𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chesterfield (2026)

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Our top choices for Chesterfield hotels

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

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

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.

1. D. Hotel Suites & Spa

Holyoke

Karen

₹11,623

₹13,601 total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with two beds, a TV, a desk with a chair, a lamp, a microwave, and a painting on the wall.

A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.

A hallway with two leather chairs, a small table, a bench, a mirror, and a framed picture on the wall.

A laundry area with a wall-mounted soap and bleach softener dispenser, four stacked washing machines, and a white countertop.

2. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

heather

₹8,986

₹10,038 total

includes taxes & fees

16 Sept - 17 Sept

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

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

3. Hotel Northampton

Northampton

steven

₹11,825

₹13,209 total

includes taxes & fees

14 Sept - 15 Sept

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

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

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

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

4. Homewood Suites by Hilton Hadley Amherst

Hadley

Doreen

₹16,377

₹18,293 total

includes taxes & fees

20 Sept - 21 Sept

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 dining area, a sofa, a bed, and a TV.

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

5. The Ellery

Northampton

Scott

₹12,518

₹13,983 total

includes taxes & fees

16 Sept - 17 Sept

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

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

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

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

6. Old Mill Inn

Hatfield

John

₹17,151

₹19,157 total

includes taxes & fees

14 Sept - 15 Sept

An indoor swimming pool with blue walls, large windows, and several lounge chairs.

A Hampton Inn hotel with a modern design, featuring a large entrance, a well-lit parking area, and multiple flags.

A snack display with various packaged foods and a microwave.

A modern hotel lobby with a dining area, seating, and a TV screen on the wall.

7. Hampton Inn Chicopee/Springfield

Chicopee

Margaret

₹12,459

₹14,135 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

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

8. Hotel UMass

Amherst

Lisa

₹10,484

₹11,844 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

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

9. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

₹13,727

₹15,333 total

includes taxes & fees

4 Oct - 5 Oct

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 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.

10. Comfort Inn & Suites Hadley - Amherst

Hadley

Mutharaju Ram Mohan

₹13,727

₹15,333 total

includes taxes & fees

20 Sept - 21 Sept

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

11. River Valley Inn

West Hatfield

Michael

₹8,765

₹9,790 total

includes taxes & fees

20 Sept - 21 Sept

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

An indoor swimming pool with a clear waterline, a metal ladder, and red chairs around the pool area.

A modern breakfast area with seating, a coffee machine, and a variety of food options.

12. Tru by Hilton Chicopee Springfield

Chicopee

Leon

₹11,675

₹13,246 total

includes taxes & fees

27 Sept - 28 Sept

A reception area with a counter, a television mounted on the wall, a clock, and a small table with chairs.

A motel with a prominent '6' sign, multiple rooms, and a 'welcome' entrance.

A hotel room with two beds, a bathroom, and a small desk.

A hallway with tiled flooring and vending machines, including a Coca-Cola machine.

13. Motel 6 Chicopee, MA - Springfield

Chicopee

Alfred

₹8,036

₹9,308 total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with a bed, bedside tables, a TV, and a window with curtains.

A hotel entrance with a covered patio, a garden with colorful flowers, and a clear sky.

A gym with various exercise equipment including kettlebells, medicine balls, and a squat rack.

A hotel bar area with a neon sign reading 'The Paper City,' a selection of glasses on shelves, and a digital screen displaying beverage options.

14. Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

Andrew

₹14,026

₹15,667 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

15. Quality Inn & Suites Northampton - Amherst

Northampton

Richard

₹12,103

₹13,519 total

includes taxes & fees

4 Oct - 5 Oct

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

A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.

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.

16. Inn on Boltwood

Amherst

Lisa

₹16,412

₹18,332 total

includes taxes & fees

14 Sept - 15 Sept

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

17. Hampton Inn Hadley-Amherst Area

Hadley

Osama

₹12,067

₹13,479 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a bed, a desk with a lamp, a chair, a mirror, and a painting on the wall.

A Red Roof Plus hotel with a red roof, a covered entrance, and a parking lot.

A hotel room with a television displaying a football game, a desk with a lamp, a chair, and a minibar.

A reception area with a stone wall, two leather chairs, a small table, and a counter with beverages.

18. Red Roof Inn PLUS+ West Springfield

West Springfield

Chris

₹9,365

₹10,719 total

includes taxes & fees

14 Sept - 15 Sept

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

19. Courtyard by Marriott Hadley Amherst

Hadley

Roman Jun

₹15,395

₹17,196 total

includes taxes & fees

20 Sept - 21 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.

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

20. Fairfield Inn & Suites Springfield Holyoke

Holyoke

MONA

₹12,509

₹13,972 total

includes taxes & fees

4 Oct - 5 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.

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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.

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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.

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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.

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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

Top Chesterfield Hotel Reviews

Inn on Boltwood

10/10 Excellent

"Beautiful hotel, comfortable bed and temp controls, excellent bathroom, very clean. Historic and downtown but ample parking and elevator handled the luggage trolley nicely. And the staff was just great. Had a wonderful time."

Hotel Northampton

10/10 Excellent

"Excellent location and parking Staff was outstanding."

The Ellery

10/10 Excellent

"Clean and cozy room. Great breakfast and friendly and helpful staff"

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

10/10 Excellent

"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"

Hampton Inn West Springfield

10/10 Excellent

"I always love staying here when I visit Springfield! The front desk staff are consistently friendly, welcoming, and helpful, which really makes a difference. The rooms are a little dated, but they’re spacious, clean, and have everything I need for a comfortable stay. The breakfast also has a great variety of options, and parking is always easy to find. I also love that they have snacks available at the front desk—perfect when you need a little something after a long day. Overall, this is definitely one of my go-to places to stay when I’m in the area!"

Comfort Inn & Suites Hadley - Amherst

8/10 Good

"Room was OK, the room we stayed in on the road in Winchester, VA, same brand, was nicer but cost $178.78 less per day. We had a 3 day stay in Hadley. The GM took advantage by adding $120.90+ to the room rate on days 2 & 3. Highway robbery! He offered no excuse when challenged, nothing but we can charge anything we please, you can like it or lump it."

Hotel On North

10/10 Excellent

"Best place in town"

More cheap stays in Chesterfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

₹5,934

₹6,628 total

27 Sept - 28 Sept

includes taxes & fees

5.4/10 (904 reviews)

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

₹7,972

₹9,124 total

11 Oct - 12 Oct

includes taxes & fees

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA

₹9,666

₹11,062 total

11 Oct - 12 Oct

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

₹10,484

₹11,844 total

20 Sept - 21 Sept

includes taxes & fees

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

₹12,103

₹13,519 total

4 Oct - 5 Oct

includes taxes & fees

7.2/10 Good! (1,003 reviews)

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

₹13,727

₹15,333 total

20 Sept - 21 Sept

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 20.8 mi (33.5 km) from the heart of Chesterfield, Quality Inn West Springfield 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 Berkshire Mountain Lodge. See all available top hotels, or 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.

Explore a world of travel with Expedia

Book Hotels in Chesterfield on Expedia.com

Chesterfield Hotels from ₹6,628

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. D. Hotel Suites & Spa

2. Red Roof Inn PLUS+ South Deerfield – Amherst

3. Hotel Northampton

4. Homewood Suites by Hilton Hadley Amherst

5. The Ellery

6. Old Mill Inn

7. Hampton Inn Chicopee/Springfield

8. Hotel UMass

9. Fairfield Inn & Suites Springfield Northampton/Amherst

10. Comfort Inn & Suites Hadley - Amherst

11. River Valley Inn

12. Tru by Hilton Chicopee Springfield

13. Motel 6 Chicopee, MA - Springfield

14. Homewood Suites by Hilton Holyoke-Springfield/North

15. Quality Inn & Suites Northampton - Amherst

16. Inn on Boltwood

17. Hampton Inn Hadley-Amherst Area

18. Red Roof Inn PLUS+ West Springfield

19. Courtyard by Marriott Hadley Amherst

20. Fairfield Inn & Suites Springfield Holyoke

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Town Hall

Oak Hill

Chesterfield Public Library

Chesterfield Gorge Reservation

Krug Sugarbush

Top Chesterfield Hotel Reviews

Inn on Boltwood

Hotel Northampton

The Ellery

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

Hampton Inn West Springfield

Comfort Inn & Suites Hadley - Amherst

Hotel On North

More cheap stays in Chesterfield

FairBridge Inn Express

Quality Inn West Springfield

Blue A Modern Hotel, an Ascend Collection Hotel

Hotel UMass

Quality Inn & Suites Northampton - Amherst

Comfort Inn & Suites Hadley - Amherst

Frequently asked questions

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