Book Cheap Hotels in Chesterfield

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Most frequently booked Chesterfield hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
34.87 km from city centre
Get rates
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St, West Springfield, MA
Free cancellation
Reserve now, pay when you stay
33.46 km from city centre
The price is CA $122 per night
CA $122
CA $140 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Big E and Eastern States Exposition are located nearby.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free cancellation
34.67 km from city centre
The price is CA $144 per night
CA $144
CA $161 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Free cancellation
Reserve now, pay when you stay
23.29 km from city centre
The price is CA $154 per night
CA $154
CA $179 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.
Pool
Hot tub
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
Free cancellation
Reserve now, pay when you stay
33.2 km from city centre
The price is CA $119 per night
CA $119
CA $136 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Big E and Eastern States Exposition are located nearby.
Pet-friendly
Parking included
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
Free cancellation
Reserve now, pay when you stay
17.67 km from city centre
The price is CA $142 per night
CA $142
CA $158 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this 3.5-star hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Smith College Botanic Garden and Lyman Conservatory are located nearby.
Breakfast included
Pet-friendly
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Free cancellation
Reserve now, pay when you stay
20.47 km from city centre
The price is CA $120 per night
CA $120
CA $134 total
Nov 5 - Nov 6
includes taxes & fees
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yankee Candle Village and Mount Sugarloaf State Reservation are located nearby.
Pet-friendly
Parking included
Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield

2 out of 5
36 Burnett Rd, Chicopee, MA
Free cancellation
34.77 km from city centre
Get rates
Stay at this motel in Chicopee. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.
Pet-friendly
Free WiFi
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Free cancellation
Reserve now, pay when you stay
24.36 km from city centre
The price is CA $177 per night
CA $177
CA $198 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cinemark At Hampshire Mall and Warren McGuirk Alumni Stadium are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Chesterfield
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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.

Top hotels in Chesterfield for Extended Stay

Berkshire Mountain Lodge

Berkshire Mountain Lodge

Pittsfield
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.

Chesterfield hotels essential information

Accommodation
481 hotels
Lowest Price
CA $134
Highest Price
CA $198
Popular hotels
Berkshire Mountain Lodge, Quality Inn West Springfield, Holiday Inn & Suites Pittsfield-Berkshires by IHG, D. Hotel Suites & Spa, Red Roof Inn PLUS+ West Springfield, The Ellery, Red Roof Inn PLUS+ South Deerfield – Amherst, Motel 6 Chicopee, MA - Springfield, Comfort Inn & Suites

Frequently asked questions

What are the top kid-friendly hotels in Chesterfield?
Take some of the hassles out of traveling with kids by staying in a family-friendly hotel in Chesterfield. From entertaining amenities to services that bring a smile, these properties offer perks that'll make your getaway smooth sailing: Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck! will help make your vacation the best one yet. It comes with a range of conveniences geared toward families, such as a deck and a fireplace. Elegant Wilderness Cabin 12 Miles From Northampton is another great choice. After a fun day of exploring, come back home to your comfortable room and amenities like a water park and animal viewing activities.
Where can I find cheap hotels in Chesterfield?
At Travelocity you'll find really nice hotels in Chesterfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesterfield rather than in Chesterfield. We may find you even better rates, too.
How do I find the best Chesterfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesterfield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesterfield?
The cheapest hotel in Chesterfield is CA $134 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesterfield?
There are 481 hotels in Chesterfield on Travelocity.
What are the best hotels in Chesterfield?
Chesterfield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesterfield for you!
When is the best time to visit Chesterfield?
If you want the joy of a fun-filled trip in peak season, visit Chesterfield during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Chesterfield?
Based on historic data is usually the cheapest month to visit Chesterfield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesterfield?
There are multiple hotels in Chesterfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesterfield. We have plenty of kid-friendly hotels in Chesterfield to choose from on Travelocity!
Why book a hotel in Chesterfield through Travelocity?
Because we have the top hotels in Chesterfield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesterfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chesterfield hotel reviews by fellow wanderers

Comfort Inn & Suites

Comfort Inn & Suites

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Excellent and personal excellent "
A verified traveller from Miami stayed at Comfort Inn & Suites
Comfort Inn & Suites

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