Beginning of main content
Customized for your search:

Cheap Hotels in Pittsfield, Vermont

Pittsfield hotels
Pittsfield

Choose from 135 Pittsfield Hotel Deals

Hillside Inn at Killington - Killington Hotels
Rating: 2.0 Stars

Hillside Inn at Killington

375 Killington Rd, Killington - Map
 
 
"Clean, no-frills motel"
Easy check-in, clean room, comfortable bed, wi-fi, and quiet! We were there over the 4th of July, so not your busy ski season.
A Traveller
Conveniently near skiing facilities, this Killington motel is located in the mountains, within 3 mi (5 km) of Gifford Woods …More
The Vermont Inn - Mendon Hotels
Rating: 3.0 Stars
$163

The Vermont Inn

78 Cream Hill Road, Mendon - Map
 
 
"Very nice B&B!"
Upon arrival we were give a room upgrade which was a plesant suprise. Full made to order breakfast daily included in room price. Very clean. Hot tub and pool on premises.
Traveller from CENTRAL NEW YORK
Situated in the mountains, this bed & breakfast is 3 mi (4.8 km) from Pico Mountain at Killington Ski Resort and within 6 mi …More
Killington Mountain Lodge - Killington Hotels
Rating: 3.5 Stars

Killington Mountain Lodge

2617 Killington Rd, Killington - Map
 
 
"Great place to stay. Next to golf course"
This place is great to stay, have a 20 person hot tub (outdoor). Overlooking golf course... Have a great breakfast (free). Huge game room and a movie theater as well. Overall this is amazing place to relax.
A Traveller
Conveniently near skiing facilities, this Killington hotel is located in the mountains, within 3 mi (5 km) of Killington Golf …More
Cortina Inn Hotel and Resort - Killington Hotels
Rating: 3.0 Stars
$119

Cortina Inn Hotel and Resort

103 US Route 4, Killington - Map
 
 
"Nice close to ski resort"
Beautiful morning view in the morning and anytime. spacious rooms and clean.
A Traveller
Situated in the mountains, this hotel is 2 mi (3.2 km) from Pico Mountain at Killington Ski Resort and within 6 mi (10 km) of …More
Middlebury Inn - Middlebury Hotels
Rating: 3.0 Stars
$199

Middlebury Inn

14 Court Square, Middlebury - Map
 
 
"Best stay ever!"
If I were to come back to Middlebury, I would definietly choose this Hotel again. It was an amazing experience. I felt like I travelled back in time into another century while staying there. I felt that was really cool.
A Traveller
Located in the heart of Middlebury, this historic hotel is steps from Town Hall Theater and National Museum of the Morgan …More
Days Inn Rutland/Killington Area - Rutland Hotels
Rating: 2.5 Stars

Days Inn Rutland/Killington Area

401 Us Route 7 S, Rutland - Map
 
 
"Economic motel close to central Vermont area."
We spent mostly only late evening and night at the motel as we were visiting area sights. We were disappointed that the pool heater was broken during our stay of three nights as a swim would have been nice after a day of driving around the area. Breakfast was appreciated and there was plenty of variety however the coffee was not very good. I suggest a better quality coffee like green mountain or similar. Internet was inconsistent at times disconnecting and slow at times.
Traveller from ontario, canada
Situated in Rutland, this hotel is 0.9 mi (1.4 km) from Rutland Country Club and within 3 mi (5 km) of Hathaway Farm and …More
Killington Center Inn & Suites - Killington Hotels
Rating: 2.0 Stars

Killington Center Inn & Suites

905 Killington Road, Killington - Map
 
 
"Ideal location to both bars and mountain "
Helpful staff , Kathy and Jerry were friendly. However check is not where hotel is it's located at 130 East mountain road within Killington mount resort facility. Check in for hotel is coupled with ski shop. Directions are on door when you first walk into main building at hotel easy to follow. Cheap and within a mile of the mountain (check out thundering falls it's worth seeing in winter)
A Traveller
Conveniently near skiing facilities, this Killington hotel is located in the mountains, within 3 mi (5 km) of Gifford Woods …More
Best Western Inn & Suites Rutland-Killington - Rutland Hotels
Rating: 2.5 Stars

Best Western Inn & Suites Rutland-Killington

5 Best Western Place, Rutland - Map
 
 
Stayed at this hotel for 2 night. Room is clean but I found the mattress to be uncomfortable. Stuff was very friendly and breakfast was well stocked. I will stay at this hotel again.
A Traveller
This family-friendly Rutland hotel is located in a rural location, within 3 mi (5 km) of Norman Rockwell Museum, Rutland …More
Clear River Inn - Pittsfield Hotels
Rating: 3.0 Stars

Clear River Inn

2640 Route 100, Pittsfield - Map
 
 
3.0 out of 5 (3 reviews)
Situated in Pittsfield, this inn is within 9 mi (15 km) of Green Mountain National Golf Course, Gifford Woods State Park, and …More
North Star Lodge and Resort - Killington Hotels
Rating: 2.0 Stars

North Star Lodge and Resort

78 Weathervane Dr, Killington - Map
 
 
"Ski lodge nice in summer too"
This place primarily caters to the skiers at nearby Killington during the winter. However, it is a pleasant place to stay in the summer too. The room had lots of space (unlike many places) and it was clean. The lodge has many amenities as the description says. The bar is not open in the summer, but there are places to go nearby if you like. The pool was nice; quite warm. The view was nice from the pool deck or the public balcony or a few rooms had private balconies. There is a pond with resident geese just in front of the lodge. Gym looked adequate (unused by us). But I did use the sauna (it's hidden in the restrooms near the gym). The kids enjoyed the game room also. Books also are available in there. Overall a nice stay.
Traveller from Evans City, PA
Conveniently near skiing facilities, this Killington hotel is located in the mountains, within 3 mi (5 km) of Gifford Woods …More

Search from 135 Pittsfield Hotels


    Why book with Hotwire ?

    • Price Guarantee
    • No Hotwire Cancellation Fee
    • 91% customer satisfaction

    Pittsfield is calling — find the perfect hotel

    Everyone wants to score a deal on travel, but price is just one factor to consider when booking an unforgettable hotel. Whether you’re visiting family, attending a conference or taking a well-earned vacation in Pittsfield, having an awesome experience should be a no-brainer.

    Hotwire will hook you up! From restful nights near your flight to that prime spot in the city’s heart, we’ve done our research to bring the best options to your fingertips. Book your Pittsfield hotel with us now and start your next adventure.

    You’re not the average traveler — and we know it

    You’ve done your homework and know exactly where you want to go. We’re here to help with some Hotwire travel geek-approved tips on how to save on your booking.

    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.

    Hide