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Hotels in Middlefield

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Choose from 984 Middlefield Hotel Deals

Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 4 min drive from Skyline Trail
The price is $108 per night from Nov 14 to Nov 15
$108
includes taxes & fees
Nov 14 - Nov 15
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (437 reviews)
"Beautiful hotel close enough drive to multiple towns and hiking areas. Very comfortable beds. Beautiful restroom! TV has Apple compatibility if you are looking for that. The restaurant was absolutely amazing and they use all local business. Absolutely amazing!"

Reviewed on Nov 7, 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 14 min drive from Skyline Trail
The price is $200 per night from Nov 25 to Nov 26
$200
includes taxes & fees
Nov 25 - Nov 26
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,002 reviews)
"Excellent"

Reviewed on Nov 9, 2024

The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 7 min drive from Skyline Trail
The price is $108 per night from Nov 19 to Nov 20
$108
includes taxes & fees
Nov 19 - Nov 20
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,003 reviews)
Perfect
"Thank you to our very kind and welcoming hosts. We had a beautiful room, very clean, with a view of the water. It was an excellent stay."

Reviewed on Nov 10, 2024

The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 8 min drive from Skyline Trail
The price is $112 per night from Nov 27 to Nov 28
$112
includes taxes & fees
Nov 27 - Nov 28
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
8.8/10 Excellent! (1,000 reviews)
"SOLID"

Reviewed on Nov 5, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 30 min drive from Skyline Trail
The price is $80 per night from Nov 26 to Nov 27
$80
includes taxes & fees
Nov 26 - Nov 27
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,003 reviews)
"Decent room at a decent price. Only put off by musty smell in room."

Reviewed on Nov 10, 2024

Quality Inn
The Ellery
The Ellery
3.5 out of 5
259 Elm Street, Northampton, MA
  • 8 min drive from Skyline Trail
The price is $155 per night from Nov 18 to Nov 19
$155
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (529 reviews)
Great breakfast, wonderful check in & out
"The room was great, exactly what I expected and nice. Nothing lavish or opulent but was very nice. Very nice shampoo and toiletries The breakfast was AMAZING and I really really really value that. The nook is very cute and the food was to die for. Check in and check out was seamless, I didn't talk ..."

Reviewed on Nov 10, 2024

The Ellery
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 16 min drive from Skyline Trail
The price is $155 per night from Dec 9 to Dec 10
$155
includes taxes & fees
Dec 9 - Dec 10
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (560 reviews)
"We had a one bedroom, and were surprised by how much room there was. Full kitchen, and a half bath downstairs. Close to a lot of the Berkshire's best attraction."

Reviewed on Oct 26, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 33 min drive from Skyline Trail
The price is $195 per night from Nov 14 to Nov 15
$195
includes taxes & fees
Nov 14 - Nov 15
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,743 reviews)
"Love staying here"

Reviewed on Nov 7, 2024

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
  • 14 min drive from Skyline Trail
The price is $105 per night from Dec 6 to Dec 7
$105
includes taxes & fees
Dec 6 - Dec 7
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 ...
7.8/10 Good! (676 reviews)
"The front desk staff went above and beyond to make sure that our stay went off without a hitch. Thank you kindly.!"

Reviewed on Nov 10, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 21 min walk from Skyline Trail
The price is $106 per night from Nov 14 to Nov 15
$106
includes taxes & fees
Nov 14 - Nov 15
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (343 reviews)
"Lots of character, part of the center of town. Walk to downtown restaurants and shopping."

Reviewed on Nov 9, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
Hotel Northampton
Hotel Northampton
3.5 out of 5
36 King Street, Northampton, MA
  • 9 min drive from Skyline Trail
The price is $184 per night from Nov 14 to Nov 15
$184
includes taxes & fees
Nov 14 - Nov 15
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 ...
9/10 Wonderful! (1,002 reviews)
"Numerous restaurants nearby."

Reviewed on Nov 2, 2024

Hotel Northampton
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
  • 26 min drive from Skyline Trail
The price is $132 per night from Dec 3 to Dec 4
$132
includes taxes & fees
Dec 3 - Dec 4
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (562 reviews)
"We came to the beautiful Berkshires to visit our daughter and family. We had a lovely comfortable stay for 2 nights where the staff was accommodating and friendly; bed was comfortable and room was spotlessly clean. The breakfast was wonderful."

Reviewed on Nov 4, 2024

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Middlefield

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middlefield.

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 Middlefield’s 984 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 $80. 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 up to 60% Middlefield 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 Middlefield. No matter your reason for visiting Middlefield, 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 Middlefield 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 save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middlefield for as low as $80.

How many hotels are there in Middlefield?

With over 984 hotels in Middlefield, 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 $80.

How to find cheap car rentals in Middlefield?

Finding a cheap car rental deal in Middlefield is as easy as scoring cheap hotels in Middlefield. 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 even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Middlefield now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Middlefield right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.