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Find hotels in Chesterfield, MA from Ā£74

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This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Chesterfield hotels

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

1. The Ellery

The Ellery
3.5 star property
Northampton
9.4 out of 10, Exceptional, (1,001 reviews)
"great and quaint stay"
United States
Adalie
The price is Ā£96
includes taxes & fees
1 Dec - 2 Dec
The Ellery
A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

2. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (302 reviews)
"Super friendly and helpful staff, convenient parking, decently sized room."
United States
Brandon
The price is Ā£74
includes taxes & fees
30 Nov - 1 Dec
River Valley Inn
A hotel lobby with a bar area, dining tables, and comfortable seating.

3. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (1,000 reviews)
"SPacious room, indoor pool, easy drive to Northampton. We enjoyed our stay."
United States
Esther
The price is Ā£97
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn Hadley-Amherst Area
A two-story house with a porch, a balcony, and a chimney.

4. Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (151 reviews)
"Like the ambiance as well as the decor! The location was perfect for walking around town!"
United States
Robert
The price is Ā£96
includes taxes & fees
1 Nov - 2 Nov
Blooming Inn
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

5. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,001 reviews)
"nice place to stay in the heart of downtown Northampton"
United States
Beth
The price is Ā£124
includes taxes & fees
12 Nov - 13 Nov
Hotel Northampton
A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.

6. Red Roof Inn PLUS+ South Deerfield ā€“ Amherst

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,001 reviews)
"Room was neat and clean, air conditioning worked great and helped keep the room at a cool temperature. Friendly staff, easy location, a would recommend for a quick stay."
United States
Jack
The price is Ā£86
includes taxes & fees
10 Nov - 11 Nov
Red Roof Inn PLUS+ South Deerfield ā€“ Amherst
A view of a red building by a waterway through a window.

7. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (551 reviews)
"The Old Mill is a great, unique hotel for staying in Western MA. The room was well decorated to match the historic usage of the building. Also, the bed was comfortable and the bathroom was great. Itā€™s very convenient for getting around by I91 and 5&10. The area is beautiful in the fall."
United States
Wayne
The price is Ā£127
includes taxes & fees
29 Nov - 30 Nov
Old Mill Inn
A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

8. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location and wonderful staff!"
United States
Nancy
The price is Ā£120
includes taxes & fees
30 Nov - 1 Dec
Fairfield Inn & Suites Springfield Northampton/Amherst
A hotel room with a bed, a desk with a phone, a sofa with cushions, a red ottoman, a kitchenette with a microwave, and a painting on the wall.

9. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,000 reviews)
"Very clean spacious room and friendly staff. Will definitely stay here again!!"
United States
Jennifer
The price is Ā£98
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Hadley - Amherst
An outdoor patio with white chairs and tables, a central fire feature, and string lights.

10. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,075 reviews)
"Nice stay will be coming back again!"
United States
Devon
The price is Ā£91
includes taxes & fees
1 Dec - 2 Dec
D. Hotel Suites & Spa
A modern restaurant with high tables and bar stools, a fireplace, and a TV mounted on the wall.

11. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,002 reviews)
"The hotel is a great place to stay for a trip in this area."
United States
Ni-Ling
The price is Ā£99
includes taxes & fees
22 Nov - 23 Nov
Quality Inn & Suites Northampton - Amherst
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

12. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for a travel stop-over."
United States
James
The price is Ā£69
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Lee - Lenox South
An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

13. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (113 reviews)
"What a lovely property- such a great place to stay when in the Amherst area - staff is excellent- the rooms are all perfect and the amenities are outstanding"
United States
Sarah
The price is Ā£120
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Hadley Amherst
An indoor swimming pool with clear water, surrounded by windows with a view of trees.

14. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (974 reviews)
"Staff was helpful and super friendly. Rooms were clean and looked recently renovated. Thank you for a great stay, highly recommended and will return."
United States
Robert
The price is Ā£113
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Greenfield
Exterior

15. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,247 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is Ā£86
includes taxes & fees
9 Nov - 10 Nov
Berkshire Mountain Lodge
A modern lounge area with sofas, a pool table, and a unique chandelier.

16. Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel
2.0 star property
West Springfield
9.2 out of 10, Wonderful, (391 reviews)
"Overall great stay! Very helpful staff and the rooms were beautiful. I stayed alone and felt very comfortable."
United States
Samantha
The price is Ā£86
includes taxes & fees
26 Nov - 27 Nov
Blue A Modern Hotel, an Ascend Collection Hotel
A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

17. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (845 reviews)
"Great breakfast, excellent staff"
United States
Jenny
The price is Ā£122
includes taxes & fees
29 Nov - 30 Nov
Homewood Suites by Hilton Hadley Amherst
An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

18. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (785 reviews)
"Excellent."
United States
Yuki
The price is Ā£119
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Hadley Amherst
A building entrance with a large planter with purple flowers and a small tree.

19. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (971 reviews)
"Very nice hotel"
United States
Philip
The price is Ā£97
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (252 reviews)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
United States
Yuguo
The price is Ā£86
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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.
See properties

Top Chesterfield Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"What a nice place to stay!"
Jason 1-night trip
Posted 4 hours ago
Hotel On North

More cheap stays in Chesterfield

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA
The price is Ā£74 per night from 1 Dec to 2 Dec
Ā£74
1 Dec - 2 Dec
includes taxes & fees
7/10 Good! (1,004 reviews)

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, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 much is the nightly rate at a Chesterfield hotel?
Prices for hotels in Chesterfield often vary, but you can find a great deal from Ā£74 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 the cheapest rate.

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