Hotels in Chesterfield, MA - Best Chesterfield Hotels from £71 - Fully Refundable Options

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Our top choices for Chesterfield hotels

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 bed, sofa, dining table, and chairs.

1. The Ellery

Northampton

Travis

£107

includes taxes & fees

9 Nov - 10 Nov

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 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.

2. River Valley Inn

West Hatfield

Michael

£71

includes taxes & fees

8 Nov - 9 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 hotel room with two beds, a desk, a chair, a TV, and a mirror.

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

3. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

£75

includes taxes & fees

2 Nov - 3 Nov

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 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.

4. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

£121

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

5. Hotel Northampton

Northampton

Beth

£125

includes taxes & fees

13 Oct - 14 Oct

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

A bedroom with floral wallpaper, a bed, a dresser, a vanity, a chair, and a window with curtains.

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

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

6. Blooming Inn

Shelburne Falls

Robert

£109

includes taxes & fees

4 Nov - 5 Nov

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

7. Comfort Inn & Suites Hadley - Amherst

Hadley

John

£101

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

8. Hampton Inn Hadley-Amherst Area

Hadley

Esther

£111

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

9. D. Hotel Suites & Spa

Holyoke

Jim

£108

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

10. Old Mill Inn

Hatfield

John

£151

includes taxes & fees

9 Nov - 10 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.

11. Quality Inn & Suites Northampton - Amherst

Northampton

Glenn

£103

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

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

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

12. Quality Inn Lee - Lenox South

Lee

Christine

£78

includes taxes & fees

1 Nov - 2 Nov

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

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

13. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

£121

includes taxes & fees

26 Oct - 27 Oct

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

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

14. Hotel UMass

Amherst

Darrell

£94

includes taxes & fees

8 Nov - 9 Nov

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

Sarah

£133

includes taxes & fees

8 Nov - 9 Nov

A covered swimming pool with glass walls, a diving board, and lounge chairs.

A breakfast bar with a flat-screen TV, a coffee machine, and a refrigerator.

A hotel lobby with a grey sofa, two armchairs, a flat-screen TV, a potted plant, and an American flag.

A hotel with a modern design, a parking lot, and a clear sky.

16. Quality Inn West Springfield

West Springfield

Manuel

£74

includes taxes & fees

30 Oct - 31 Oct

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

A dining area with wooden tables and chairs, a television, and a door with a sign.

17. FairBridge Inn Express

Pittsfield

William

£47

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A snack bar with shelves of snacks and a refrigerated display.

A modern cafe with a counter, seating area, and large windows.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

Pittsfield

Ginger

£84

includes taxes & fees

8 Nov - 9 Nov

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

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

19. Black Walnut Inn

North Amherst

Kristen

£148

includes taxes & fees

27 Oct - 28 Oct

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

20. Homewood Suites by Hilton Hadley Amherst

Hadley

Rebecca

£131

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.

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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 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.

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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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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.

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Top Chesterfield Hotel Reviews

Hotel UMass

10/10 Excellent

"Very convenient and included parking"

D. Hotel Suites & Spa

10/10 Excellent

"I love this hotel. The fall decorations are adorable. When I checked in the room was clean but there had obviously been a work crew in the bathroom caulking and hadn’t fully cleaned up. I alerted the front desk and was immediately moved to a lovely cleaned suite. The onsite restaurant is also great."

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

10/10 Excellent

"The property was very well maintained and the room was very clean. Check in was quick and easy. The included breakfast was satisfying. Would stay here again."

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"My 12 yr old step daughter secretly told her mom “can we stay here a few more days”. Clean, comfy and great staff. Loved the openness of the lobby, lots of people hanging out, very friendly."

The Ellery

10/10 Excellent

"Lovely breakfast with delicious pastries in particular and good tea!"

Tru by Hilton Chicopee Springfield

10/10 Excellent

"It was pretty clean, and the bed linens was great"

Quality Inn & Suites Northampton - Amherst

8/10 Good

"They are undergoing some renovations - so beware because the outside isn't looking that great! BUT ... my room was clean/breakfast room was sunny with PLENTY of tables and food/drink options for even the pickiest of eaters. REAL eggs, REAL bacon, too. My bed was AMAZING. I just bought a VERY expensive mattress and this one was better by far! Shower was good/water pressure/temp, too. I was a bit wary when I drove up and parked, and the night clerk was a bit ditzy but the guy on this morning was very nice/helpful. I couldn't have been more pleased with my overall stay. Well done, Quality Inn!"

Comfort Inn & Suites Hadley - Amherst

8/10 Good

"The room and bath were clean. The bed is comfortable. The tv show selection is seriously lacking. Breakfast choices are excellent but the coffee is unbelievably weak. Plus, where is the whole milk?"

Inn on Boltwood

10/10 Excellent

"Loved everything about my stay with one minor exception, the bath towels. The bath towels were not very absorbent."

More cheap stays in Chesterfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

£74

30 Oct - 31 Oct

includes taxes & fees

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA

£88

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (358 reviews)

Hotel UMass

1 Campus Center Way Amherst MA

£94

8 Nov - 9 Nov

includes taxes & fees

9/10 Wonderful! (1,006 reviews)

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

£101

4 Nov - 5 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

£103

8 Nov - 9 Nov

includes taxes & fees

7.2/10 Good! (1,002 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

£110

2 Nov - 3 Nov

includes taxes & fees

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 £71 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 £71

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. The Ellery

2. River Valley Inn

3. Red Roof Inn PLUS+ South Deerfield – Amherst

4. Fairfield Inn & Suites Springfield Northampton/Amherst

5. Hotel Northampton

6. Blooming Inn

7. Comfort Inn & Suites Hadley - Amherst

8. Hampton Inn Hadley-Amherst Area

9. D. Hotel Suites & Spa

10. Old Mill Inn

11. Quality Inn & Suites Northampton - Amherst

12. Quality Inn Lee - Lenox South

13. Courtyard by Marriott Hadley Amherst

14. Hotel UMass

15. TownePlace Suites by Marriott Hadley Amherst

16. Quality Inn West Springfield

17. FairBridge Inn Express

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

19. Black Walnut Inn

20. Homewood Suites by Hilton Hadley Amherst

Stay near popular Chesterfield attractions

Chesterfield Gorge

Oak Hill

Chesterfield Gorge Reservation

Chesterfield Town Hall

Chesterfield Public Library

Krug Sugarbush

Top Chesterfield Hotel Reviews

Hotel UMass

D. Hotel Suites & Spa

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

Blue A Modern Hotel, an Ascend Collection Hotel

The Ellery

Tru by Hilton Chicopee Springfield

Quality Inn & Suites Northampton - Amherst

Comfort Inn & Suites Hadley - Amherst

Inn on Boltwood

More cheap stays in Chesterfield

Quality Inn West Springfield

Blue A Modern Hotel, an Ascend Collection Hotel

Hotel UMass

Comfort Inn & Suites Hadley - Amherst

Quality Inn & Suites Northampton - Amherst

Hampton Inn West Springfield

Frequently asked questions

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