Top 10 Hotels in Chesterfield, MA from ￥10,365 - Competitive Prices

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Our top choices for Chesterfield hotels

Room, 2 Double Beds | Hypo-allergenic bedding available, in-room safe, desk, laptop workspace

1. Hotel Northampton

Northampton

steven

￥23,497

￥26,245 total

includes taxes & fees

Aug 23 - Aug 24

Studio Suite | Premium bedding, desk, blackout drapes, iron/ironing board

2. D. Hotel Suites & Spa

Holyoke

Deborah

￥19,247

￥22,521 total

includes taxes & fees

Aug 30 - Aug 31

Studio Suite, Multiple Beds | Desk, laptop workspace, WiFi (free), bed sheets

Deluxe Room, 1 King Bed | Bathroom | Hair dryer, towels, soap, shampoo

3. River Valley Inn

West Hatfield

Michael

￥14,000

￥15,638 total

includes taxes & fees

Sep 6 - Sep 7

Desk, laptop workspace, blackout drapes, iron/ironing board

4. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Katie

￥15,633

￥17,462 total

includes taxes & fees

Aug 24 - Aug 25

5. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

rob

￥24,075

￥26,892 total

includes taxes & fees

Sep 13 - Sep 14

Deluxe Suite, 1 King Bed with Sofa bed | Down comforters, desk, laptop workspace, iron/ironing board

6. The Ellery

Northampton

Holly

￥21,008

￥23,467 total

includes taxes & fees

Sep 9 - Sep 10

7. Hampton Inn Chicopee/Springfield

Chicopee

Edward

￥17,863

￥20,265 total

includes taxes & fees

Aug 30 - Aug 31

Studio Suite, Non Smoking, River View | Living area | 40-inch LCD TV with cable channels, TV, Hulu

8. Old Mill Inn

Hatfield

Ann

￥26,437

￥29,531 total

includes taxes & fees

Aug 23 - Aug 24

Room, 2 Queen Beds, Refrigerator | Premium bedding, desk, laptop workspace, blackout drapes

9. Hampton Inn Westfield

Westfield

Ace

￥18,310

￥20,452 total

includes taxes & fees

Sep 8 - Sep 9

In-room safe, desk, blackout drapes, iron/ironing board

10. Comfort Inn & Suites Hadley - Amherst

Hadley

Uday

￥22,730

￥25,390 total

includes taxes & fees

Sep 7 - Sep 8

Coffee/tea maker, full-size fridge, microwave, stovetop

11. TownePlace Suites by Marriott Hadley Amherst

Hadley

Nathan

￥29,455

￥32,900 total

includes taxes & fees

Aug 27 - Aug 28

12. Quality Inn Westfield - Springfield

Westfield

Christopher J.

￥16,079

￥17,961 total

includes taxes & fees

Sep 10 - Sep 11

13. Homewood Suites by Hilton Hadley Amherst

Hadley

Doreen

￥23,225

￥25,942 total

includes taxes & fees

Sep 13 - Sep 14

Standard Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board, WiFi (free), bed sheets

14. Best Western Springfield West Inn

West Springfield

Peter

￥15,465

￥17,700 total

includes taxes & fees

Aug 30 - Aug 31

15. Fairfield Inn & Suites Springfield Holyoke

Holyoke

Michael

￥18,781

￥20,978 total

includes taxes & fees

Sep 13 - Sep 14

Premium bedding, down comforters, blackout drapes, iron/ironing board

16. Tru by Hilton Chicopee Springfield

Chicopee

Leon

￥18,035

￥20,460 total

includes taxes & fees

Aug 30 - Aug 31

One King Bed, Non-Smoking | Hypo-allergenic bedding available, pillowtop beds, desk

17. Hampton Inn Hadley-Amherst Area

Hadley

SHAWN

￥20,716

￥23,140 total

includes taxes & fees

Sep 20 - Sep 21

18. Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

Lauren

￥19,333

￥21,595 total

includes taxes & fees

Sep 13 - Sep 14

Premium bedding, Select Comfort beds, in-room safe, iron/ironing board

19. Hotel UMass

Amherst

Paul

￥17,359

￥19,611 total

includes taxes & fees

Aug 23 - Aug 24

20. Motel 6 Chicopee, MA - Springfield

Chicopee

David

￥12,595

￥14,606 total

includes taxes & fees

Aug 31 - Sep 1

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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 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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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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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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Top Chesterfield Hotel Reviews

Red Roof Inn PLUS+ West Springfield

8/10 Good

"We were only here for one quick night. Clean and convenient."

Hotel Northampton

10/10 Excellent

"Nice place"

Candlewood Suites West Springfield by IHG

10/10 Excellent

"Room was very nice. It had a full kitchen minus a stove. Had everything pots pans dishes utensils etc... I will definitely stay here again when I'm in the area. It was that good!"

Berkshire Mountain Lodge

10/10 Excellent

"Pleasant place to stay. About 10 minutes from Tanglewood. Alpha centrally located to many things to do in the Berkshire area."

D. Hotel Suites & Spa

10/10 Excellent

"Great hotel with amazing homestyle breakfasts. Delaney House restaurant right next door. Nice areas to sit outside"

Quality Inn & Suites Northampton - Amherst

10/10 Excellent

"Clean room, nice staff, ok breakfast. "

The Ellery

8/10 Good

"Clean room. Excellent breakfast and comfortable bed. Feels a little more like an upscale motel, rather than a historical building as presented in the online photos. Many rooms are situated in parking lot on main level; however; it is very comfortable and convenient."

Inn on Boltwood

10/10 Excellent

"If you like old inns with modern amenities in historic places , this is your place. The beds are comfortable, the restaurant is first rate for breakfast or dinner, and there's a lovely, spacious library with a fireplace for reading or conversation with friends. The front desk staff are universally friendly and helpful, and provide an unlimited number of bottles of Saratoga water, on request. The inn is located alongside a leafy quad that reduces noise from Amherst's main road. Given the inn's age, a guest might experience noise from heavy-footed guests in the room above, but we did not. Noise was not an issue."

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

10/10 Excellent

"Having the pool and hot tub was great. Very clean. Breakfast was complete with oatmeal and hot breakfast choices. Location was Central to all sites like Tanglewood. Highly recommended."

More cheap stays in Chesterfield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

￥9,279

￥10,365 total

Aug 27 - Aug 28

includes taxes & fees

5.4/10 (880 reviews)

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

￥14,021

￥16,047 total

Sep 10 - Sep 11

includes taxes & fees

7/10 Good! (1,008 reviews)

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA

￥14,382

￥16,460 total

Aug 30 - Aug 31

includes taxes & fees

7/10 Good! (1,005 reviews)

Hotel UMass

1 Campus Center Way Amherst MA

￥17,359

￥19,611 total

Aug 23 - Aug 24

includes taxes & fees

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

1055 South Street Pittsfield MA

￥20,095

￥22,446 total

Sep 14 - Sep 15

includes taxes & fees

9.4/10 Exceptional! (169 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

￥21,385

￥23,887 total

Sep 10 - Sep 11

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: You might want to consider this vacation home rental near Chesterfield, which 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 ￥10,365

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. D. Hotel Suites & Spa

3. River Valley Inn

4. Red Roof Inn PLUS+ South Deerfield – Amherst

5. Fairfield Inn & Suites Springfield Northampton/Amherst

6. The Ellery

7. Hampton Inn Chicopee/Springfield

8. Old Mill Inn

9. Hampton Inn Westfield

10. Comfort Inn & Suites Hadley - Amherst

11. TownePlace Suites by Marriott Hadley Amherst

12. Quality Inn Westfield - Springfield

13. Homewood Suites by Hilton Hadley Amherst

14. Best Western Springfield West Inn

15. Fairfield Inn & Suites Springfield Holyoke

16. Tru by Hilton Chicopee Springfield

17. Hampton Inn Hadley-Amherst Area

18. Homewood Suites by Hilton Holyoke-Springfield/North

19. Hotel UMass

20. Motel 6 Chicopee, MA - Springfield

Stay near popular Chesterfield attractions

Chesterfield Gorge

Chesterfield Town Hall

Chesterfield Public Library

Chesterfield Gorge Reservation

Krug Sugarbush

Oak Hill

Top Chesterfield Hotel Reviews

Red Roof Inn PLUS+ West Springfield

Hotel Northampton

Candlewood Suites West Springfield by IHG

Berkshire Mountain Lodge

D. Hotel Suites & Spa

Quality Inn & Suites Northampton - Amherst

The Ellery

Inn on Boltwood

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

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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