Hotels in Chesterfield, MA - Best Chesterfield Hotels from £66 - Fully Refundable Options

Our top choices for Chesterfield hotels

Motel 6 Chicopee, MA - Springfield

Chicopee

Donald

includes taxes & fees

31 May - 1 Jun

Standard Double Room, 2 Double Beds, Non Smoking | Premium bedding, desk, iron/ironing board, rollaway beds

Quality Inn Chicopee - Springfield

Chicopee

Joel Von

includes taxes & fees

16 Jun - 17 Jun

Inn on Boltwood

Amherst

John

includes taxes & fees

11 Jun - 12 Jun

Residence Inn Springfield Chicopee

Chicopee

kerri

includes taxes & fees

7 Jun - 8 Jun

Hampton Inn Chicopee/Springfield

Chicopee

Rosa

includes taxes & fees

21 Jun - 22 Jun

Tru by Hilton Chicopee Springfield

Chicopee

Geovani

includes taxes & fees

22 Jun - 23 Jun

37-inch LCD TV with cable channels, TV, iPod dock

Hotel UMass

Amherst

Daniel

includes taxes & fees

1 Jun - 2 Jun

Courtyard by Marriott Hadley Amherst

Hadley

Justine

includes taxes & fees

1 Jun - 2 Jun

Daniel Stebbins House

South Hadley

Jason

includes taxes & fees

7 Jun - 8 Jun

Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

North Amherst

Andrew

includes taxes & fees

16 Jun - 17 Jun

Comfort Inn & Suites Hadley - Amherst

Hadley

Tracy

includes taxes & fees

22 Jun - 23 Jun

Homewood Suites by Hilton Hadley Amherst

Hadley

Ki-Hyun

includes taxes & fees

16 Jun - 17 Jun

Best Western Springfield West Inn

West Springfield

Norbert

includes taxes & fees

7 Jun - 8 Jun

Comfort Inn & Suites West Springfield

West Springfield

Angela

includes taxes & fees

21 Jun - 22 Jun

Candlewood Suites West Springfield by IHG

West Springfield

Selwyn

includes taxes & fees

7 Jun - 8 Jun

Hampton Inn West Springfield

West Springfield

Rasha

includes taxes & fees

21 Jun - 22 Jun

Blue – A Modern Hotel, an Ascend Collection Hotel

West Springfield

ken

includes taxes & fees

7 Jun - 8 Jun

Courtyard by Marriott West Springfield

West Springfield

Eileen

includes taxes & fees

31 May - 1 Jun

Quality Inn West Springfield

West Springfield

Damon

includes taxes & fees

4 Jun - 5 Jun

Red Roof Inn PLUS+ West Springfield

West Springfield

Donell

includes taxes & fees

31 May - 1 Jun

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Stay near popular Chesterfield attractions

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests while you're in the area.

See properties

Top Chesterfield Hotel Reviews

Quality Inn West Springfield

2/10 Terrible

"This was the worst motel I’ve ever stayed in. The place reeked of cigarette smoke and was disgusting. There were rat traps under the vending machines and it should be closed."

Red Roof Inn PLUS+ South Deerfield – Amherst

2/10 Terrible

"I arrived at 2:30. I was told they were working on my room and it would be ready in a few minutes. Hour later it still wasn't ready so I went to the event I was there for. Came back at 1:00 a.m., not only was the room still not ready the door was wide open nothing on the mattresses no bedding no sheets no anything. Absolutely ridiculous. I highly unrecommend"

Hotel UMass

10/10 Excellent

"We booked 2 rooms for nearby Amherst College graduation. The hotel worked out perfectly (although we didn't get to try out the famous dining halls as they were already closed for the year), staff were always nice, the onsite parking at $6 was convenient and we were constantly amazed at how fast the elevators were. The only dings we had were the temperature control in the room was wonky - it got really hot and the a/c wouldn't come on because we were told the temp OUTSIDE was too cold? As we were on the 7th floor, they would not let us open the swing window (there's no safety mechanism). They brought up a fan but seems to be a known problem they might want to sort out. Also the continental breakfast was pretty slim - just waffles and some fruit. Otherwise, we really enjoyed our stay."

Quality Inn & Suites Northampton - Amherst

6/10 Okay

"The Room was basic. It had a desk chair and a bed. I would have liked a comfortable chair for watching TV and reading. I had to call for a luggage stand as there was none in the room. Breakfast was minimal and I had to find an attendant to replenish several items. The only cold cereals was heavily sugared, perhaps aimed at children. The "hot" water for tea was only lukewarm. Upon checkout I had to leave my keys at an unattended desk. That about sums up the experience. The only outstanding experience was check-in which was very friendly and helpful."

More cheap stays in Chesterfield

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

£77

21 Jun - 22 Jun

includes taxes & fees

8.2/10 Very Good! (1,000 reviews)

Frequently asked questions

When is the best time to go to Chesterfield?

The best time to go to Chesterfield is during the autumn months, specifically from late September through October.

This period offers stunning natural beauty as the Berkshire Hills transform with vibrant fall foliage. The weather is typically crisp and pleasant, ideal for outdoor activities like hiking, scenic drives, and exploring the local area. You'll find fewer crowds compared to peak summer, allowing for a more relaxed experience.

Couples looking for a romantic getaway will particularly enjoy Chesterfield in the autumn. The picturesque landscapes provide a beautiful backdrop for leisurely drives along Route 143 or walks through the Chesterfield Gorge. Many local inns and bed and breakfasts offer cosy amenities, great for a peaceful escape.

For travellers interested in outdoor pursuits, the autumn weather is great for exploring the many hiking trails in the surrounding state forests, such as the Knightville Dam area. The cooler temperatures make for comfortable walking, and the changing leaves offer spectacular views.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterfield.

How can I save on a Chesterfield hotel booking with Expedia?

Members always get our best prices. Find our best Chesterfield hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

How much is the nightly rate at a Chesterfield hotel?

Prices for hotels in Chesterfield often vary, but you can find a great deal from £66 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Chesterfield hotels

Motel 6 Chicopee, MA - Springfield

Quality Inn Chicopee - Springfield

Inn on Boltwood

Residence Inn Springfield Chicopee

Hampton Inn Chicopee/Springfield

Tru by Hilton Chicopee Springfield

Hotel UMass

Courtyard by Marriott Hadley Amherst

Daniel Stebbins House

Black Walnut Inn

Comfort Inn & Suites Hadley - Amherst

Homewood Suites by Hilton Hadley Amherst

Best Western Springfield West Inn

Comfort Inn & Suites West Springfield

Candlewood Suites West Springfield by IHG

Hampton Inn West Springfield

Blue – A Modern Hotel, an Ascend Collection Hotel

Courtyard by Marriott West Springfield

Quality Inn West Springfield

Red Roof Inn PLUS+ West Springfield

Stay near popular Chesterfield attractions

Chesterfield Gorge

Top Chesterfield Hotel Reviews

Quality Inn West Springfield

More cheap stays in Chesterfield

Hampton Inn West Springfield

Frequently asked questions

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