Book Cheap Hotels in Chesterfield

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Check hotel availability in Chesterfield

Tonight
Check prices in Chesterfield for tonight, Oct 18 - Oct 19
Oct 18 - Oct 19
Tomorrow night
Check prices in Chesterfield for tomorrow night, Oct 19 - Oct 20
Oct 19 - Oct 20
Next weekend
Check prices in Chesterfield for next weekend, Oct 23 - Oct 25
Oct 23 - Oct 25

Most frequently booked Chesterfield hotels

Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
Free cancellation
33.46 km from city centre
The price is CA $124 per night
CA $124
CA $142 total
Nov 15 - Nov 16
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 MGM Springfield and Olympia Ice Center are located nearby.
Pool
Breakfast included
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 $146 per night
CA $146
CA $171 total
Nov 18 - Nov 19
includes taxes & fees
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Nash's Dinosaur Track Quarry and Historic Summit House are located nearby.
Pool
Hot tub
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
The price is CA $112 per night
CA $112
CA $157 total
Nov 17 - Nov 18
includes taxes & fees
Book a stay at this golf aparthotel 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
Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
Free cancellation
33.43 km from city centre
The price is CA $143 per night
CA $143
CA $164 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions MGM Springfield and Riverdale Shops are located nearby.
Parking included
Free WiFi
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
25.48 km from city centre
Get rates
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions Mullins Center and UMass Fine Arts Center are located nearby.
Breakfast included
Free WiFi
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Free cancellation
Reserve now, pay when you stay
18.94 km from city centre
The price is CA $210 per night
CA $210
CA $235 total
Oct 20 - Oct 21
includes taxes & fees
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Calvin Theatre and Performing Arts Center and Don Muller Gallery are located nearby.
Parking included
Free WiFi
Hampton Inn West Springfield

Hampton Inn West Springfield

2.5 out of 5
1011 Riverdale St West Springfield MA
Free cancellation
Reserve now, pay when you stay
33.92 km from city centre
The price is CA $155 per night
CA $155
CA $177 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM Springfield and Riverdale Shops are located nearby.
Pool
Breakfast included
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
33.17 km from city centre
The price is CA $121 per night
CA $121
CA $138 total
Oct 27 - Oct 28
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 MGM Springfield and Olympia Ice Center are located nearby.
Pet-friendly
Parking included
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Free cancellation
Reserve now, pay when you stay
34.57 km from city centre
The price is CA $175 per night
CA $175
CA $195 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.
Pet-friendly
Parking 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

8 Dan Fox Dr Pittsfield MA
The price is CA $112 per night from Nov 17 to Nov 18
CA $112
CA $157 total
Nov 17 - Nov 18
includes taxes & fees
9/10 Wonderful! (1,213 reviews)
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
512 hotels
Lowest Price
CA $138
Highest Price
CA $235
Popular hotels
Quality Inn West Springfield, D. Hotel Suites & Spa, Berkshire Mountain Lodge, Blue A Modern Hotel, an Ascend Collection Hotel, Hotel UMass, Hotel Northampton, Hampton Inn West Springfield, Red Roof Inn PLUS+ West Springfield, Hotel On North

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 $138 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 512 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 Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Very clean spacious room and friendly staff. Will definitely stay here again!!"
A verified traveller stayed at Comfort Inn & Suites Hadley - Amherst
Comfort Inn & Suites Hadley - Amherst