Hotels in Chesterfield, MA - Best Chesterfield Hotels from £51 - Fully Refundable Options

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Our top choices for Chesterfield hotels

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

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.

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

1. River Valley Inn

West Hatfield

Michael

£73

includes taxes & fees

27 Sept - 28 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 hallway with two leather chairs, a small table, a bench, a mirror, and a framed picture on the wall.

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

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

Glenda

£78

includes taxes & fees

17 Sept - 18 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.

3. The Ellery

Northampton

Scott

£115

includes taxes & fees

7 Oct - 8 Oct

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 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.

4. Hotel Northampton

Northampton

zane

£102

includes taxes & fees

15 Sept - 16 Sept

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 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.

5. D. Hotel Suites & Spa

Holyoke

Karen

£105

includes taxes & fees

23 Sept - 24 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.

6. Hampton Inn Hadley-Amherst Area

Hadley

Osama

£104

includes taxes & fees

11 Oct - 12 Oct

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 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.

7. Old Mill Inn

Hatfield

John

£148

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a porch, a balcony, and a chimney.

A dining room with a wooden table, chairs, a chandelier, and a fireplace.

A traditional dining room with a wooden table, chairs, and a chandelier.

A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

8. Blooming Inn

Shelburne Falls

steven

£119

includes taxes & fees

16 Sept - 17 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.

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

9. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

£119

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 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 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.

10. Quality Inn & Suites Northampton - Amherst

Northampton

Richard

£105

includes taxes & fees

4 Oct - 5 Oct

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

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television mounted on the wall.

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.

11. Black Walnut Inn

North Amherst

Kelly

£124

includes taxes & fees

15 Sept - 16 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 modern hotel lobby with a round wooden reception desk, a chandelier, and a large mirror with a crescent moon design.

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

12. Comfort Inn & Suites Hadley - Amherst

Hadley

Mutharaju Ram Mohan

£119

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.

13. Hotel UMass

Amherst

Lisa

£92

includes taxes & fees

20 Sept - 21 Sept

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.

14. Inn on Boltwood

Amherst

Lisa

£142

includes taxes & fees

15 Sept - 16 Sept

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

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.

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

15. TownePlace Suites by Marriott Hadley Amherst

Hadley

Nathan

£148

includes taxes & fees

20 Sept - 21 Sept

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

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

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.

16. Hampton Inn Westfield

Westfield

Mykola

£97

includes taxes & fees

7 Oct - 8 Oct

A building with a flat roof, multiple windows, and a satellite dish.

A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a coffee maker.

A dining area with a round table set for four, surrounded by dark chairs. A white door is visible in the background, leading to a kitchen area with white appliances.

A hotel room with a large bed, a chair, a nightstand with a lamp, and a window with blinds.

17. Becket Motel

Becket

Paul

£104

includes taxes & fees

29 Sept - 30 Sept

A calm lake at dusk with a wooden dock and two chairs facing the water.

A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.

A room with two beds, a round mirror, a red box, and a hanging light fixture.

A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

18. Berkshire Lake Lodge

Lee

mike

£120

includes taxes & fees

21 Sept - 22 Sept

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

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

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.

19. Courtyard by Marriott Hadley Amherst

Hadley

Roman Jun

£133

includes taxes & fees

20 Sept - 21 Sept

A modern dining area with a high ceiling, large windows, and a mix of wooden and upholstered furniture.

A hotel room with a large bed, a chair, a nightstand with a phone, a wall-mounted light, and a window with curtains.

A modern office space with a large window overlooking a parking lot and trees.

A modern hotel lobby with a reception desk, a coffee machine, a plant, a leather sofa, and a dining area.

20. Quality Inn Westfield - Springfield

Westfield

Thomas

£81

includes taxes & fees

11 Oct - 12 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.

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

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Great Hotel. Clean rooms,friendly staff and convenient location."

Hotel UMass

10/10 Excellent

"Great place to stay! Go UMass!"

Quality Inn West Springfield

10/10 Excellent

"Great place and location friendly staff breakfast was ok"

D. Hotel Suites & Spa

8/10 Good

"Friendly staff, nice property. Breakfast was ok. Older hotel. Pool and hot tub was fun. Mouse turd on the floor in our room."

The Ellery

10/10 Excellent

"Great location. Comfortable beds. Delicious breakfast. Very helpful staff."

Hotel Northampton

10/10 Excellent

"Excellent location and parking Staff was outstanding."

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."

More cheap stays in Chesterfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

£51

15 Sept - 16 Sept

includes taxes & fees

5.4/10 (904 reviews)

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

£75

5 Oct - 6 Oct

includes taxes & fees

7.2/10 Good! (1,009 reviews)

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA

£86

11 Oct - 12 Oct

includes taxes & fees

9.4/10 Exceptional! (327 reviews)

Hotel UMass

1 Campus Center Way Amherst MA

£92

20 Sept - 21 Sept

includes taxes & fees

8.8/10 Excellent! (1,011 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

£105

4 Oct - 5 Oct

includes taxes & fees

7.2/10 Good! (1,003 reviews)

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

£119

20 Sept - 21 Sept

includes taxes & fees

9.4/10 Exceptional! (1,003 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 much is the nightly rate at a Chesterfield hotel?

Prices for hotels in Chesterfield often vary, but you can find a great deal from £51 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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Book Hotels in Chesterfield on Expedia.com

Find hotels in Chesterfield, MA from £51

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. River Valley Inn

2. Red Roof Inn PLUS+ South Deerfield – Amherst

3. The Ellery

4. Hotel Northampton

5. D. Hotel Suites & Spa

6. Hampton Inn Hadley-Amherst Area

7. Old Mill Inn

8. Blooming Inn

9. Fairfield Inn & Suites Springfield Northampton/Amherst

10. Quality Inn & Suites Northampton - Amherst

11. Black Walnut Inn

12. Comfort Inn & Suites Hadley - Amherst

13. Hotel UMass

14. Inn on Boltwood

15. TownePlace Suites by Marriott Hadley Amherst

16. Hampton Inn Westfield

17. Becket Motel

18. Berkshire Lake Lodge

19. Courtyard by Marriott Hadley Amherst

20. Quality Inn Westfield - Springfield

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Town Hall

Oak Hill

Chesterfield Public Library

Chesterfield Gorge Reservation

Krug Sugarbush

Top Chesterfield Hotel Reviews

Blue A Modern Hotel, an Ascend Collection Hotel

Hotel UMass

Quality Inn West Springfield

D. Hotel Suites & Spa

The Ellery

Hotel Northampton

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

Hampton Inn West Springfield

Comfort Inn & Suites Hadley - Amherst

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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