Best Chesterfield Hotels in 2026 from HK$738 - Fully Refundable Options

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Go beyond your typical stay in Chesterfield

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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 reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

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

Nancy

HK$1,127

HK$1,259 total

includes taxes & fees

1 Nov - 2 Nov

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

An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

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

2. Hotel Northampton

Northampton

Beth

HK$1,165

HK$1,302 total

includes taxes & fees

20 Oct - 21 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 modern hotel room with a bed, sofa, dining table, and chairs.

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

3. The Ellery

Northampton

Travis

HK$994

HK$1,110 total

includes taxes & fees

4 Nov - 5 Nov

A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.

A fitness room with treadmills, an elliptical, and a stationary bike, equipped with digital displays and a wall-mounted TV.

An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.

A hotel lobby with a bar area, seating arrangements, and an exit sign.

4. Comfort Inn & Suites Hadley - Amherst

Hadley

John

HK$928

HK$1,036 total

includes taxes & fees

4 Nov - 5 Nov

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

A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

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

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

5. Hampton Inn Hadley-Amherst Area

Hadley

Esther

HK$1,054

HK$1,177 total

includes taxes & fees

10 Nov - 11 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 kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

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

6. 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 vending machine stocked with snacks and beverages, and shelves with packaged goods.

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

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.

7. Quality Inn & Suites Northampton - Amherst

Northampton

Glenn

HK$961

HK$1,073 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A row of single-story motel buildings with a parking lot in front.

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

8. River Valley Inn

West Hatfield

Michael

HK$660

HK$738 total

includes taxes & fees

1 Nov - 2 Nov

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.

9. TownePlace Suites by Marriott Hadley Amherst

Hadley

Sarah

HK$1,236

HK$1,381 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

10. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

HK$1,123

HK$1,254 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

Caroline

HK$994

HK$1,110 total

includes taxes & fees

1 Nov - 2 Nov

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

A wooden porch with a sign reading "OLD MILL" above a double door.

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.

12. Old Mill Inn

Hatfield

John

HK$1,409

HK$1,573 total

includes taxes & fees

3 Nov - 4 Nov

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

A modern hotel building with a parking lot and a green landscape.

13. Tru by Hilton Chicopee Springfield

Chicopee

Gary

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

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

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

14. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

HK$701

HK$783 total

includes taxes & fees

1 Nov - 2 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 hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.

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

15. Hampton Inn & Suites Greenfield

Greenfield

Robert

HK$1,512

HK$1,689 total

includes taxes & fees

1 Nov - 2 Nov

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.

16. D. Hotel Suites & Spa

Holyoke

Jim

HK$955

HK$1,117 total

includes taxes & fees

26 Oct - 27 Oct

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

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

17. Inn on Boltwood

Amherst

pam

HK$1,173

HK$1,310 total

includes taxes & fees

28 Oct - 29 Oct

A waffle maker with a waffle, two orange squeeze bottles, and two cans of sauce.

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

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

A modern dining area with tables and chairs, a patterned carpet, and a wall-mounted TV.

18. Hampton Inn Westfield

Westfield

Shaleen

HK$927

HK$1,036 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a sofa, a desk with a television, a chair, and a bed.

A modern kitchen with white cabinetry, a stainless steel dishwasher, a microwave, and a granite countertop.

A modern dining area with a long table, cushioned seating, and framed artwork on the wall.

A hotel room with a bed, a TV, a sofa, a desk, and a chair.

19. Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

Andrew

HK$1,152

HK$1,287 total

includes taxes & fees

25 Oct - 26 Oct

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.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

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

20. Residence Inn Springfield Chicopee

Chicopee

Ronald

HK$1,327

HK$1,506 total

includes taxes & fees

1 Nov - 2 Nov

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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

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

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

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

Quality Inn West Springfield

10/10 Excellent

"Overall I had a great two day stay at the Quality Inn. I have stayed here over a dozen times when in the area to visit Six Flags, my previous visit was in the spring, and they have made some updates since! I noticed new chairs in the hallways and room, and the exterior of the building was repainted a new color and looks more modern! I had room 421, a 2 queen, which was mostly clean and comfortable. Only issue was the new tan chair by the door looked comfortable, but I did not sit in it, as it had long hairs and sticky residue all over the cushion... Otherwise the room was clean, beds were comfortable with 4 pillows on each bed, lots of towels, and fridge worked great! The lamp between the bed did not work though... At check in, the man with tattoos on his hands wasn't that friendly or welcoming but did honor my request for a higher floor. Later, when returning from dinner next door (Great Japanese restaurant!) I heard him tell a guest she had the entire 5th floor to herself, which was annoying as each night I had neighbors who I could hear easily through the walls... Why not space out guests when there is space? I woke up my first morning to hearing the neighbors talk... Breakfast was fine with a decent variety, I liked the donuts, eggs were decent, as was the sausage. The room was a great value and I will return. It looks like the first floor was restored for guest use again too! Nice to see some changes and hope they continue renovating and updating the property!"

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

10/10 Excellent

"Very clean and nice options for breakfast. Helpful staff."

Comfort Inn & Suites Hadley - Amherst

8/10 Good

"Coffee all day."

The Ellery

10/10 Excellent

"Very helpful staff, tastefully decorated, super breakfast, very comfortable bed. We’ll be back!"

Hotel On North

10/10 Excellent

"Lovely clean spacious hotel with friendly staff!"

Berkshire Mountain Lodge

10/10 Excellent

"Great to have a whole suite not just a room. Even though a little outdated still very nice. Downsides were an absence of food vending machines for when you need a quick snack and don’t want to leave, and hot tub was under renovations which we weren’t made aware of until online check in. Overall very happy."

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"We had a wonderful stay! The staff were incredibly friendly and welcoming. Everything in the hotel is beautiful, modern, fresh and brand new. We were especially impressed by the complimentary massage chairs in the room. Highly recommend this hotel!"

D. Hotel Suites & Spa

10/10 Excellent

"We loved our stay. The housekeeping and amenities were too notch. Perfect family-friendly hotel near the Yankee Candle Factory."

Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent

"For me, the location was perfect! The service was very friendly, the price was great, and everything in the room was excellent. Thanks for the wonderful time we had.🤗👏"

More cheap stays in Chesterfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

HK$695

HK$795 total

5 Nov - 6 Nov

includes taxes & fees

7.2/10 Good! (1,004 reviews)

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA

HK$840

HK$962 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (365 reviews)

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

HK$928

HK$1,036 total

4 Nov - 5 Nov

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

HK$961

HK$1,073 total

8 Nov - 9 Nov

includes taxes & fees

7.2/10 Good! (1,005 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

HK$994

HK$1,138 total

1 Nov - 2 Nov

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

Get rates

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$738

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. Hotel Northampton

3. The Ellery

4. Comfort Inn & Suites Hadley - Amherst

5. Hampton Inn Hadley-Amherst Area

6. Homewood Suites by Hilton Hadley Amherst

7. Quality Inn & Suites Northampton - Amherst

8. River Valley Inn

9. TownePlace Suites by Marriott Hadley Amherst

10. Courtyard by Marriott Hadley Amherst

11. Fairfield Inn & Suites Springfield Holyoke

12. Old Mill Inn

13. Tru by Hilton Chicopee Springfield

14. Red Roof Inn PLUS+ South Deerfield – Amherst

15. Hampton Inn & Suites Greenfield

16. D. Hotel Suites & Spa

17. Inn on Boltwood

18. Hampton Inn Westfield

19. Homewood Suites by Hilton Holyoke-Springfield/North

20. Residence Inn Springfield Chicopee

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Gorge Reservation

Chesterfield Town Hall

Chesterfield Public Library

Oak Hill

Krug Sugarbush

Top Chesterfield Hotel Reviews

Quality Inn West Springfield

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

Comfort Inn & Suites Hadley - Amherst

The Ellery

Hotel On North

Berkshire Mountain Lodge

Blue A Modern Hotel, an Ascend Collection Hotel

D. Hotel Suites & Spa

Red Roof Inn PLUS+ South Deerfield – Amherst

More cheap stays in Chesterfield

Quality Inn West Springfield

Blue A Modern Hotel, an Ascend Collection Hotel

Comfort Inn & Suites Hadley - Amherst

Quality Inn & Suites Northampton - Amherst

Hampton Inn West Springfield

Hotel UMass

Hotels in Chesterfield with star-rating

Frequently asked questions

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