Top 10 Hotels in Chesterfield, MA from ￥10,711 - Competitive Prices

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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 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.

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

1. River Valley Inn

West Hatfield

Michael

￥14,086

￥15,734 total

includes taxes & fees

Sep 9 - Sep 10

A hotel lobby with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi in all rooms.

A hotel room with a TV mounted on a wooden cabinet, a microwave, a coffee maker, and a desk with a chair.

A hotel room with a wooden floor, a leather sofa, a desk with a TV, a dining table with chairs, and a mirror on the wall.

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

2. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Katie

￥15,729

￥17,570 total

includes taxes & fees

Sep 8 - Sep 9

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 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.

3. D. Hotel Suites & Spa

Holyoke

Rene

￥19,364

￥22,658 total

includes taxes & fees

Aug 30 - Aug 31

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

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

4. Hotel Northampton

Northampton

steven

￥23,641

￥26,406 total

includes taxes & fees

Aug 30 - Aug 31

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 bed, sofa, dining table, and chairs.

A modern hotel room with a dining area, a sofa, a bed, and a TV.

5. The Ellery

Northampton

Holly

￥23,668

￥26,437 total

includes taxes & fees

Sep 9 - Sep 10

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.

6. Hampton Inn Hadley-Amherst Area

Hadley

SHAWN

￥20,766

￥23,196 total

includes taxes & fees

Sep 27 - Sep 28

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 food kiosk with a variety of snacks and beverages, a sign for local items, and a counter with a beverage display.

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

7. Tru by Hilton Chicopee Springfield

Chicopee

Leon

￥18,894

￥21,436 total

includes taxes & fees

Aug 30 - Aug 31

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

A gym with treadmills, an elliptical, a stationary bike, and a bench press.

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

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

8. Hampton Inn Westfield

Westfield

Mykola

￥18,542

￥20,712 total

includes taxes & fees

Sep 8 - Sep 9

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

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

9. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

￥24,222

￥27,056 total

includes taxes & fees

Sep 13 - Sep 14

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.

10. Comfort Inn & Suites Hadley - Amherst

Hadley

George

￥23,485

￥26,233 total

includes taxes & fees

Sep 16 - Sep 17

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.

11. Quality Inn & Suites Northampton - Amherst

Northampton

Sara

￥20,984

￥23,439 total

includes taxes & fees

Sep 27 - Sep 28

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

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

12. Old Mill Inn

Hatfield

Jeffrey

￥29,588

￥33,050 total

includes taxes & fees

Sep 20 - Sep 21

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

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.

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

13. Hotel UMass

Amherst

Kathryn

￥17,466

￥19,732 total

includes taxes & fees

Sep 13 - Sep 14

A Best Western hotel with a modern design, featuring a large building with multiple windows and a well-lit entrance.

A gym with treadmills, elliptical machines, and weight benches.

A hotel lobby with a brown sofa, a reception desk, a wall-mounted TV, and a large plant.

A restaurant with a counter, seating area, and various food and drink dispensers.

14. Best Western Springfield West Inn

West Springfield

Peter

￥16,237

￥18,584 total

includes taxes & fees

Sep 2 - Sep 3

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

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.

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

15. Homewood Suites by Hilton Hadley Amherst

Hadley

Doreen

￥27,284

￥30,476 total

includes taxes & fees

Sep 8 - Sep 9

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

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.

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

16. Hampton Inn Chicopee/Springfield

Chicopee

Margaret

￥19,582

￥22,217 total

includes taxes & fees

Aug 30 - Aug 31

17. Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

Andrew

￥22,062

￥24,644 total

includes taxes & fees

Sep 13 - Sep 14

A dark wooden TV stand with a flat-screen TV, a remote, and two cups.

A two-story building with a brick facade and a flat roof.

18. Riverdale Inn

West Springfield

renee

￥12,298

￥14,075 total

includes taxes & fees

Aug 31 - Sep 1

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

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

A spacious lobby with a reception desk, a blue decorative wall, and a wooden floor.

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

19. Fairfield Inn & Suites Springfield Holyoke

Holyoke

Michael

￥19,495

￥21,775 total

includes taxes & fees

Sep 13 - Sep 14

An indoor swimming pool with a skylight roof, lounge chairs, and a hot tub.

A hotel room with a flat-screen TV, a fireplace, a sofa, a small table, and a window with curtains.

A spacious living area with a fireplace, seating, and a view through large windows.

A hotel lobby with a reception desk, seating area with chairs and ottoman, and a patterned rug on the floor.

20. Comfort Inn & Suites West Springfield

West Springfield

Heriberto

￥18,097

￥20,712 total

includes taxes & fees

Aug 30 - Aug 31

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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 forest 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.

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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.

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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.

See properties

Top Chesterfield Hotel Reviews

Inn on Boltwood

10/10 Excellent

"Always a great stay at the Boltwood!"

Hotel UMass

8/10 Good

"Overall great stay. Clean big room. Didn’t like 2nd day we came down for breakfast and there were no pastries left. They should refill items until 10am. I asked and they said “none left”. Also, staff was vacuuming while we were trying to eat. That combination made the end to our stay annoying. Otherwise, a solid stay."

D. Hotel Suites & Spa

10/10 Excellent

"Great stay!"

Tru by Hilton Chicopee Springfield

8/10 Good

"I travel to MA. Moving my daughter back to college. After a long day I go to the hotel to check in. I walked in & I greeted the staff at desk. I was not greeted back,instead she just said, Last name. Which I gave her & gave her ID & my credit card & she gave me my keys. I didn't get a great welcome. I work in customer service & I expected a warm greeting or a greeting period. Hotel look & smell good. Got to my room to inspect the room & there was long strain of hair in sink & counter in bathroom. I usually clean & sanitize hotel room myself. So I didn't call desk for re-clean. Did it myself.Bed & pillows was very comfy. Had a great night sleep.Next day breakfast was very good. One of the reason why I stay with Tru. Pool was very relaxing. It was just me in there that was a plus. The staff the next day friendlier than the night before. Over all I will Definitely stay again."

Berkshire Mountain Lodge

10/10 Excellent

"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"

Comfort Inn & Suites Hadley - Amherst

10/10 Excellent

"Very well maintained hotel. The breakfast was great with many options to choose from."

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."

Hotel Northampton

10/10 Excellent

"Well maintained rooms in this historic hotel. Located in downtown Northampton in the middle of all the restaurants, music venues and boutique stores. Friendly staff and two restaurants and a bar on site. Henry"

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

￥9,589

￥10,711 total

Aug 31 - Sep 1

includes taxes & fees

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

￥13,397

￥15,332 total

Sep 16 - Sep 17

includes taxes & fees

7.2/10 Good! (1,015 reviews)

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA

￥15,602

￥17,858 total

Aug 30 - Aug 31

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

￥17,466

￥19,732 total

Sep 13 - Sep 14

includes taxes & fees

8.8/10 Excellent! (1,027 reviews)

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

1055 South Street Pittsfield MA

￥18,953

￥21,171 total

Sep 24 - Sep 25

includes taxes & fees

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

￥20,984

￥23,439 total

Sep 27 - Sep 28

includes taxes & fees

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 traveler data. Other good choices for your trip 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 vacation rentals that Chesterfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: Visitors like this Chesterfield vacation home rental. It 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, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

Where can I learn more about changing or cancelling my trip to Chesterfield?

For additional details about rescheduling or cancelling your trip to Chesterfield, click here.

Where is the best place to stay close to Chesterfield Gorge?

Fiddlehead Inn is one of the top choices for your stay based on our traveler data, and this 3-star inn offers a restaurant and free parking. It's located 2.9 mi (4.7 km) from Chesterfield Gorge. Another good choice is Charming Farmhouse - quiet, private & peaceful, located 3 mi (4.9 km) away.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

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 accommodations to choose from. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Natural beauty is on display at Chesterfield Gorge, Westfield River, and Oak Hill. A couple of additional sights to add to your agenda are Chesterfield Public Library and Chesterfield Town Hall. Check out what more to see and do in Expedia's Chesterfield guide.

What's the weather like in Chesterfield?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

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Find hotels in Chesterfield, MA from ￥10,711

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. River Valley Inn

2. Red Roof Inn PLUS+ South Deerfield – Amherst

3. D. Hotel Suites & Spa

4. Hotel Northampton

5. The Ellery

6. Hampton Inn Hadley-Amherst Area

7. Tru by Hilton Chicopee Springfield

8. Hampton Inn Westfield

9. Fairfield Inn & Suites Springfield Northampton/Amherst

10. Comfort Inn & Suites Hadley - Amherst

11. Quality Inn & Suites Northampton - Amherst

12. Old Mill Inn

13. Hotel UMass

14. Best Western Springfield West Inn

15. Homewood Suites by Hilton Hadley Amherst

16. Hampton Inn Chicopee/Springfield

17. Homewood Suites by Hilton Holyoke-Springfield/North

18. Riverdale Inn

19. Fairfield Inn & Suites Springfield Holyoke

20. Comfort Inn & Suites West Springfield

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Public Library

Chesterfield Gorge Reservation

Krug Sugarbush

Chesterfield Town Hall

Oak Hill

Top Chesterfield Hotel Reviews

Inn on Boltwood

Hotel UMass

D. Hotel Suites & Spa

Tru by Hilton Chicopee Springfield

Berkshire Mountain Lodge

Comfort Inn & Suites Hadley - Amherst

Candlewood Suites West Springfield by IHG

Hotel Northampton

FairBridge Inn Express

More cheap stays in Chesterfield

FairBridge Inn Express

Quality Inn West Springfield

Red Roof Inn PLUS+ West Springfield

Hotel UMass

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

Quality Inn & Suites Northampton - Amherst

Frequently asked questions

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