Best Chesterfield Hotels in 2026 from HK$783 - Fully Refundable Options

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Our top choices for Chesterfield hotels

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

1. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

HK$1,127

HK$1,259 total

includes taxes & fees

18 Oct - 19 Oct

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

A hotel room with a bed, a sofa, a dining table, and a chair. There are two nightstands with lamps and a framed picture on the wall.

A brick building with a sign reading "The Ellery."

A modern hotel room with a dining area, a sofa, a bed, and a TV.

2. The Ellery

Northampton

Travis

HK$994

HK$1,110 total

includes taxes & fees

27 Oct - 28 Oct

A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.

A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

A hotel room with two beds, a TV, a desk, and a chair.

3. Hotel Northampton

Northampton

Beth

HK$971

HK$1,085 total

includes taxes & fees

12 Oct - 13 Oct

A hotel with a covered entrance, a flag, and a sign.

A hotel room with a bed, a sofa, a round coffee table, and a nightstand.

A hotel room with a sofa, a small table, a red stool, a kitchenette, and a bed.

A spacious living area with a fireplace, sofas, and a coffee table.

4. Comfort Inn & Suites Hadley - Amherst

Hadley

Mutharaju Ram Mohan

HK$1,061

HK$1,185 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a bar area, dining tables, and comfortable seating.

A deck with a table and chairs, a large umbrella, and a view of a lawn and trees.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

A large, multi-story hotel with a covered entrance and a parking lot.

5. Hampton Inn Hadley-Amherst Area

Hadley

Osama

HK$1,027

HK$1,147 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

A bathroom with a bathtub, toilet, and shower curtain.

A hotel room with two beds, a sofa, a desk, a TV, and a picture on the wall.

A bathroom with a toilet, a shower, and a towel rack.

6. River Valley Inn

West Hatfield

Michael

HK$738

HK$824 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

7. Homewood Suites by Hilton Hadley Amherst

Hadley

Rebecca

HK$1,216

HK$1,359 total

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant with high tables and bar stools, a fireplace, and a TV mounted on the wall.

A room with a grey sofa, a small table, a lamp, a door, and a framed abstract artwork on the wall.

A hotel room with two beds, a microwave, a small table with a phone and a coffee maker, a sink, and a large window with curtains.

A hotel lobby with a reception desk, seating area, and a large aquarium.

8. Quality Inn & Suites Northampton - Amherst

Northampton

Richard

HK$961

HK$1,073 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a fireplace, red curtains, and a wooden dining table.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.

A registration desk with a sign above it, a receptionist, and several people standing in line.

9. Hotel UMass

Amherst

Lisa

HK$861

HK$973 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

A modern hotel with a covered entrance, outdoor seating, and a brick facade.

An indoor swimming pool with clear safety signage, a sunlit area with seating, and a view through large windows.

A modern kitchen with a built-in microwave, stainless steel refrigerator, and a wooden cabinet above the sink.

10. TownePlace Suites by Marriott Hadley Amherst

Hadley

Sarah

HK$1,305

HK$1,458 total

includes taxes & fees

1 Nov - 2 Nov

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

A spacious lobby with a reception desk, a blue decorative wall, and a wooden floor.

A hotel lobby with a seating area, a bar, and a TV screen.

An indoor swimming pool with clear signage, a no diving policy, and a seating area with chairs and a table.

11. Fairfield Inn & Suites Springfield Holyoke

Holyoke

MONA

HK$1,027

HK$1,147 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.

A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

A spacious lobby with a central seating area, a reception desk, and a television screen.

12. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

HK$1,123

HK$1,254 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

13. D. Hotel Suites & Spa

Holyoke

Patricia

HK$955

HK$1,117 total

includes taxes & fees

21 Oct - 22 Oct

A view of a red building by a waterway through a window.

A modern living room with a wooden dining table, leather sofa, and a large window.

A bar area with wooden stools, a long counter, and potted plants.

A yellow multi-story building with a water feature in front.

14. Old Mill Inn

Hatfield

John

HK$1,408

HK$1,573 total

includes taxes & fees

3 Nov - 4 Nov

An indoor swimming pool with clear water, surrounded by windows with a view of trees.

A hotel lobby with a fireplace, seating area, and large windows.

A breakfast area with a sign reading 'HAPPY BREAKFAST STARTS HERE.'

A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.

15. Hampton Inn & Suites Greenfield

Greenfield

Pamela

HK$1,512

HK$1,689 total

includes taxes & fees

1 Nov - 2 Nov

A breakfast area with a waffle station, coffee machine, and various food options.

A modern hotel room with a flat-screen TV on a wooden desk, a blue office chair, and a large window with abstract art.

A modern hotel room with a large bed, a desk, and a chair.

16. Tru by Hilton Chicopee Springfield

Chicopee

SASHAWN

HK$860

HK$976 total

includes taxes & fees

1 Nov - 2 Nov

A gaming area with arcade machines, a seating area with tables and chairs, and large windows providing natural light.

A Red Roof Plus hotel with a modern facade, a parking lot, and a landscaped entrance area.

A hotel room with a television displaying a football game, a desk with a lamp, a microwave, and a refrigerator.

A hotel room with a dining table, two chairs, a sofa, a small table, a lamp, and a kitchenette.

17. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

HK$701

HK$783 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a reception desk, seating area, and a dining section.

A gym with treadmills, an elliptical, a stationary bike, and a bench press.

A snack and beverage display area with shelves stocked with chips and a refrigerated section with bottled water and soda.

A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.

18. Hampton Inn Westfield

Westfield

Shaleen

HK$934

HK$1,043 total

includes taxes & fees

1 Nov - 2 Nov

A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".

A spacious living room with a fireplace, comfortable seating, and elegant chandeliers.

A long dining table set with white tableware, flanked by windows and a skylight.

A modern living room with a sofa, armchairs, a coffee table, and a wine rack.

19. Inn on Boltwood

Amherst

pam

HK$1,348

HK$1,506 total

includes taxes & fees

1 Nov - 2 Nov

A patio area with a stone fire pit, wicker furniture, and a view of the building's interior.

A spacious lobby with comfortable seating, a fireplace, and large windows.

A spacious hotel lobby with a high ceiling, a fireplace, seating areas, and a large TV screen.

A hotel exterior with a sign reading "Residence Inn Marriott."

20. Residence Inn Springfield Chicopee

Chicopee

Ronald

HK$1,327

HK$1,506 total

includes taxes & fees

18 Oct - 19 Oct

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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

Oak Hill

Commune with nature and explore the great outdoors at Oak Hill during your travels in Chesterfield. Amble around the area's parks or visit its shops.

See properties

Chesterfield Gorge Reservation

You can take time to visit Chesterfield Gorge Reservation during your travels to Chesterfield. Amble around the area's parks or visit its shops.

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Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Amble around the area's parks or visit its shops.

See properties

Chesterfield Public Library

Chesterfield Public Library is just one of the places to see in Chesterfield, so why not enjoy the other things to explore during your travels? Amble around the area's parks or visit its shops.

See properties

Krug Sugarbush

You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops.

See properties

Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

10/10 Excellent

"Room was out of shampoo and body wash and I was not told about breakfast - if I knew I would have planned it into my morning"

Berkshire Mountain Lodge

8/10 Good

"Our visit was very nice. Facilities were beautiful!"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"New hotel! Staff and rooms great quiet and clean"

Tru by Hilton Chicopee Springfield

10/10 Excellent

"The room was clean, it was spacious and the bed was really neat. The sheets did have a stain and I did tell them and they resolved it. The staff was super nice, at all times. Breakfast was delicious, one of the best hotel breakfast I had. There was different varieties of food. When something would run out, they would go fill back up quick."

Comfort Inn & Suites Hadley - Amherst

8/10 Good

"It’s nothing fancy. Room was clean but outdated. Sink was in hotel room rather than in bathroom. Very odd."

Hotel On North

10/10 Excellent

"Delightful place with charm and warmth and character. I would love to come back."

River Valley Inn

10/10 Excellent

"The people were wonderful! Exceptional service"

The Ellery

10/10 Excellent

"This is a great stop. Nice beds, clean, and excellent breakfast."

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Near where my meetings were"

More cheap stays in Chesterfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

HK$717

HK$821 total

30 Oct - 31 Oct

includes taxes & fees

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA

HK$794

HK$908 total

25 Oct - 26 Oct

includes taxes & fees

9.2/10 Wonderful! (353 reviews)

Hotel UMass

1 Campus Center Way Amherst MA

HK$861

HK$973 total

25 Oct - 26 Oct

includes taxes & fees

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

HK$961

HK$1,073 total

25 Oct - 26 Oct

includes taxes & fees

7.2/10 Good! (1,002 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

HK$959

HK$1,097 total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

HK$1,061

HK$1,185 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

Hotels in Chesterfield with star-rating

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 21.7 mi (34.9 km) from the heart of Chesterfield, Berkshire Mountain Lodge is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are D. Hotel Suites & Spa and Hampton Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.

What are some of the best holiday rentals that Chesterfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Chesterfield is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. See all vacation rentals in Chesterfield.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes, you'll find most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. In Chesterfield, there are 3 hotels and other accommodation options to choose from. Find out more about Chesterfield.

What should I do while I'm visiting Chesterfield?

Natural beauty is on display at Chesterfield Gorge, Oak Hill and Knightville Dam & Reservation. A couple of additional sights to add to your itinerary are Chesterfield Public Library and Chesterfield Town Hall. Take a look at what more there is to see and do in Expedia's Chesterfield guide.

What's the seasonal weather in Chesterfield?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm of snowfall.

Chesterfield hotels from HK$783

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chesterfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chesterfield hotels

1. Fairfield Inn & Suites Springfield Northampton/Amherst

2. The Ellery

3. Hotel Northampton

4. Comfort Inn & Suites Hadley - Amherst

5. Hampton Inn Hadley-Amherst Area

6. River Valley Inn

7. Homewood Suites by Hilton Hadley Amherst

8. Quality Inn & Suites Northampton - Amherst

9. Hotel UMass

10. TownePlace Suites by Marriott Hadley Amherst

11. Fairfield Inn & Suites Springfield Holyoke

12. Courtyard by Marriott Hadley Amherst

13. D. Hotel Suites & Spa

14. Old Mill Inn

15. Hampton Inn & Suites Greenfield

16. Tru by Hilton Chicopee Springfield

17. Red Roof Inn PLUS+ South Deerfield – Amherst

18. Hampton Inn Westfield

19. Inn on Boltwood

20. Residence Inn Springfield Chicopee

Stay near popular Chesterfield attractions

Chesterfield Gorge

Oak Hill

Chesterfield Gorge Reservation

Chesterfield Town Hall

Chesterfield Public Library

Krug Sugarbush

Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Tru by Hilton Chicopee Springfield

Comfort Inn & Suites Hadley - Amherst

Hotel On North

River Valley Inn

The Ellery

Blue A Modern Hotel, an Ascend Collection Hotel

More cheap stays in Chesterfield

Quality Inn West Springfield

Blue A Modern Hotel, an Ascend Collection Hotel

Hotel UMass

Quality Inn & Suites Northampton - Amherst

Hampton Inn West Springfield

Comfort Inn & Suites Hadley - Amherst

Hotels in Chesterfield with star-rating

Frequently asked questions

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