inn & Gallery

Lincoln Inn & Gallery

10/10 Excellent
"The room was clean, bed was comfortable, nice amenities, and the coffee, tea and hot chocolate bar in reception was impressive and free. The staff were helpful and professional. The building was clearly very old but extremely well maintained."
Christopher 1-night trip
Posted 2 days ago
Lincoln Inn & Gallery
Mountain Sports Inn

Mountain Sports Inn

8/10 Good
"This is an older building, but clean and well maintained. The AC window units worked very well. The breakfast was tailored to meet our needs and excellent. The staff were friendly, caring and always available, even though summertime has fewer visitors than during the ski season. Highly recommend for the value!"
Neil 2-night trip
Posted 3 days ago
Mountain Sports Inn
The Shire Woodstock

The Shire Woodstock

8/10 Good
"The staff was helpful. The room was clean. There was some 1st floor construction that it would have been nice to know about prior to check in. It didn’t impact our stay but made things a bit dusty. Very conveniently located to downtown area."
Theresa 1-night trip
Posted 3 days ago
The Shire Woodstock
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Great place, we stopped for a few days while taking a break from hiking the AT. The grounds are amazing, breakfast was delicious, and staff was very accommodating. They even washing our stinky hiking clothes and picked up a pizza for us. Would highly recommend!"
Matthew 1-night trip
Posted 4 days ago
Mountain Meadows Lodge
The Jackson

The Jackson

10/10 Excellent
"Wonderful place to rest and enjoy the beautiful town and scenery"
Geneva 1-night trip
Posted 7 days ago
The Jackson
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Amazing! Will visit again."
Leah 4-night trip
Posted 9 days ago
Woodstock Inn & Resort

More cheap accommodation in Pittsfield

Sleep Woodstock Motel

Sleep Woodstock Motel

4324 West Woodstock Road Woodstock VT
NZ$170
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (603 reviews)
Sleep Woodstock Motel
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
NZ$221
23 Aug - 24 Aug
includes taxes & fees
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
NZ$230
30 Aug - 31 Aug
includes taxes & fees
Comfort Inn Rutland - Killington
Hampton Inn Rutland

Hampton Inn Rutland

47 Farrell Rd Rutland VT
NZ$243
30 Aug - 31 Aug
includes taxes & fees
Hampton Inn Rutland
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
NZ$245
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (1,020 reviews)
The Mountain Inn at Killington
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
NZ$256
30 Aug - 31 Aug
includes taxes & fees
My Place Hotel-Randolph VT

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 can I save on a hotel booking in Pittsfield with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Pittsfield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Pittsfield?
Prices for hotels in Pittsfield often vary, but you can find a great deal from NZ$170 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 our cheapest rates.

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