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Our top choices for Chesterfield hotels

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.

1. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
Canada
rob
￥22,684
￥25,338 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites Springfield Northampton/Amherst
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.
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.

2. Hotel Northampton

Hotel Northampton
Northampton
United States
Beth
￥19,534
￥21,820 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Northampton
A hotel with a covered entrance, a flag, and a sign.
A modern hotel lobby with a round wooden reception desk, a chandelier, and a large mirror with a crescent moon design.
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.

3. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
United States
John
￥18,487
￥20,649 total
includes taxes & fees
Nov 4 - Nov 5
Comfort Inn & Suites Hadley - Amherst
A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.
A brick building with a sign reading "The Ellery."
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.

4. The Ellery

The Ellery
Northampton
United States
Travis
￥19,992
￥22,331 total
includes taxes & fees
Oct 27 - Oct 28
The Ellery
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 bathroom with a bathtub, toilet, and shower curtain.

5. River Valley Inn

River Valley Inn
West Hatfield
United States
Michael
￥14,846
￥16,582 total
includes taxes & fees
Nov 1 - Nov 2
River Valley Inn
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 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

Hampton Inn Hadley-Amherst Area
Hadley
United States
Osama
￥20,663
￥23,080 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Hadley-Amherst Area
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 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.

7. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
Northampton
United States
Richard
￥19,992
￥22,332 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn & Suites Northampton - Amherst
A modern living room with a fireplace, red curtains, and a wooden dining table.
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.
A registration desk with a sign above it, a receptionist, and several people standing in line.

8. Hotel UMass

Hotel UMass
Amherst
United States
Lisa
￥17,317
￥19,563 total
includes taxes & fees
Oct 7 - Oct 8
Hotel UMass
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 hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

9. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Patricia
￥19,200
￥22,467 total
includes taxes & fees
Oct 21 - Oct 22
D. Hotel Suites & Spa
An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.
A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.
A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.
A spacious lobby with a central seating area, a reception desk, and a television screen.

10. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
Hadley
United States
Yuki
￥22,588
￥25,231 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard by Marriott Hadley Amherst
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.
A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.
A modern hotel with a brick facade, multiple windows, and a well-lit entrance.
An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

11. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
United States
Rebecca
￥24,464
￥27,327 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Hadley Amherst
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.
An indoor swimming pool with clear signage, a no diving policy, and a seating area with chairs and a table.

12. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
Holyoke
United States
MONA
￥20,670
￥23,088 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites Springfield Holyoke
A view of a red building by a waterway through a window.
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.
A yellow multi-story building with a water feature in front.

13. Old Mill Inn

Old Mill Inn
Hatfield
United States
John
￥28,341
￥31,657 total
includes taxes & fees
Nov 3 - Nov 4
Old Mill Inn
A breakfast area with a waffle station, coffee machine, and various food options.
A modern hotel room with a large bed, a desk, and a chair.
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.
A fitness room with treadmills, an elliptical, and a stationary bike.

14. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
United States
Laura
￥17,315
￥19,643 total
includes taxes & fees
Nov 1 - Nov 2
Tru by Hilton Chicopee Springfield
A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".
A long dining table set with white tableware, flanked by windows and a skylight.
A spacious living room with a fireplace, comfortable seating, and elegant chandeliers.
A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.

15. Inn on Boltwood

Inn on Boltwood
Amherst
United States
pam
￥27,111
￥30,283 total
includes taxes & fees
Nov 1 - Nov 2
Inn on Boltwood
An indoor swimming pool with clear water, surrounded by windows with a view of trees.
A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.
A hotel lobby with a fireplace, seating area, and large windows.
A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.

16. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
Greenfield
United States
Pamela
￥30,418
￥33,977 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Greenfield
A gaming area with arcade machines, a seating area with tables and chairs, and large windows providing natural light.
A Red Roof Plus hotel with a modern facade, a parking lot, and a landscaped entrance area.
A hotel room with a television displaying a football game, a desk with a lamp, a microwave, and a refrigerator.
A hotel room with a dining table, two chairs, a sofa, a small table, a lamp, and a kitchenette.

17. Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
South Deerfield
United States
Edward
￥14,096
￥15,746 total
includes taxes & fees
Nov 1 - Nov 2
Red Roof Inn PLUS+ South Deerfield – Amherst
An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.
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.
A modern kitchen with wooden cabinets, a central island with a fruit bowl, and a breakfast bar.

18. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
Hadley
United States
Sarah
￥26,254
￥29,326 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott Hadley Amherst
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 snack and beverage display area with shelves stocked with chips and a refrigerated section with bottled water and soda.

19. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
United States
Shaleen
￥18,791
￥20,989 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Westfield
A modern lounge area with sofas, a pool table, and a unique chandelier.
A modern hotel with a covered entrance, multiple windows, and a well-maintained lawn.
A modern hotel lobby with blue sofas, a bar area, and a decorative chandelier.
A modern coffee bar with espresso machines, a coffee station, and a shelf with coffee products.

20. Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel
West Springfield
United States
Charles
￥15,967
￥18,274 total
includes taxes & fees
Nov 1 - Nov 2
Blue A Modern Hotel, an Ascend Collection Hotel
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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.
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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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"The hotel is clean and nice. Feels like a home, I enjoyed my stay. Will certainly come back. Many thanks to the front desk staff, the restaurant and the bar. Amazing people, warm & caring"
David 1-night trip
Posted 8 hours ago
D. Hotel Suites & Spa
Hotel UMass

Hotel UMass

8/10 Good
"Excellent"
Sadhan 1-night trip
Posted 11 hours ago
Hotel UMass
Hotel On North

Hotel On North

10/10 Excellent
"Beautiful boutique hotel. We will be back!"
Rebecca 1-night trip
Posted 14 hours ago
Hotel On North
Inn on Boltwood

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."
Donna 3-night trip
Posted 18 hours ago
Inn on Boltwood
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Great place"
John J. 1-night trip
Posted 18 hours ago
Berkshire Mountain Lodge
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

10/10 Excellent
"Very simple motel-style rooms, but it was clean and quiet, the beds were comfortable, and the location was convenient for visiting local attractions. Also can’t beat being across the street from an excellent donut shop! Plenty of nearby restaurant options, but plan on driving — the area isn’t super walkable, nearby sidewalks and crossing signals are under construction."
Kristin 2-night trip
Posted 1 day ago
Red Roof Inn PLUS+ West Springfield
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

8/10 Good
"Well maintained and good for families to stay."
Chaitanya 1-night trip
Posted 1 day ago
Tru by Hilton Chicopee Springfield
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

8/10 Good
"We stayed for two nights while attending Family Weekend at UMass. We booked a suite that had a separate living room area and kitchenette and a separate bedroom with two beds. The bedroom side of the room was quite large and spacious. The living room area was smaller than expected. They gave us an accessible room and the sink was outside the bathroom in the bedroom area. We didn’t use the pool but did use the gym and that was okay, kind of small. It was mostly cardio equipment. The area is very convenient to both UMass and things in Hadley. The beds were comfy and they provided two types of pillows, firm and softer, which was a nice touch. The sign to enter the hotel is tiny and you’ll miss it if you aren’t looking or using an gps. Overall, it was a nice stay and we’d stay there again."
Carmen 2-night trip
Posted 2 days ago
Comfort Inn & Suites Hadley - Amherst
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

8/10 Good
"Clean room"
Natalia 2-night trip
Posted 2 days ago
Quality Inn & Suites Northampton - Amherst

More cheap stays in Chesterfield

Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA
￥13,899
￥15,907 total
Nov 2 - Nov 3
includes taxes & fees
7.2/10 Good! (1,010 reviews)
Quality Inn West Springfield
Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel

1080 Riverdale St West Springfield MA
￥15,967
￥18,274 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (355 reviews)
Blue A Modern Hotel, an Ascend Collection Hotel
Hotel UMass

Hotel UMass

1 Campus Center Way Amherst MA
￥17,317
￥19,563 total
Oct 7 - Oct 8
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
Hotel UMass
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA
￥18,487
￥20,649 total
Nov 4 - Nov 5
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Comfort Inn & Suites Hadley - Amherst
Hampton Inn West Springfield

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA
￥19,293
￥22,080 total
Nov 1 - Nov 2
includes taxes & fees
Hampton Inn West Springfield
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
￥19,992
￥22,332 total
Nov 1 - Nov 2
includes taxes & fees
7.2/10 Good! (1,004 reviews)
Quality Inn & Suites Northampton - Amherst

Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 21.7 mi (34.9 km) from the heart of Chesterfield, Berkshire Mountain Lodge is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are D. Hotel Suites & Spa and Hampton Inn West Springfield. 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, Oak Hill, and Knightville Dam & Reservation. 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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