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Cheap Chesterfield hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Opens in a new windowBerkshire Mountain Lodge
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
The price is AU$141 per night from 16 Nov to 17 Nov
AU$141
16 Nov - 17 Nov
includes taxes & fees
In the heart of West Springfield, Quality Inn West Springfield is within a 5-minute drive of Big E and Olympia Ice Center.
Opens in a new windowQuality Inn West Springfield
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is AU$175 per night from 11 Nov to 12 Nov
AU$175
11 Nov - 12 Nov
includes taxes & fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
The price is AU$194 per night from 23 Nov to 24 Nov
AU$194
23 Nov - 24 Nov
includes taxes & fees
With a stay at D. Hotel Suites & Spa in Holyoke, you'll be 4.6 mi (7.4 km) from Smith College and 10.4 mi (16.7 km) from University of Massachusetts ...
Opens in a new windowD. Hotel Suites & Spa
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 4 Nov to 5 Nov
AU$171
4 Nov - 5 Nov
includes taxes & fees
When you stay at Red Roof Inn PLUS+ West Springfield in West Springfield, you'll be in the business district, a 3-minute drive from Big E and 6 minutes from ...
Opens in a new windowRed Roof Inn PLUS+ West Springfield
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
The price is AU$187 per night from 18 Nov to 19 Nov
AU$187
18 Nov - 19 Nov
includes taxes & fees
Located in Northampton, The Ellery is in the historical district, a 4-minute walk from Smith College and 8 minutes by foot from Smith College Botanic ...
Opens in a new windowThe Ellery
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 23 Nov to 24 Nov
AU$215
23 Nov - 24 Nov
includes taxes & fees
With a stay at Comfort Inn & Suites in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst College.
Opens in a new windowComfort Inn & Suites
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 23 Nov to 24 Nov
AU$145
23 Nov - 24 Nov
includes taxes & fees
With a stay at Red Roof Inn PLUS+ South Deerfield – Amherst in South Deerfield, you'll be within a 15-minute drive of University of Massachusetts Amherst and ...
Opens in a new windowRed Roof Inn PLUS+ South Deerfield – Amherst
Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield

2 out of 5
36 Burnett Rd, Chicopee, MA
Fully refundable
The price is AU$147 per night from 4 Nov to 5 Nov
AU$147
4 Nov - 5 Nov
includes taxes & fees
With a stay at Motel 6 Chicopee, MA - Springfield in Chicopee, you'll be within a 10-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of ...
Opens in a new windowMotel 6 Chicopee, MA - Springfield
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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.

Hotels in Chesterfield

Searching for a hotel in Chesterfield, United States of America? Unfortunately, you won't find a whole lot of places to crash right within close reach. But take a short drive out and you'll enjoy more choice than you can shake your room-booking index finger at. There are 33 different accommodation options within 30 kilometres of Chesterfield's centre, so you'll be able to find the ideal digs for you.

Once you've crossed off your must sees for the day, your fluffy gown and slippers are waiting at Hotel Northampton or Naomi's Inn Bed & Breakfast. Alternatively, have a look at the Residence Inn by Marriott West Springfield and the Hampton Inn & Suites Greenfield.

Just 20 kilometres from the centre streets is Northampton. This neighbourhood has 5 hotels and accommodations. Want to know our recommended picks? Start off by looking at the Clarion Hotel & Conference Center and Quality Inn & Suites Northampton-Amherst.

After more options? The Old Mill Inn can be found 20 kilometres away from the downtown area, and the Homewood Suites by Hilton Holyoke-Springfield/North is 30 kilometres away. The Hampton Inn Hadley/Amherst area, 20 kilometres away, and the Hampton Inn West Springfield, 35 kilometres away, are some alternate choices.

Lee is another place where you can sit back and order up some room service like a boss. Sitting 35 kilometres west of Chesterfield, it's where you'll discover the Tanglewood Music Center and Tyringham Cobble. If you want to spend a few nights in Lee, look into the rates at the Cranwell Spa and Golf Resort and Federal House Inn. 35 kilometres to the west of Chesterfield you'll also find Pittsfield, home to the Crowne Plaza Pittsfield-Berkshires and White Horse Inn. Whether you're just passing through or staying in Pittsfield, be sure to explore the Crane Museum of Papermaking and the Skyline Country Club.

Go 35 kilometres west and you'll find Lenox, a regional centre with a population of 2,000. While you're checking out this neck of the woods, whip out your selfie stick and get your tourist on at the Berkshire Scenic Railway Museum, the Cranwell Golf Club and Kennedy Park. Ventfort Hall Mansion and Gilded Age Museum and the Shakespeare and Company are a couple more attractions which are sure to offer up some envy-inducing photo ops. There are a range of great hotels where you can hit the hay for a night or two in Lenox. We recommend checking out the deals at the Gateways Inn & Restaurant and Hampton Terrace Inn.

Just landed at Bradley International Airport? Feeling a bit icky after the flight? Not a problem. Towels and soap are up for grabs nearby at the Sheraton Hartford Hotel at Bradley Airport. If you can't snap up a room there, try your luck at the Holiday Inn Express & Suites Bradley Airport. It's also nice and close to the airport, which sits 50 kilometres from Chesterfield's centre.

Chesterfield hotels essential information

Accommodation
483 hotels
Lowest Price
AU$141
Highest Price
AU$215
Popular hotels
Berkshire Mountain Lodge, Quality Inn West Springfield, Holiday Inn & Suites Pittsfield-Berkshires by IHG, D. Hotel Suites & Spa, Red Roof Inn PLUS+ West Springfield, The Ellery, Comfort Inn & Suites, Red Roof Inn PLUS+ South Deerfield – Amherst, Motel 6 Chicopee, MA - Springfield

Most recent Chesterfield hotel reviews

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^Subject to availability and chosen travel dates.