Pittsfield hotels

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Sun 29/1
Thu 2/2
...and more

Good to know

Low season

December

High season

June

Average price (weeknight)

R2 328

Average price (weekend night)

R2 607
Cheapest month to stay with an average 32% drop in price.
Most expensive month to stay with an average 199% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Best Pittsfield hotels

Most recommended Pittsfield hotels

Show all
Knights Inn Lenox - Lenox - Building
Knights Inn Lenox
6.2 Okay
R1 321+
R1 321+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Kemble Inn - Lenox - Bedroom
R841+
Free Wi-Fi
Air conditioning
R1 510+
Parking
Free Wi-Fi
Pool
Air conditioning
R3 244+
Free Wi-Fi
Pool
Air conditioning
R1 493+
Free Wi-Fi
Pool
Air conditioning
R2 523+
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 690+
Parking
Free Wi-Fi
Air conditioning
The Whitlock
8.2 Very Good
R2 488+
R2 488+
Parking
Free Wi-Fi
Air conditioning
Wheatleigh
9.8 Wonderful
R17 454+
R17 454+
Parking
Free Wi-Fi
Pool
Pet-friendly
Wagon Wheel Inn
6.7 Okay
R1 133+
R1 133+
Parking
Free Wi-Fi
Air conditioning
The Dewey
8 Very Good
R2 420+
R2 420+
Free Wi-Fi
Pet-friendly
Air conditioning
Whistler's Inn
8.6 Very Good
R3 999+
R3 999+
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
The Constance
8.5 Very Good
R2 454+
R2 454+
Parking
Free Wi-Fi
Air conditioning
The Cornell Inn
9.3 Wonderful
R2 660+
R2 660+
Parking
Free Wi-Fi
Air conditioning
Yankee Inn
8.3 Very Good
R1 836+
R1 836+
Parking
Free Wi-Fi
Pool
Air conditioning
Hampton Terrace Inn
9.8 Wonderful
R4 205+
R4 205+
Parking
Free Wi-Fi
Pool
Air conditioning
R772+
Air conditioning

How much is a Pittsfield hotel?

Here are our most popular & best value hotels

3 stars

When to book a hotel in Pittsfield

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Pittsfield hotel deals

  • If you’re looking for a cheap hotel in Pittsfield, you should consider visiting during the low season. You'll find cheaper accommodations in Pittsfield in December and August.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Pittsfield if you stay on a Monday. The opposite is true for, Thursday, which is usually the most expensive day.
  • Book at least 90 days before your stay begins to get the best price for your Pittsfield accommodation.
  • Avid historians who want to delve into the area’s heritage will be pleased to hear about staying at a hotel near Cheshire Road called Econo Lodge, only an 8-minute drive away from Berkshire Museum. This property has a business center, free high-speed Internet access, and an exercise room.
  • Theater enthusiasts who want to entertain themselves to a concert should plan and lodge at a hotel near South Street in Pittsfield. The thoughtfully designed Hotel On North is less than a 3-minute drive away from The Colonial Theater and has its own art gallery for guests to enjoy.
  • Want to hit the outdoors and do some skiing? Booking a room around Dan Fox Drive will provide easy access to skiing facilities, water slides, and snow sport equipment rentals. The Hilton Garden Inn Lenox Pittsfield is only a minute drive away and has well-equipped amenities, including an indoor heated pool and hot tub.
  • Fishing buffs who want to hit the lake and try their luck at catching a Largemouth Bass will be glad to hear about several hotels near Lake Onota, such as the Berkshire Inn. The hotel is about a 7-minute drive away and has spacious rooms with free Wi-Fi, and treats its guests to complimentary continental breakfast.
  • Those who want to enjoy a tennis tournament and having a good time should consider securing a room near Dan Fox Dr, like the Berkshire West Athletic Club that lies along the same route. Howard Johnson by Wyndham Lenox is a hotel that sits about a 4-minute drive away, and its outdoor pool, sauna, and mountain views make it unbeatable.

FAQs when booking a hotel in Pittsfield

Where to stay in Pittsfield?

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