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Reviewed on Jun 29, 2025

Reviewed on Jun 29, 2025

Reviewed on Jun 29, 2025

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Reviewed on Jun 28, 2025

Reviewed on Jun 29, 2025
Find cheap hotels in Chesterfield
You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chesterfield hotel with Hotwire to complete your one-of-a-kind travel checklist.
For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chesterfield.
Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chesterfield’s 465 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as . In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chesterfield hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chesterfield. No matter your reason for visiting Chesterfield, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Chesterfield hotels
Where can I find the best last-minute travel deals?
If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chesterfield for as low as .
How many hotels are there in Chesterfield?
With over 465 hotels in Chesterfield, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as .
How to find cheap car rentals in Chesterfield?
Finding a cheap car rental deal in Chesterfield is as easy as scoring cheap hotels in Chesterfield. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.
Top Booked Hotels in Chesterfield
- Quality Inn West Springfield
- Comfort Inn & Suites
- Red Roof Inn PLUS+ West Springfield
- D. Hotel Suites & Spa
- Red Roof Inn PLUS+ South Deerfield – Amherst
- The Ellery
- Tru by Hilton Chicopee Springfield
- Comfort Inn & Suites
- FairBridge Inn Express
- Fairfield Inn & Suites Springfield Holyoke
- Homewood Suites by Hilton Holyoke-Springfield/North
- Riverdale Inn
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Hotels near Chesterfield Gorge
- Hotels near University of Massachusetts Amherst
- Hotels near Amherst College
- Hotels near Big E
- Hotels near Mount Holyoke College
- Hotels near Smith College
- Hotels near Connecticut River
- Hotels near Berkshire East Ski Resort
- Hotels near Holyoke Mall
- Hotels near Jacob's Pillow
- Hotels near Deerfield Academy
- Hotels near Lee Premium Outlets
- Hotels near Hampshire College
- Hotels near Emily Dickinson Museum
- Hotels near Eric Carle Museum of Picture Book Art
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Historic Northampton
- Hotels near Mullins Center
- Hotels near Academy of Music Theater
- Springfield Hotels
- Lenox Hotels
- The Berkshires Hotels
- Amherst Hotels
- Northampton Hotels
- Pittsfield Hotels
- West Springfield Hotels
- Lee Hotels
- Holyoke Hotels
- Chicopee Hotels
- North Adams Hotels
- Hadley Hotels
- Greenfield Hotels
- Westfield Hotels
- Appalachian Mountains Hotels
- Otis Hotels
- Becket Hotels
- Western Massachusetts Hotels
- Adams Hotels
- Deerfield Hotels