Hotels in Pittsfield

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Check prices for these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Where to stay in Pittsfield?

Property grounds
The Shire Woodstock
The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (927 reviews)
The price is CNY815
CNY968 total
includes taxes & fees
May 25 - May 26
The Shire Woodstock
Interior
The Vesper
The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (61 reviews)
Wake to complimentary continental breakfast at this charming Woodstock B&B. Enjoy nearby cross-country skiing and snowboarding, then return to free WiFi and parking. Billings Park and Trail and Dana House Museum are just minutes away.
The price is CNY1,062
CNY1,168 total
includes taxes & fees
May 14 - May 15
The Vesper
Exterior
Kedron Valley Inn
Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (334 reviews)
Set in charming South Woodstock, Kedron Valley Inn puts you near Union Arena Community Center and VINS Nature Center. After exploring, enjoy dinner at Ransom Tavern or unwind with drinks on the terrace.
The price is CNY1,792
CNY1,971 total
includes taxes & fees
Jun 1 - Jun 2
Kedron Valley Inn
Lobby
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (576 reviews)
Unwind at this elegant Vermont resort with golf course, spa, and indoor pool near Middle Covered Bridge. Four restaurants serve American cuisine, while two bars offer evening relaxation. Travelers praise the attentive staff and central location.
The price is CNY2,169
CNY2,686 total
includes taxes & fees
May 25 - May 26
Woodstock Inn & Resort
Hallway
On The River Inn
On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,006 reviews)
Set along the waters of Woodstock, this family-friendly hotel offers an indoor pool, hot tub, and fitness center. Grab a bite at 506 Bistro and Lounge before exploring Union Arena or Five Elm Arches. Free WiFi and parking round out this relaxing riverside retreat.
The price is CNY1,001
CNY1,350 total
includes taxes & fees
May 13 - May 14
On The River Inn
Restaurant
The Jackson
The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (279 reviews)
This peaceful B&B offers a quiet retreat with Victorian charm and lush gardens. Enjoy the on-site restaurant and unwind at the stylish bar after exploring nearby Five Elm Arches. Guests rave about the delicious breakfast and convenient free WiFi and parking.
The price is CNY912
CNY1,004 total
includes taxes & fees
May 19 - May 20
The Jackson
Lobby sitting area
Lincoln Inn & Gallery
Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (68 reviews)
Tucked in charming Woodstock, this inn provides a cozy retreat with a welcoming fireplace in the lobby. Explore the nearby Union Arena Community Center or wander along the scenic Ottaquechee River. Convenient free WiFi and self parking make your Vermont adventure seamless.
The price is CNY816
CNY897 total
includes taxes & fees
May 13 - May 14
Lincoln Inn & Gallery
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer
Sleep Woodstock Motel
Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (578 reviews)
Set in a serene landscape just outside Woodstock, this cozy motel offers the perfect basecamp for Killington and Sugarbush skiing adventures. Clean, peaceful rooms welcome you after days of outdoor exploration. Enjoy free WiFi, parking, and proximity to the Ottaquechee River.
The price is CNY461
CNY895 total
includes taxes & fees
May 14 - May 15
Sleep Woodstock Motel
Interior
Deer Brook Inn
Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
The price is CNY1,581
CNY1,739 total
includes taxes & fees
May 13 - May 14
Deer Brook Inn
Exterior
Echo Lake Inn
Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
Rustic charm meets outdoor adventure at this Plymouth B&B, just minutes from Okemo Mountain Resort. After tennis matches or mountain excursions, unwind in the outdoor pool and hot tub, then savor a meal at the restaurant.
The price is CNY1,566
CNY1,707 total
includes taxes & fees
May 26 - May 27
Echo Lake Inn
BBQ/picnic area
My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (443 reviews)
This business-friendly hotel in Randolph Center offers complimentary WiFi and parking near Whale Dance Sculpture and Montague Golf Club. Just 6 minutes from Randolph Station and 24 minutes from Montpelier airport, with round-the-clock front desk assistance.
The price is CNY671
CNY731 total
includes taxes & fees
May 26 - May 27
My Place Hotel-Randolph VT
Terrace/patio
Green Trails Inn
Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (1 review)
The price is CNY852
CNY928 total
includes taxes & fees
May 26 - May 27
Green Trails Inn
Exterior detail
Killington Haus
Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (42 reviews)
The price is CNY863
CNY949 total
includes taxes & fees
May 20 - May 21
Killington Haus
Exterior
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)
The price is CNY831
CNY914 total
includes taxes & fees
May 25 - May 26
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Killington Grand Hotel
Killington Grand Hotel
3.5 star property
Base Area
8.8 out of 10, Excellent, (211 reviews)
Embrace alpine adventure at this ski-in/ski-out haven featuring 2 hot tubs and an outdoor pool. After thrilling runs at Killington Resort, relax at the full-service spa. The bar and restaurant offer perfect après-ski unwinding near Pico Mountain.
The price is CNY1,578
CNY1,851 total
includes taxes & fees
May 15 - May 16
Killington Grand Hotel
Terrace/patio
Snowed Inn
Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (394 reviews)
Escape to this cozy B&B near prime skiing at Killington and Pico Mountain. Unwind in private hot tubs after a day on the slopes, or stroll to nearby restaurants and shops. The quiet, homey atmosphere lets you fall asleep to natural sounds with windows open.
The price is CNY979
CNY1,185 total
includes taxes & fees
Jun 11 - Jun 12
Snowed Inn
Exterior
Après Inn Killington
Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (188 reviews)
Surrounded by Vermont's mountains, this cozy inn offers a peaceful stay just minutes from Killington and Pico ski resorts. Enjoy free WiFi and parking, plus a charming picnic area for outdoor relaxation after slopes adventures.
The price is CNY938
CNY1,032 total
includes taxes & fees
May 13 - May 14
Après Inn Killington
Aerial view
Mountain Green
Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (24 reviews)
Warm mountain escape with ski-trail access and an indoor pool for year-round relaxation. Enjoy free parking and nearby hiking trails while staying close to both Killington Resort and Pico Mountain for thrilling winter adventures.
The price is CNY1,495
CNY2,006 total
includes taxes & fees
May 13 - May 14
Mountain Green
Garden
North Star Lodge and Resort
North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,005 reviews)
Just 5 minutes from Killington Resort, this quiet lodge offers a peaceful mountain escape. Dive into the outdoor pool, relax in the sauna after skiing, or enjoy a meal at the restaurant with a drink at the bar.
The price is CNY903
CNY993 total
includes taxes & fees
May 13 - May 14
North Star Lodge and Resort
Breakfast and dinner served
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,006 reviews)
Experience the ultimate ski vacation with slopeside convenience. This mountain retreat offers free breakfast and parking, plus an outdoor pool to relax after hitting the slopes. Near both Killington and Pico Mountain resorts, you'll appreciate the helpful staff and cozy bar/lounge.
The price is CNY911
CNY1,053 total
includes taxes & fees
May 18 - May 19
The Mountain Inn at Killington
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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Top landmarks in Pittsfield

Roger Clark Memorial Central Library

Roger Clark Memorial Central Library is worth a visit when in central Pittsfield.
See properties

Check out reviews of Pittsfield hotels guests love

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Lovely hotel with views of river and walkable to variety of shops and restaurants"
Arlene 1-night trip
Posted 6 hours ago
The Shire Woodstock

Frequently asked questions

How much does a hotel room cost in Pittsfield?
You can discover great hotels in Pittsfield from CNY731 with properties to suit all budgets and needs. To find an affordable hotel in Pittsfield that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Pittsfield hotels?
Discover great deals on Pittsfield hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Pittsfield hotels.
Can I book Pittsfield hotels with free cancellation?
It's easy to book a refundable Pittsfield hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Pittsfield?
Consider one of our travelers' favorite pet-friendly hotels in Pittsfield:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Pittsfield.
What are some of the best Pittsfield hotels with free parking?
If you're exploring by car, finding a great Pittsfield hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Pittsfield?
If you're looking for hotels in central Pittsfield, check out Clear River Inn. Travelers love Clear River Inn for its location, as well as the restaurant, bar/lounge and nightclub this inn offers. North Sherburne is a central neighborhood for your Pittsfield vacation.
What accommodations do travelers recommend in Pittsfield?
Guests like Killington Mountain Lodge, Tapestry Collection by Hilton, The Mountain Inn at Killington and Mountain Green.
Can I book a refundable accommodation in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Pittsfield if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, review our selection of 30 vacation homes.
What will the weather in Pittsfield be like during my trip?
The warmest months in Pittsfield are usually July and August with an average temp of 63°F. January and February are the chilliest months when the average temp is 23°F. The rainiest months are July and June.
Why should I book my Pittsfield hotel with Hotels.com?
There are plenty of reasons to book your Pittsfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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