Book Hotels in Pittsfield, Vermont

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Most frequently booked Pittsfield hotels

Comfort Inn Trolley Square

Comfort Inn Trolley Square

2.5 out of 5
19 Allen St, Rutland, VT, 05701
Free Cancellation
Reserve now, pay when you stay
14.43 mi from city center
The price is $104 per night
$104
per night
Jun 4 - Jun 5
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT, 05091
17.93 mi from city center
The price is $356 per night
$356
per night
May 31 - Jun 1
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 spa tubs and indoor pool.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 Us Route 7 S, Located At The Junction Of Us 4 And Us 7, Rutland, VT, 05701
Free Cancellation
Reserve now, pay when you stay
12.65 mi from city center
The price is $91 per night
$91
per night
Jun 1 - Jun 2
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A restaurant, a 24-hour front desk, and express check-out are also provided.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT, 05751
Free Cancellation
Reserve now, pay when you stay
8.06 mi from city center
The price is $112 per night
$112
per night
May 31 - Jun 1
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT, 05751
Free Cancellation
Reserve now, pay when you stay
9.49 mi from city center
The price is $127 per night
$127
per night
Jun 5 - Jun 6
This hotel doesn't skimp on freebies - guests have free WiFi and a free ski shuttle. Take advantage of ski passes and ski storage on site. Families will appreciate the arcade/game room and onsite laundry facilities.
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place, Rutland, VT, 05701
Free Cancellation
Reserve now, pay when you stay
11.32 mi from city center
The price is $139 per night
$139
per night
Jun 18 - Jun 19
This hotel features a gym and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Cozy Loft for two with Hot Tub

Cozy Loft for two with Hot Tub

Granville, VT
14.41 mi from city center
Get rates
A spa tub is featured at this cabin, along with barbecue grills.
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd, Rutland, VT, 05701
15.18 mi from city center
The price is $161 per night
$161
per night
Jun 19 - Jun 20
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT, 05091
17.25 mi from city center
The price is $309 per night
$309
per night
Jun 1 - Jun 2
This hotel features an indoor pool, a spa tub, and a restaurant. Enjoy the free ski shuttle and onsite ski storage. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area.
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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.

Top hotels in Pittsfield for Extended Stay

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.

Seize your some day

Pittsfield Hotel & Travel Guide\n

Visiting Central Vermont- Killington and hoping to find basic or more upscale accommodations in Pittsfield? There are a limited number of options which can be booked through Travelocity's reservations page. You'll find 2 hotels, apartments and other accommodation options in Pittsfield that will fit the bill.

Travelocity-listed hotels within a quick drive of Pittsfield include the The Mountain Top Inn & Resort and The Trailside Inn.

The Killington Grand Resort Hotel is positioned 11 miles (18 kilometers) away from the heart of Pittsfield. An alternative place to stay is the Mountain Green Ski & Golf Resort, which is located 11 miles (18 kilometers) away. Another possibility is to make a booking at the Mendon Mountainview Lodge or the The Red Clover Inn & Restaurant.

When you are keen to discover some more of the forests typical in this part of the world, you might also take some time in other destinations in Central Vermont. Have fun snowboarding and skiing or enjoy the region's intriguing cultural and natural attractions. Family-friendly Travelocity-registered hotel options await you.

Killington is 11 miles (17 kilometers) southeast of Pittsfield and boasts Killington Ski Resort and Green Mountain National Golf Course. The North Star Lodge and Resort and Killington Center Inn & Suites are just some of the convenient hotel and apartment choices in Killington. 14 miles (23 kilometers) south of Pittsfield, you may also choose to stay at Rutland, which is home to the Hampton Inn Rutland and Holiday Inn Rutland-Killington Area. If you stay in Rutland, a couple of places to add to your itinerary are the Pine Hill Park and Vermont State Fairgrounds.

Make sure you get your serving of sport by taking a journey to Glens Falls Civic Center, which can be found 50 miles (80 kilometers) to the southwest of Pittsfield. Travelocity readers who enjoy the ease of booking a room close to the game, make a reservation in the The Glens Falls Inn or Sleep Inn & Suites.

Before you and your traveling partner head towards Pittsfield, put aside some time to browse our Pittsfield hotel and travel page where you'll find out about the numerous attractions on offer.

Frequently asked questions

What are the top kid-friendly hotels in Pittsfield?
Pittsfield has one kid-friendly option — Mountain Time is a beautiful private home 15 minute to Killington Mountain. It comes with amenities to keep both youngsters and adults happy and comfortable, including a king bed.
Where can I find cheap hotels in Pittsfield?
At Travelocity you’ll find really nice hotels in Pittsfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pittsfield rather than in Pittsfield. We may find you even better rates, too.
How do I find the best Pittsfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Pittsfield then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pittsfield?
The cheapest hotel in Pittsfield is $91. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pittsfield?
There are 1,521 hotels in Pittsfield on Travelocity.
What are the best hotels in Pittsfield?
Pittsfield has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pittsfield for you!
When is the best time to visit Pittsfield?
If you want the joy of a fun-filled trip in peak season, visit Pittsfield during . If you’d prefer the peace of off-season, book a stay during quieter months, such as .
When is the cheapest time to stay in Pittsfield?
Based on historic data is usually the cheapest month to visit Pittsfield. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pittsfield?
There are multiple hotels in Pittsfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pittsfield. We have plenty of kid-friendly hotels in Pittsfield to choose from on Travelocity!
Why book a hotel in Pittsfield through Travelocity?
Because we have the top hotels in Pittsfield! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pittsfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Pittsfield hotel reviews by fellow wanderers

  • Woodstock Inn & Resort

    Woodstock Inn & Resort

    5 out of 5
    Posted 7 days ago
    Travelocity Verified Review
    "Our experience at this property was incredible. It is conveniently located within walking distance to the downtown shops. The property is so charming, well laid out and cozy. There is an awesome game room with scrabble and pool tables. Also, they gave us a complimentary s’mores kit and lit the fire pit for us. We felt like we were staying with family. We will definite be back! "
    A verified traveler stayed at Woodstock Inn & Resort
    Woodstock Inn & Resort

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