Best Chesterfield Hotels in 2026 from HK$544 - Fully Refundable Options

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Our top choices for Chesterfield hotels

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

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

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

1. Hotel Northampton

Northampton

steven

HK$1,164

HK$1,300 total

includes taxes & fees

31 Aug - 1 Sept

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

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

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

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

2. Hampton Inn Hadley-Amherst Area

Hadley

SHAWN

HK$1,022

HK$1,142 total

includes taxes & fees

27 Sept - 28 Sept

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 bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

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

3. D. Hotel Suites & Spa

Holyoke

Kerri

HK$954

HK$1,116 total

includes taxes & fees

7 Sept - 8 Sept

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.

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

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

4. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

HK$1,193

HK$1,332 total

includes taxes & fees

13 Sept - 14 Sept

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

5. River Valley Inn

West Hatfield

Michael

HK$726

HK$811 total

includes taxes & fees

7 Sept - 8 Sept

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

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

A modern hotel room with a bed, sofa, dining table, and chairs.

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.

6. The Ellery

Northampton

Holly

HK$1,166

HK$1,302 total

includes taxes & fees

21 Sept - 22 Sept

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

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

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.

7. Old Mill Inn

Hatfield

hannah

HK$1,457

HK$1,628 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

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

8. Comfort Inn & Suites Hadley - Amherst

Hadley

Mutharaju Ram Mohan

HK$1,145

HK$1,279 total

includes taxes & fees

20 Sept - 21 Sept

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

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

A hotel room with two beds, a dining table with a plate of food, a glass of water, and a bottle of wine.

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

9. Hotel UMass

Amherst

Kathryn

HK$860

HK$972 total

includes taxes & fees

20 Sept - 21 Sept

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 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.

10. Quality Inn & Suites Northampton - Amherst

Northampton

Sara

HK$1,033

HK$1,154 total

includes taxes & fees

27 Sept - 28 Sept

11. Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

Andrew

HK$1,086

HK$1,214 total

includes taxes & fees

13 Sept - 14 Sept

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

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.

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

12. Hampton Inn & Suites Greenfield

Greenfield

Matthew

HK$1,511

HK$1,688 total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel lobby with a seating area, a fireplace, and a television mounted on a stone wall.

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

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

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

13. Homewood Suites by Hilton Hadley Amherst

Hadley

Doreen

HK$1,344

HK$1,501 total

includes taxes & fees

8 Sept - 9 Sept

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

A modern kitchen with wooden cabinets, a central island with a fruit bowl, and a breakfast bar.

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

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

14. TownePlace Suites by Marriott Hadley Amherst

Hadley

Nathan

HK$1,511

HK$1,688 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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.

15. Hampton Inn Westfield

Westfield

Mykola

HK$942

HK$1,052 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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.

16. Fairfield Inn & Suites Springfield Holyoke

Holyoke

Michael

HK$993

HK$1,109 total

includes taxes & fees

27 Sept - 28 Sept

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

17. Courtyard by Marriott Hadley Amherst

Hadley

Randall

HK$1,263

HK$1,411 total

includes taxes & fees

7 Sept - 8 Sept

A modern lounge area with seating options including sofas, chairs, and a hanging chair. Tables and a counter are also visible.

A modern restaurant interior with a central wooden bar, seating along the walls, and large windows offering a view of the outdoors.

A modern hotel room with a bed, desk, and chair, a small kitchenette, and a bathroom with a shower and toilet.

A modern hotel entrance with a glass door, a visible address number, and a clear pathway leading to the entrance.

18. Tru by Hilton Chicopee Springfield

Chicopee

Leon

HK$958

HK$1,087 total

includes taxes & fees

13 Sept - 14 Sept

A room with a bed, a sofa, a coffee table, and a television.

A living room with a round coffee table, a sofa, and a wall art piece.

A dining area with a wooden table set for four, surrounded by chairs.

A large brick building with a prominent entrance and a covered porch area.

19. Black Walnut Inn

North Amherst

Kelly

HK$1,374

HK$1,535 total

includes taxes & fees

14 Sept - 15 Sept

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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 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

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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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

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

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

Top Chesterfield Hotel Reviews

Comfort Inn & Suites Hadley - Amherst

8/10 Good

"N/A"

Inn on Boltwood

10/10 Excellent

"Thoroughly enjoyed our stay—from the comfort of the room to the fire pit and restaurant."

Hotel UMass

8/10 Good

"Great hotel at a very reasonable price. Room was clean and well appointed. Staff were friendly and helpful. The breakfast was pretty good, a few more nutritious options would be nice, but we really appreciated the gluten free breads and non dairy milk options. We LOVED the recycling, compost and compostable dishes. Better directions to the hotel and where to park would be helpful (that could be an Expedia issue). A bit annoying to pay for parking after paying for the room, but otherwise a great hotel!"

Hotel Northampton

10/10 Excellent

"Lovely, central hotel. Highly recommend."

Berkshire Mountain Lodge

8/10 Good

"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"

Hotel On North

10/10 Excellent

"One of my favorite hotels in America - for real!"

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

10/10 Excellent

"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"

Candlewood Suites West Springfield by IHG

8/10 Good

"Staff extremely helpful and pleasant. Loved the room. Comfy beds. Loved having the kitchenette. The pool was nice; the jacuzzi was colder than the pool. But pool was a lovely temp. The only downside was we could hear then people walking above us at like 3 am. Walls and ceilings may be a tad thin. However, very pleasant experience. Very reasonable price and was perfect for our stay to be near Six Flags."

FairBridge Inn Express

10/10 Excellent

"It was very nice and everyone was extremely helpful"

More cheap stays in Chesterfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

HK$487

HK$544 total

13 Sept - 14 Sept

includes taxes & fees

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA

HK$692

HK$791 total

8 Sept - 9 Sept

includes taxes & fees

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

HK$737

HK$844 total

3 Sept - 4 Sept

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

HK$860

HK$972 total

20 Sept - 21 Sept

includes taxes & fees

8.8/10 Excellent! (1,008 reviews)

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

1055 South Street Pittsfield MA

HK$925

HK$1,033 total

8 Sept - 9 Sept

includes taxes & fees

9.4/10 Exceptional! (176 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

HK$1,033

HK$1,154 total

27 Sept - 28 Sept

includes taxes & fees

7.2/10 Good! (1,005 reviews)

Hotels in Chesterfield with star-rating

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 14.5 mi (23.3 km) from the heart of Chesterfield, D. Hotel Suites & Spa is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Berkshire Mountain Lodge and Hotel Northampton. 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, Westfield River and Oak Hill. 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$544

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. Hotel Northampton

2. Hampton Inn Hadley-Amherst Area

3. D. Hotel Suites & Spa

4. Fairfield Inn & Suites Springfield Northampton/Amherst

5. River Valley Inn

6. The Ellery

7. Old Mill Inn

8. Comfort Inn & Suites Hadley - Amherst

9. Hotel UMass

10. Quality Inn & Suites Northampton - Amherst

11. Homewood Suites by Hilton Holyoke-Springfield/North

12. Hampton Inn & Suites Greenfield

13. Homewood Suites by Hilton Hadley Amherst

14. TownePlace Suites by Marriott Hadley Amherst

15. Hampton Inn Westfield

16. Fairfield Inn & Suites Springfield Holyoke

17. Courtyard by Marriott Hadley Amherst

18. Tru by Hilton Chicopee Springfield

19. Black Walnut Inn

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Public Library

Chesterfield Gorge Reservation

Krug Sugarbush

Chesterfield Town Hall

Oak Hill

Top Chesterfield Hotel Reviews

Comfort Inn & Suites Hadley - Amherst

Inn on Boltwood

Hotel UMass

Hotel Northampton

Berkshire Mountain Lodge

Hotel On North

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

Candlewood Suites West Springfield by IHG

FairBridge Inn Express

More cheap stays in Chesterfield

FairBridge Inn Express

Red Roof Inn PLUS+ West Springfield

Quality Inn West Springfield

Hotel UMass

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

Quality Inn & Suites Northampton - Amherst

Hotels in Chesterfield with star-rating

Frequently asked questions

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