Book Cheap Hotels in Chesterfield

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Check hotel availability in Chesterfield

Tonight
Check prices in Chesterfield for tonight, Sep 13 - Sep 14
Sep 13 - Sep 14
Tomorrow night
Check prices in Chesterfield for tomorrow night, Sep 14 - Sep 15
Sep 14 - Sep 15
Next weekend
Check prices in Chesterfield for next weekend, Sep 18 - Sep 20
Sep 18 - Sep 20

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
The price is CA $110 per night
CA $110
CA $154 total
Oct 1 - Oct 2
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
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 $169 per night
CA $169
CA $197 total
Sep 14 - Sep 15
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 Mount Tom State Reservation and Nash's Dinosaur Track Quarry 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
33.46 km from city centre
The price is CA $116 per night
CA $116
CA $132 total
Oct 11 - Oct 12
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 Naismith Memorial Basketball Hall of Fame are located nearby.
Pool
Breakfast included
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
Free cancellation
Reserve now, pay when you stay
25.48 km from city centre
The price is CA $152 per night
CA $152
CA $172 total
Sep 20 - Sep 21
includes taxes & fees
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
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 $169 per night
CA $169
CA $194 total
Sep 27 - Sep 28
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 Naismith Memorial Basketball Hall of Fame are located nearby.
Pool
Breakfast included
Riverdale Inn

Riverdale Inn

2 out of 5
1500 Riverdale Street West Springfield MA
Free cancellation
Reserve now, pay when you stay
32.52 km from city centre
The price is CA $87 per night
CA $87
CA $100 total
Oct 14 - Oct 15
includes taxes & fees
Stay at this motel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.
Parking included
Free WiFi
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 $140 per night
CA $140
CA $161 total
Oct 11 - Oct 12
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 Naismith Memorial Basketball Hall of Fame are located nearby.
Parking 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 $172 per night
CA $172
CA $192 total
Sep 14 - Sep 15
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
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

2.5 out of 5
400 Russell St Hadley MA
Free cancellation
24.38 km from city centre
The price is CA $199 per night
CA $199
CA $223 total
Sep 20 - Sep 21
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

8 Dan Fox Dr Pittsfield MA
The price is CA $110 per night from Oct 1 to Oct 2
CA $110
CA $154 total
Oct 1 - Oct 2
includes taxes & fees
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 $100
Highest Price
CA $223
Popular hotels
Berkshire Mountain Lodge, D. Hotel Suites & Spa, Quality Inn West Springfield, Hotel UMass, Hampton Inn West Springfield, Riverdale Inn, Blue A Modern Hotel, an Ascend Collection Hotel, Hotel Northampton, Comfort Inn & Suites Hadley - Amherst

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 $100 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

Hotel Northampton

Hotel Northampton

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Excellent location and parking Staff was outstanding."
A verified traveller stayed at Hotel Northampton
Hotel Northampton