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

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Tonight
19 Sept - 20 Sept
Tomorrow
20 Sept - 21 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct

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Our top choices for Pittsfield hotels

1. The Trailside Inn

The Trailside Inn
North Sherburne
United States
Niall
£131
includes taxes & fees
21 Sept - 22 Sept
The Trailside Inn

2. Mountain Meadows Lodge

Mountain Meadows Lodge
Killington
United States
caroline
£167
includes taxes & fees
21 Sept - 22 Sept
Mountain Meadows Lodge

3. North Star Lodge and Resort

North Star Lodge and Resort
Killington
United States
Corey
£114
includes taxes & fees
21 Sept - 22 Sept
North Star Lodge and Resort

4. Greenbrier Inn

Greenbrier Inn
Killington
United States
David
£145
includes taxes & fees
21 Sept - 22 Sept
Greenbrier Inn

5. Mountain Sports Inn

Mountain Sports Inn
Killington
United States
Tom
£114
includes taxes & fees
21 Sept - 22 Sept
Mountain Sports Inn

6. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Kristen
£225
includes taxes & fees
21 Sept - 22 Sept
The Mountain Top Inn & Resort

7. Turn of River Lodge

Turn of River Lodge
Killington
United States
Anne
£94
includes taxes & fees
22 Sept - 23 Sept
Turn of River Lodge

8. Snowed Inn

Snowed Inn
Killington
United States
Brendan
£133
includes taxes & fees
18 Oct - 19 Oct
Snowed Inn

9. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Christopher
£116
includes taxes & fees
18 Oct - 19 Oct
The Mountain Inn at Killington

10. Après Inn Killington

Après Inn Killington
Killington
Canada
Christian
£124
includes taxes & fees
22 Sept - 23 Sept
Après Inn Killington

11. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
United States
Michael
£137
includes taxes & fees
21 Sept - 22 Sept
Emrose Luxury Cabins

12. Killington Haus

Killington Haus
Killington
United States
Samir
£89
includes taxes & fees
19 Oct - 20 Oct
Killington Haus

13. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
United States
Andrew C
£107
includes taxes & fees
21 Oct - 22 Oct
Comfort Inn Rutland - Killington

14. Mountain Green

Mountain Green
Killington
United States
troy
£174
includes taxes & fees
21 Sept - 22 Sept
Mountain Green

15. Inn at Neshobe River

Inn at Neshobe River
Brandon
United States
Keith
£144
includes taxes & fees
21 Sept - 22 Sept
Inn at Neshobe River

16. Brandon Inn

Brandon Inn
Brandon
Canada
Sharon
£118
includes taxes & fees
21 Oct - 22 Oct
Brandon Inn

17. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United States
Charlotte
£97
includes taxes & fees
21 Oct - 22 Oct
Days Inn by Wyndham Rutland/Killington Area

18. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
KATHLEEN
£132
includes taxes & fees
21 Oct - 22 Oct
Best Western Inn & Suites Rutland-Killington

19. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
Randolph Center
United States
Holly
£162
includes taxes & fees
21 Sept - 22 Sept
My Place Hotel-Randolph VT

20. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Richard
£168
includes taxes & fees
27 Sept - 28 Sept
Killington Mountain Lodge, Tapestry Collection by Hilton
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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.
See properties

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

Emrose Luxury Cabins

Emrose Luxury Cabins

8/10 Good
"The place was beautiful inside and out. No complaints about how it looked or the atmosphere there. Only thing I’d change was the beds in our cabin. Way toooo soft, felt like we were sinking in and we aren’t big people. We each weigh about 150lbs wet. Might just been in our cabin so take this lightly. Unit #7. Didn’t get a restful sleep so that sucked but other than that, it was really nice there. Probably book the Elite/executive room next time. We booked the standard cabin. Checked in late at 8.30pm and left for 7.30am for an event. I want to get the full experience next time."
Luis 1-night trip
Posted 1 hour ago
Emrose Luxury Cabins
Brandon Inn

Brandon Inn

10/10 Excellent
"A very old hotel that provided a unique experience. Loved our stay and staff were extremely friendly and helpful. We had been travelling for a week and this was the end of our trip so were thrilled that it was such a pleasant and unique experience!"
Pamela 1-night trip
Posted 11 hours ago
Brandon Inn
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Clean, cozy, and comfortable. I stayed here for a quick work trip and loved the cozy room. The hand drawn paintings on the wall were super cute. The room was clean and I could easily control the temperature. Although it’s on a busy road, the road noise was minimal at night and they provided ear plugs just in case. I would happily stay here again."
Alexandra 1-night trip
Posted 23 hours ago
Sleep Woodstock Motel
On The River Inn

On The River Inn

8/10 Good
"Extremely quaint and love the rooms and balcony… Dining room gorgeous Wish there were Apps on the Tv for streaming… that’s all"
Marcia 2-night trip
Posted 1 day ago
On The River Inn
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Was pleasantly surprised! We definitely stay there again."
Philip 2-night trip
Posted 1 day ago
Mountain Meadows Lodge
The Jackson

The Jackson

10/10 Excellent
"Love staying in this beautiful hotel had very comfy beds and made us feel like we were in the heart of New England"
Laura 1-night trip
Posted 2 days ago
The Jackson
Woodstock Inn & Resort

Woodstock Inn & Resort

8/10 Good
"Woodstock itself is absolutely beautiful and has a wonderful atmosphere. However, we had a few issues in both common areas, and our room that significantly impacted our experience. First, the cleanliness of the lobby was disappointing. I noticed that it was noticeably dusty and had visible spiderwebs in several areas, which did not create a welcoming first impression. Second, the bathroom and bed did not live up to the luxurious standard expected. Both the bathroom sink and bathtub drained incredibly slowly. This resulted in an unpleasant backflow of water whenever I tried to use them, which felt very unhygienic. Lastly, the bed was lopsided and very uncomfortable. The boxspring on both sides of the bed was covered in stains, which took away from the charm and comfort of the room. Everything else was great, and with a little more attention to room cleanliness, this place would be flawless."
Erin 3-night trip
Posted 2 days ago
Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Na"
Maria 1-night trip
Posted 4 days ago
The Shire Woodstock
North Star Lodge and Resort

North Star Lodge and Resort

8/10 Good
"We loved the heated pool! Front desk staff were very helpful. Our room was clean and very basic. Our room was quiet. Would stay here again."
Lorraine 1-night trip
Posted 5 days ago
North Star Lodge and Resort

More cheap stays in Pittsfield

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
£97
21 Oct - 22 Oct
includes taxes & fees
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
£107
21 Oct - 22 Oct
includes taxes & fees
Comfort Inn Rutland - Killington
North Star Lodge and Resort

North Star Lodge and Resort

78 Weathervane Dr Killington VT
£114
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
North Star Lodge and Resort
Mountain Sports Inn

Mountain Sports Inn

813 Killington Road Killington VT
£114
21 Sept - 22 Sept
includes taxes & fees
Mountain Sports Inn
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
£116
18 Oct - 19 Oct
includes taxes & fees
The Mountain Inn at Killington
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
£162
21 Sept - 22 Sept
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, 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 £94 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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