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Top hotels and accommodation in Pittsfield

Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (585)
"Comfortable "
The price is NZ$286
per night
19 May - 20 May
Hotel On North
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (294)
"Love the Williams Inn"
The price is NZ$449
per night
20 May - 21 May
The Williams Inn
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (504)
"Arrived late after office closed. Easy arrangements for check in made with no issues. Light in room was on to welcome me. Room was very clean with nice appointments of water, coffee, tea, chocolates. "
The price is NZ$195
per night
14 May - 15 May
Maple Terrace Motel
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The Porches Inn at Mass MoCA
3.5 star property
9.4 out of 10, Exceptional, (340)
"Pool!!!"
The price is NZ$375
per night
14 May - 15 May
The Porches Inn at Mass MoCA
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (508)
"Beautiful location, property in very good condition, clean. "
The price is NZ$282
per night
30 May - 31 May
Courtyard by Marriott Lenox Berkshires
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"The hotel is in a quiet location with plenty of parking. Outside area average..would be nice to have an actual patio area instead of tables on the grass. The pool room could be warmer. The staff is pleasant. Breakfast is average, nice to have the waffle maker. Enjoyed our stay well enough..but I would say that nothing stands out about it. It wasnt a bad place, or a great place..its just average!"
The price is NZ$251
per night
30 May - 31 May
Hampton Inn & Suites Berkshires-Lenox
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (580)
"Very good"
The price is NZ$309
per night
28 May - 29 May
Hilton Garden Inn Lenox Pittsfield
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (434)
"What a beautiful property"
Club Wyndham Bentley Brook
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Friendly place, better than expected breakfast"
The price is NZ$172
per night
20 May - 21 May
The Yankee, Trademark Collection by Wyndham
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, (236)
"Dinner was amazing and the staff very courteous "
The price is NZ$184
per night
20 May - 21 May
Life House Berkshires
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (500)
"Very pretty and super clean. "
The price is NZ$226
per night
14 May - 15 May
Berkshire Valley Inn
Cozy Corner Motel
2.0 star property
9.0 out of 10, Wonderful, (679)
"The only place we stay when we come to town! The owner could not be any nicer. The rooms are great, the area quiet, and the breakfast, delicious. "
The price is NZ$143
per night
19 May - 20 May
Cozy Corner Motel
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (310)
"A good stay. Clean and quite. Nice pool and fun for the Kidspiration "
The price is NZ$306
per night
14 May - 15 May
Berkshire Mountain Lodge
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (265)
"The rooms were nicely laid out and well designed. The property was very clean and quiet. It looked brand new."
The price is NZ$282
per night
19 May - 20 May
Fairfield Inn & Suites by Marriott Williamstown
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (103)
"It was clean and quiet good Breakfast "
The price is NZ$406
per night
14 May - 15 May
The Trail in Adams - Berkshires’ Art Hotel
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (790)
"Comfortable, clean, friendly helpful people. Walkable to attractions -Clark, College, Restaurants. Homey. "
The price is NZ$139
per night
27 May - 28 May
Willows Motel Williamstown
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (594)
"I arrived well after midnight, but called ahead and my room was waiting for me. The room was clean and it was in a safe area. Definitely worth the money!"
The price is NZ$128
per night
14 May - 15 May
The Villager Motel
The Springs Motel
2.0 star property
8.8 out of 10, Excellent, (24)
"The Springs is a wonderful place! The renovations are so well done. We've stayed 3 times in 3 different rooms all were excellent but the honeymoon suite is my favorite. The beds are comfortable and the rooms are clean. The retro vibe of the place is downright adorable. With firepits, grills and a multitude of outdoor activities it was like staying at a mini resort. The staff is wonderful. The Springs is tucked away from the hustle and bustle of the area so it's quiet and safe but you will need...
The Springs Motel
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (919)
"Property is beautiful but 1 elevator out service and saunas out service need take care better the Property "
The price is NZ$276
per night
14 May - 15 May
Hotel Downstreet
Williamstown Motel
2.0 star property
8.6 out of 10, Excellent, (547)
"Perfectly fine motel. "
The price is NZ$130
per night
27 May - 28 May
Williamstown Motel
Don't see what you're looking for?
See all available properties in Pittsfield
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.

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a favourite with Expedia customers. This hotel offers a restaurant and an indoor pool. Other top choices based on traveller reviews include Best Western Plus Berkshire Hills Inn & Suites and Berkshire Inn. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

Peace and quiet on the lake: This holiday home rental outside of Pittsfield is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best budget-friendly hotel in Pittsfield?

Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best family accommodation in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Best Western Plus Berkshire Hills Inn & Suites is another good option for your child-friendly holiday. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.

What's the best place to stay for couples in Pittsfield?

Hotel On North is a favourite hotel for couples, and features premium bedding and flat-screen TVs. See all romantic hotels in Pittsfield.

What is the top LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices for you and your pet's trip include Best Western Plus Berkshire Hills Inn & Suites and Hilton Garden Inn Lenox Pittsfield. See more pet-friendly hotel accommodations in Pittsfield.

What's the best high-end hotel in Pittsfield?

Yankee Suites Extended Stay is a 4-star guest house with a terrace, and a popular choice for Expedia travellers looking for a luxurious stay. Find more luxury hotels in Pittsfield.

What's the best boutique accommodation in Pittsfield?

Hotel On North is a favourite 3.5-star hotel with our travellers looking for stylish accommodation, and features 45 guestrooms, a restaurant and a bar.

What's the best hotel for a golf holiday in Pittsfield?

FairBridge Inn Express is one of the top choices for golfers, based on our travel data. You can tee off at Wyndhurst Golf & Club during your trip. See more golf hotels in Pittsfield.

What's the best hotel in Pittsfield to absorb the local history?

Based on our travel expertise, Berkshire Mountain Lodge is a top 3-star lodge for history seekers booking on Expedia, and it offers free parking and in-room kitchens. Other choices near historic sites include Hilton Garden Inn Lenox Pittsfield and Berkshire Inn. Also, Colonial Theater and Hancock Shaker Village are a couple of local landmarks worth a visit. See more options for historical stays in Pittsfield.

What's the best accommodation option for a ski holiday in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel for hitting the ski slopes, and features free WiFi and free parkingThis hotel is adjacent to Bousquet Ski Area. Other good choices for your stay near the slopes include FairBridge Inn Express and The Central Downtown Inn & Suites. See all ski hotels in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.

What is the best spa hotel in Pittsfield?

Berkshire Mountain Lodge is a top spa hotel featuring a fitness centre and an indoor pool. Spend the afternoon relaxing in the hot tub and sauna. Another popular spa hotel in Pittsfield is Hilton Garden Inn Lenox Pittsfield. See all spa hotels in Pittsfield.

What is staying in Pittsfield like?

Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 64 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What should I do while I'm visiting Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater and Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. The picturesque setting of Pittsfield State Forest and Housatonic River exemplify the area's natural beauty. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

How should I get around Pittsfield?

To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.

What's the seasonal weather like in Pittsfield?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.