Chesterfield Hotel & Accommodation Deals 2026 from NZ$168 - 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 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 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.

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

1. Hotel Northampton

Northampton

Beth

NZ$297

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

2. The Ellery

Northampton

Travis

NZ$252

includes taxes & fees

28 Oct - 29 Oct

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 toilet, a shower, and a towel rack.

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

3. River Valley Inn

West Hatfield

Michael

NZ$168

includes taxes & fees

1 Nov - 2 Nov

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.

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.

4. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Nancy

NZ$286

includes taxes & fees

8 Nov - 9 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.

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

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

5. Comfort Inn & Suites Hadley - Amherst

Hadley

John

NZ$236

includes taxes & fees

4 Nov - 5 Nov

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

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.

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

Esther

NZ$269

includes taxes & fees

29 Oct - 30 Oct

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.

7. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

NZ$178

includes taxes & fees

8 Nov - 9 Nov

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

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

8. Old Mill Inn

Hatfield

John

NZ$357

includes taxes & fees

3 Nov - 4 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 conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

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

9. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

NZ$285

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

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

10. Quality Inn & Suites Northampton - Amherst

Northampton

Glenn

NZ$244

includes taxes & fees

8 Nov - 9 Nov

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

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

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.

11. D. Hotel Suites & Spa

Holyoke

Jim

NZ$254

includes taxes & fees

28 Oct - 29 Oct

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.

An indoor swimming pool with clear safety signage, a sunlit area with seating, and a view through large windows.

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

12. TownePlace Suites by Marriott Hadley Amherst

Hadley

Sarah

NZ$314

includes taxes & fees

8 Nov - 9 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 hotel with a brick facade, multiple windows, and a well-lit entrance.

13. Homewood Suites by Hilton Hadley Amherst

Hadley

Rebecca

NZ$310

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

14. Fairfield Inn & Suites Springfield Holyoke

Holyoke

NZ$253

includes taxes & fees

1 Nov - 2 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.

15. Tru by Hilton Chicopee Springfield

Chicopee

Gary

NZ$222

includes taxes & fees

9 Nov - 10 Nov

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

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

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

16. Quality Inn Lee - Lenox South

Lee

Christine

NZ$184

includes taxes & fees

8 Nov - 9 Nov

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

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

A snack display with various packaged foods and a microwave.

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

17. Hampton Inn Chicopee/Springfield

Chicopee

Melissa

NZ$236

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Pittsfield

Ginger

NZ$197

includes taxes & fees

11 Nov - 12 Nov

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

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

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

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

19. Blooming Inn

Shelburne Falls

Robert

NZ$218

includes taxes & fees

4 Nov - 5 Nov

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

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

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.

20. Black Walnut Inn

North Amherst

Douglas

NZ$349

includes taxes & fees

27 Oct - 28 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 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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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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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

Recent Reviews in Chesterfield

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."

Quality Inn West Springfield

10/10 Excellent

"A plus"

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 accommodation in Chesterfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

NZ$181

5 Nov - 6 Nov

includes taxes & fees

7.2/10 Good! (1,003 reviews)

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA

NZ$219

25 Oct - 26 Oct

includes taxes & fees

9.2/10 Wonderful! (365 reviews)

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

NZ$236

4 Nov - 5 Nov

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

NZ$244

8 Nov - 9 Nov

includes taxes & fees

7.2/10 Good! (1,005 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

NZ$258

3 Nov - 4 Nov

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

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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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 can I save on a hotel booking in Chesterfield with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Chesterfield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Chesterfield?

Prices for hotels in Chesterfield often vary, but you can find a great deal from NZ$168 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 our cheapest rates.

Explore a world of travel with Expedia

Activities in Franklin County

Book Hotels in Chesterfield on Expedia.com

Search Chesterfield hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chesterfield

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chesterfield hotels

1. Hotel Northampton

2. The Ellery

3. River Valley Inn

4. Fairfield Inn & Suites Springfield Northampton/Amherst

5. Comfort Inn & Suites Hadley - Amherst

6. Hampton Inn Hadley-Amherst Area

7. Red Roof Inn PLUS+ South Deerfield – Amherst

8. Old Mill Inn

9. Courtyard by Marriott Hadley Amherst

10. Quality Inn & Suites Northampton - Amherst

11. D. Hotel Suites & Spa

12. TownePlace Suites by Marriott Hadley Amherst

13. Homewood Suites by Hilton Hadley Amherst

14. Fairfield Inn & Suites Springfield Holyoke

15. Tru by Hilton Chicopee Springfield

16. Quality Inn Lee - Lenox South

17. Hampton Inn Chicopee/Springfield

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

19. Blooming Inn

20. Black Walnut Inn

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Gorge Reservation

Chesterfield Town Hall

Chesterfield Public Library

Oak Hill

Krug Sugarbush

Top Chesterfield Hotel Reviews

Recent Reviews in Chesterfield

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

Quality Inn West Springfield

Red Roof Inn PLUS+ South Deerfield – Amherst

More cheap accommodation 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

Frequently asked questions

Explore a world of travel with Expedia

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