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Oct 13 - Oct 14
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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 Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.
An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.
A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

1. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
United States
Nancy
￥22,741
￥25,403 total
includes taxes & fees
Nov 1 - Nov 2
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.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

2. Hotel Northampton

Hotel Northampton
Northampton
United States
Beth
￥23,509
￥26,259 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Northampton
A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.
An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.
Room
A multi-story hotel with a parking lot in front.

3. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
United States
John
￥18,712
￥20,902 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 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 brick building with a sign reading "The Ellery."

4. The Ellery

The Ellery
Northampton
United States
Travis
￥20,050
￥22,396 total
includes taxes & fees
Oct 28 - Oct 29
The Ellery
A hotel room with two beds, a desk, a chair, a television, and a window with curtains.
A bathroom with a bathtub, toilet, and shower curtain.
A row of single-story motel buildings with a parking lot in front.
A bathroom with a toilet, a shower, and a towel rack.

5. River Valley Inn

River Valley Inn
West Hatfield
United States
Michael
￥13,322
￥14,881 total
includes taxes & fees
Nov 1 - Nov 2
River Valley Inn
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 lobby with two armchairs, a fireplace, and a framed picture on the wall.
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
Esther
￥21,171
￥23,648 total
includes taxes & fees
Nov 9 - Nov 10
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 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.
A room with a grey sofa, a small table, a lamp, a door, and a framed abstract artwork on the wall.

7. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
Northampton
United Kingdom
Glenn
￥19,377
￥21,644 total
includes taxes & fees
Nov 8 - Nov 9
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 registration desk with a sign above it, a receptionist, and several people standing in line.
A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.

8. Hotel UMass

Hotel UMass
Amherst
United States
Darrell
￥17,368
￥19,622 total
includes taxes & fees
Nov 9 - Nov 10
Hotel UMass
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.
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.
A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

9. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
United States
Rebecca
￥24,535
￥27,405 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Hadley Amherst
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 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.

10. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Jim
￥19,256
￥22,532 total
includes taxes & fees
Oct 27 - Oct 28
D. Hotel Suites & Spa
A view of a red building by a waterway through a window.
A yellow multi-story building with a water feature in front.
A modern living room with a wooden dining table, leather sofa, and a large window.
A wooden porch with a sign reading "OLD MILL" above a double door.

11. Old Mill Inn

Old Mill Inn
Hatfield
United States
John
￥28,472
￥31,803 total
includes taxes & fees
Nov 3 - Nov 4
Old Mill Inn
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 hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.
A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

12. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
Hadley
United States
Yuki
￥22,654
￥25,305 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Hadley Amherst
A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.
A hotel lobby with a reception desk, seating area, and large windows.
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.

13. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
Holyoke
United States
Caroline
￥20,050
￥22,396 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites Springfield Holyoke
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 Red Roof Plus hotel with a modern facade, a parking lot, and a landscaped entrance area.
A hotel room with a dining table, two chairs, a sofa, a small table, a lamp, and a kitchenette.

14. Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
South Deerfield
United States
Edward
￥14,137
￥15,791 total
includes taxes & fees
Nov 1 - Nov 2
Red Roof Inn PLUS+ South Deerfield – Amherst
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
￥32,628
￥36,445 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 breakfast area with a sign reading 'HAPPY BREAKFAST STARTS HERE.'
A hotel lobby with a fireplace, seating area, and large windows.
A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.

16. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
Greenfield
United States
Robert
￥30,506
￥34,075 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Greenfield
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.
A modern kitchen with a built-in microwave, stainless steel refrigerator, and a wooden cabinet above the sink.
An indoor swimming pool with clear safety signage, a sunlit area with seating, and a view through large windows.

17. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
Hadley
United States
Sarah
￥24,937
￥27,856 total
includes taxes & fees
Nov 9 - Nov 10
TownePlace Suites by Marriott Hadley Amherst
A breakfast area with a waffle station, coffee machine, and various food options.
A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.
A modern hotel room with a large bed, a desk, and a chair.
A fitness room with treadmills, an elliptical, and a stationary bike.

18. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
United States
Gary
￥17,359
￥19,693 total
includes taxes & fees
Nov 1 - Nov 2
Tru by Hilton Chicopee Springfield
A hotel lobby with a reception desk, seating area, and a dining section.
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.
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.

19. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
United States
Shaleen
￥18,743
￥20,936 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 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.
A modern hotel with a covered entrance, multiple windows, and a well-maintained lawn.

20. Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel
West Springfield
United States
Charles
￥16,955
￥19,407 total
includes taxes & fees
Oct 25 - Oct 26
Blue A Modern Hotel, an Ascend Collection Hotel
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Hotels recommended for families in Chesterfield

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 brick building with a sign reading "The Ellery."

The Ellery

The Ellery
Northampton
￥20,050
￥22,396 total
includes taxes & fees
Oct 28 - Oct 29
The Ellery
A hotel room with two beds, a desk, a chair, a television, and a window with curtains.
A bathroom with a bathtub, toilet, and shower curtain.
A row of single-story motel buildings with a parking lot in front.
A bathroom with a toilet, a shower, and a towel rack.

River Valley Inn

River Valley Inn
West Hatfield
￥13,322
￥14,881 total
includes taxes & fees
Nov 1 - Nov 2
River Valley Inn
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 Red Roof Plus hotel with a modern facade, a parking lot, and a landscaped entrance area.
A hotel room with a dining table, two chairs, a sofa, a small table, a lamp, and a kitchenette.

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
South Deerfield
￥14,137
￥15,791 total
includes taxes & fees
Nov 1 - Nov 2
Red Roof Inn PLUS+ South Deerfield – 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.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.

Hotel Northampton

Hotel Northampton
Northampton
￥23,509
￥26,259 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Northampton
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.
An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.
A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
￥22,741
￥25,403 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites Springfield Northampton/Amherst
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.

Blooming Inn

Blooming Inn
Shelburne Falls
￥10,941
￥19,993 total
includes taxes & fees
Nov 4 - Nov 5
Blooming Inn
A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.
An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.
Room
A multi-story hotel with a parking lot in front.

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
￥18,712
￥20,902 total
includes taxes & fees
Nov 4 - Nov 5
Comfort Inn & Suites Hadley - Amherst
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 lobby with two armchairs, a fireplace, and a framed picture on the wall.
A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
Hadley
￥21,171
￥23,648 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn Hadley-Amherst Area
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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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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.
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Top Chesterfield Hotel Reviews

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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