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Hotels in Middlefield

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Check Last Minute Middlefield Hotel Deals

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Last Minute Hot Rate® Hotel Deals in Middlefield

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Choose from 974 Middlefield Hotel Deals

The Lenox Collection
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 $81 per night from May 12 to May 13
$81
per night
May 12 - May 13
Stay at this hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
8.6/10 Excellent! (132 reviews)
"We enjoyed staying at the Whitlock. There are not a lot of bells and whistles, just an elegant, traditional inn, within the village of Lenox. It's very walkable, quiet, and charming."

Reviewed on Apr 29, 2024

The Lenox Collection
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 $110 per night from May 6 to May 7
$110
per night
May 6 - May 7
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (232 reviews)
"It’s the perfect place to go for a weekend or weeklong stay and be as isolated as social as you want. The towns nearby are fantastic. Will definitely be back a lot"

Reviewed on May 1, 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 $119 per night from May 6 to May 7
$119
per night
May 6 - May 7
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (872 reviews)
"The most quaint and cozy New England Inn, with multiple dining options, two boutiques, heated swimming pool, close to all the Berkshires has to offer, everything is perfect!"

Reviewed on May 2, 2024

The Red Lion Inn
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 $107 per night from May 7 to May 8
$107
per night
May 7 - May 8
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! (1,004 reviews)
"Our room was on the lake and had a nice deck where we could relax with a beer purchased (very cheap!) from the front reception area. Also the Indian restaurant was excellent with ample portions. And because it's in MA, everything was ADA accessible which made it feel inclusive to all. Some guest ..."

Reviewed on May 2, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
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 $110 per night from May 12 to May 13
$110
per night
May 12 - May 13
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)
"Friendly place, better than expected breakfast"

Reviewed on May 3, 2024

The Yankee, Trademark Collection by Wyndham
The Ellery
The Ellery
3.5 out of 5
259 Elm Street, Northampton, MA
  • 8 min drive from Skyline Trail
The price is $159 per night from May 6 to May 7
$159
per night
May 6 - May 7
Stay at this 3.5-star business-friendly B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (363 reviews)
"I liked the location. The room was clean, well appointed. Perfect property to visit my daughter"

Reviewed on May 2, 2024

The Ellery
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
  • 11 min drive from Skyline Trail
The price is $89 per night from May 6 to May 7
$89
per night
May 6 - May 7
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8/10 Very Good! (882 reviews)
"Remodeled room nice tv and very convenient"

Reviewed on May 3, 2024

Quality Inn
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 $139 per night from May 6 to May 7
$139
per night
May 6 - May 7
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 pool and the clean ...
8.8/10 Excellent! (461 reviews)
"The room was spacious- 2 bedrooms, large living room, full kitchen, terrace, TV's in every room. It was spotless when we arrived. The stay was exceptional."

Reviewed on Apr 26, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Hotel Northampton
Hotel Northampton
3.5 out of 5
36 King Street, Northampton, MA
  • 9 min drive from Skyline Trail
The price is $159 per night from May 13 to May 14
$159
per night
May 13 - May 14
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in ...
8.8/10 Excellent! (987 reviews)
"Very nice"

Reviewed on Apr 22, 2024

Hotel Northampton
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 May 16 to May 17
$105
per night
May 16 - May 17
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (573 reviews)
"Lovely indoor pool. Very helpful staff. View of the Berkshires from my window."

Reviewed on Apr 14, 2024

Holiday Inn & Suites Pittsfield-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 $169 per night from May 6 to May 7
$169
per night
May 6 - May 7
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 and the ...
8.6/10 Excellent! (1,670 reviews)
"Very nice spot quiet"

Reviewed on Apr 24, 2024

Vacation Village in the Berkshires
Fairfield Inn & Suites Springfield Northampton/Amherst
Fairfield Inn & Suites Springfield Northampton/Amherst
3 out of 5
115A Conz Street, Northampton, MA
  • 10 min drive from Skyline Trail
The price is $152 per night from May 27 to May 28
$152
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (852 reviews)
"This was a great place to stay while visiting my daughter at Smith College. The rooms were clean, the building was quiet, and the staff was friendly and attentive."

Reviewed on Apr 20, 2024

Fairfield Inn & Suites Springfield Northampton/Amherst
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

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 Middlefield 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 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 974 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 $65. 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 $65.

How many hotels are there in Middlefield?

With over 974 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 $65.

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.