A historic building with classical architecture, a traffic light, and a yellow taxi.

Find Hotels with a View in Pittsfield, MA

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Check availability on Pittsfield Hotels with a View

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Pittsfield a view hotels

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A buffet area with a counter, food items, and a beverage station.
A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

1. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
$118 nightly
$132 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A library with bookshelves, a television, and two armchairs.

2. Hotel On North

Hotel On North
Pittsfield
United States
Drew
$160 nightly
$179 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel On North
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A compact living space with a kitchenette, a dining area, and a sofa.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A modern apartment with a living room, kitchenette, and dining area.

3. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
$98 nightly
$110 total
Oct 8 - Oct 9
Total with taxes and fees
The Central Downtown Inn & Suites
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

4. The Yankee Inn

The Yankee Inn
Lenox
United States
Robert
$116 nightly
$130 total
Sep 22 - Sep 23
Total with taxes and fees
The Yankee Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside dock with kayaks and a covered boat ramp.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Susan
$125 nightly
$140 total
Sep 24 - Sep 25
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A red building with a sign reading "Shaker Mill Inn."
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

6. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
$152 nightly
$167 total
Sep 21 - Sep 22
Total with taxes and fees
Shaker Mill Inn
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A café with a display case, a frozen food section, and a marketplace sign.

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
$135 nightly
$150 total
Sep 21 - Sep 22
Total with taxes and fees
Holiday Inn Club Vacations Oak 'n Spruce Resort
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A dining area with a glass table, red walls, and framed artwork.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

8. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
$212 nightly
$236 total
Sep 20 - Sep 21
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
A calm lake at dusk with a wooden dock and two chairs facing the water.
A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.
A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.
A room with two beds, a round mirror, a red box, and a hanging light fixture.

9. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
$137 nightly
$153 total
Sep 23 - Sep 24
Total with taxes and fees
Berkshire Lake Lodge
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.
A wooden interior with a table, chair, and a view of a red barn through an open door.

10. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Jody
$204 nightly
$228 total
Sep 22 - Sep 23
Total with taxes and fees
Inn at Silver Maple Farm
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Top Pittsfield Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Spacious condo in a beautiful setting with great views, and amenities (pools, fire pits , and hot-tub). Loved it !"
Corinne 1-night trip
Posted 9 hours ago
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
Dolores 3-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Nice place, would stay again"
kaitlyn 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

How much do hotels with views in Pittsfield cost?
Prices range between $110 and $236 per night. Let Expedia help you lock in a front-row seat to some of the best views in Pittsfield! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with views in Pittsfield?
Pittsfield has multiple hotels with views that have a total average guest review rating of 9.0. Consider Hotel On North. Visitors of this top-rated 3.5-star hotel can enjoy conveniences such as mountain views and a restaurant. Club Wyndham Bentley Brook is another popular choice. This 3-star hotel offers views on top of a barbecue grill and mountain views.
How many hotels with views are there in Pittsfield?
Use up your vacation days and pick from 3 hotels with views in Pittsfield. For business travel, a couples' getaway or anything in between, Expedia can help you find the ideal space in a few easy clicks.
What are the best cheap hotels with views in Pittsfield?
With hotels that have views starting from as low as $110 per night, you may be tempted to extend your stay in Pittsfield! One option that's easy on your wallet is Hampton Inn & Suites Berkshires-Lenox. It comes with a range of amenities, including mountain views and a swimming pool. Another affordable choice is The Yankee, Trademark Collection by Wyndham. In addition to views, it also has pool sun loungers and mountain views. If you'd prefer to hold on to your hard-earned cash and still experience the best of Pittsfield, add some free attractions to your to-do list. Wahconah Falls State Park and Canoe Meadows Wildlife Sanctuary are visitor favorites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with views in Pittsfield?
Traveling with the family in Pittsfield is a breeze at The Black Swan Lee - Lenox, Ascend Hotel Collection. Featuring amenities like complimentary breakfast and a picnic area, your crew can make themselves comfortable at this 3-star stay. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel is another good family-friendly escape with a view. It has a 3-star rating and conveniences including housekeeping services and laundry facilities. Once you've checked in and unpacked your things, there's no shortage of family-friendly attractions to visit in and around Pittsfield. Hancock Shaker Village and Berkshire Museum guarantee a good time for young and old.
Why book your hotel with views in Pittsfield with Expedia?
If you're after hotels with a view at an affordable rate, Expedia has you covered. Save money and opt for a motel where the views are the star attraction. Or splurge on a 5-star hotel where the vistas aren't the only things that dazzle. Use our search filters to find a place in Pittsfield at the best price possible.
What is there to do in Pittsfield near my hotel with views?
There are loads of fantastic things to do in Pittsfield. Check out renowned attractions like Bousquet Ski Area, Pittsfield State Forest and Barrington Stage Company. Berkshire Museum, Colonial Theater and Arrowhead Museum are other must-see's.

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