Book Chesterfield hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Chesterfield

Cheap Chesterfield hotels

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is AU$218 per night from 4 Jan to 5 Jan
AU$218
includes taxes & fees
4 Jan - 5 Jan 2025
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 ...
D. Hotel Suites & Spa
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way, Amherst, MA
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 5 Jan to 6 Jan
AU$260
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Hotel UMass in Amherst, you'll be within a 5-minute walk of University of Massachusetts Amherst and Mullins Center.
Hotel UMass
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr, Chicopee, MA
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 29 Dec to 30 Dec
AU$168
includes taxes & fees
29 Dec - 30 Dec
With a stay at Tru by Hilton Chicopee Springfield in Chicopee, you'll be within a 10-minute drive of MGM Springfield and Chicopee Falls Dam.
Tru by Hilton Chicopee Springfield
Save an average of 15% on thousands of hotels when you're signed in
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$152 per night from 30 Dec to 31 Dec
AU$152
includes taxes & fees
30 Dec - 31 Dec
When you stay at Red Roof Inn PLUS+ West Springfield in West Springfield, you'll be in the business district, within a 15-minute drive of MGM Springfield and ...
Red Roof Inn PLUS+ West Springfield
Hampton Inn West Springfield

Hampton Inn West Springfield

2.5 out of 5
1011 Riverdale St, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 29 Dec to 30 Dec
AU$171
includes taxes & fees
29 Dec - 30 Dec
With a stay at Hampton Inn West Springfield in West Springfield, you'll be within a 5-minute drive of Big E and Holyoke Mall.
Hampton Inn West Springfield
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
The price is AU$248 per night from 29 Dec to 30 Dec
AU$248
includes taxes & fees
29 Dec - 30 Dec
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 ...
The Ellery
Howard Johnson by Wyndham Amherst Hadley

Howard Johnson by Wyndham Amherst Hadley

2 out of 5
401 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 25 Dec to 26 Dec
AU$181
includes taxes & fees
25 Dec - 26 Dec
With a stay at Howard Johnson by Wyndham Amherst Hadley in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Mead Art ...
Howard Johnson by Wyndham Amherst Hadley
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$226 per night from 26 Dec to 27 Dec
AU$226
includes taxes & fees
26 Dec - 27 Dec
With a stay at Comfort Inn & Suites in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Mead Art Museum.
Comfort Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is AU$177 per night from 5 Jan to 6 Jan
AU$177
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel places you in the heart of Pittsfield, within a 5-minute walk of Berkshire Museum and Colonial ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Don't see what you're looking for?
See all available properties in Chesterfield
View all properties
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
429 hotels
Lowest Price
AU$152
Highest Price
AU$260
Popular hotels
D. Hotel Suites & Spa, Hotel UMass, Tru by Hilton Chicopee Springfield, Red Roof Inn PLUS+ West Springfield, Hampton Inn West Springfield, The Ellery, Howard Johnson by Wyndham Amherst Hadley, Comfort Inn & Suites, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Most recent Chesterfield hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.