Middlefield Massachusetts Hotels & Motels

Only hotels in Middlefield are listed below. Find cheap and discounted hotel/motel rates in or nearby Middlefield, MA for your upcoming personal or group travel. Explore the most favored Middlefield, Massachusetts motel and hotel rooms. Browse the Middlefield area hotels to find the perfect lodging! Please use the provided map of the Middlefield hotels. Group booking? Search Middlefield Group Hotel Deals

The Middlefield center is around 13 miles east of Bousquet Ski Area and 13 miles southeast of Gallery 19.

Located in Hampshire County, Massachusetts, lies the community of Middlefield. Despite its modest population, Middlefield is a treasure trove of rural American living. This town offers a serene escape from the rapid pace of city life. Its captivating beauty and tranquil atmosphere make it an idyllic destination for those seeking a unique travel experience. Middlefield was founded in the late 18th century and has since maintained its old-world appeal. Located among sprawling farmlands and rolling hills, it offers stunning views and a revitalizing connection with nature. Every corner of this town is a glimpse into America's rural heritage, from the well-preserved historical buildings to the lively local community that prides itself on its traditions and culture. Despite its rustic appeal, visitors to Middlefield need not worry about accommodation. The area features a range of lodging options to suit different preferences and budgets. Hotels, motels, inns, and suites are scattered throughout the area, each providing a cozy and welcoming atmosphere for guests. These establishments are conveniently located near major attractions, making them an ideal base for exploration. Remember, wherever you choose to stay, you're guaranteed to wake up to the spectacular landscapes of this lovely part of Massachusetts. More from this guide...

Middlefield Hotels & Accommodations

Pilgrim Inn - Lee 165 Housatonic St., Lee, MA 01238 Call ~12.05 miles west of Middlefield
  • Three Star property
  • Check-in: 3:00 PM
From£59
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn 170 Housatonic St., Lee, MA 01238 Call ~12.10 miles west of Middlefield
  • Low-priced Lake property
From£35
Average 3.0 /5 Reviews Call BookMore Details
33 Main : 33 Main St. 33 Main St., Lenox, MA 01238 Call ~12.33 miles west of Middlefield
  • Luxurious Five Star property
From£148
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238 Call ~12.36 miles west of Middlefield
  • Midscale property
  • Check-in time: 14:00
From£67
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Rodeway Inn - Lee 200 Laurel St., Lee, MA 01238 Call ~12.52 miles west of Middlefield
  • Two-star property
  • Check in: 11:00
From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Applegate Inn in Lee 279 West Park St., Lee, MA 01238 Call ~12.53 miles west of Middlefield
  • Mid-scale Rural hotel
  • 6 suites in hotel
From£119
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St. 430 East St., Lenox, MA 01240 Call ~12.56 miles west of Middlefield
  • Four-star Mountain property
  • 10 meeting rooms in property
From£81
Average 3.5 /5 Hotel Reviews Call BookMore Details
Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238 Call ~12.62 miles west of Middlefield
  • Three Star Lake property
  • Check-in time: 3:00PM
From£44
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge 16 Cheshire Rd., Pittsfield, MA 01201 Call ~12.67 miles northwest of Middlefield
  • Cheap Downtown hotel
  • 58 rooms in property
From£35
Poor 2.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240 Call ~13.12 miles west of Middlefield
  • 4 star Resort hotel
  • Hotel has 10 meeting rooms
From£102
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201 Call ~13.25 miles west of Middlefield
  • 3 star Suburban property
  • Check-in: 3pm
From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~13.30 miles west of Middlefield
  • Inexpensive Downtown property
  • Check-in: 2.00 pm
From£27
Poor 2.0 /5 Read Reviews Call BookMore Details
Lenox Inn - Lenox 525 Pittsfield Rd., Lenox, MA 01240 Call ~13.35 miles west of Middlefield
  • Economical hotel
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~13.40 miles west of Middlefield
  • 3-star Suburban property
  • 95 sleeping rooms in hotel
From£70
Very good 4.0 /5 Read Reviews Call BookMore Details
The Yankee Inn : 461 Pittsfield Rd. 461 Pittsfield Rd., Lenox, MA 01240 Call ~13.42 miles west of Middlefield
  • Economy hotel
  • 96 rooms in property
From£107
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Life House Berkshires in Lenox 194 Pittsfield Rd., Lenox, MA 01240 Call ~13.42 miles west of Middlefield
  • Low-priced Suburban hotel
  • Free comp. breakfast
From£36
Average 3.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~13.43 miles west of Middlefield
  • Low priced Mountain property
  • 2 conference rooms in property
From£93
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240 Call ~13.44 miles west of Middlefield
  • Mid-scale Mountain property
  • Check-in: 3:00 pm
From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
Element Lenox Berkshires in Lenox 130 Pittsfield Rd., Lenox, MA 01240 Call ~13.46 miles west of Middlefield
  • 3-star Mountain hotel
  • 2 floors in property
From£37
Average 3.0 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox 165 Kemble St., Lenox, MA 01240 Call ~13.47 miles west of Middlefield
  • Three Star property
  • Airport shuttle available
From£67
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox 462 Pittsfield Rd., Lenox, MA 01240 Call ~13.47 miles west of Middlefield
  • Low-priced Resort property
  • 44 sleeping rooms in hotel
From£48
Average 3.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington 980 Pleasant St., Lee, MA 01238 Call ~13.50 miles west of Middlefield
  • Cheap hotel
  • Free complimentary breakfast
From£35
Average 3.0 /5 Guest Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St. 40 Plunkett St., Lenox, MA 01240 Call ~13.56 miles west of Middlefield
  • Expensive Resort hotel
  • 2 floors in hotel
From£137
Very good 4.5 /5 Review Score Call BookMore Details
The Dewey by The Lenox Collection : 7 Hubbard St. 7 Hubbard St., Lenox, MA 01240 Call ~13.64 miles west of Middlefield
  • Expensive property
  • Hotel has 12 rooms
From£55
Average 3.0 /5 Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240 Call ~13.65 miles west of Middlefield
  • Three Star Mountain hotel
  • Check in time: 3:00 PM
From£197
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires 203 Main St., Lenox, MA 01240 Call ~13.66 miles west of Middlefield
  • 3 star Mountain property
  • 28 rooms in property
From£44
Very good 4.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox 16 Church St., Lenox, MA 01240 Call ~13.70 miles west of Middlefield
  • 3 star property
  • Hotel has 30 rooms
From£148
Average 3.0 /5 Reviews Call BookMore Details
The Constance by The Lenox Collection 11 Old Stockbridge Rd., Lenox, MA 01240 Call ~13.78 miles west of Middlefield
  • High end hotel
  • Comp. Breakfast
From£167
Average 3.0 /5 Read Reviews Call BookMore Details
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 Call ~13.95 miles west of Middlefield
  • Expensive Rural hotel
  • 15 rooms in property
From£89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield 1 West St., Pittsfield, MA 01201 Call ~14.03 miles west of Middlefield
  • Midscale Downtown hotel
  • Gym / Fitness Center Available
From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel on North in Pittsfield 297 North St., Pittsfield, MA 01201 Call ~14.10 miles northwest of Middlefield
  • Four star Downtown hotel
  • 6 suites in property
From£111
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260 Call ~14.17 miles west of Middlefield
  • Three Star Mountain property
  • 2 meeting rooms in hotel
From£66
Very good 4.0 /5 Reviews Call BookMore Details
Berkshire Inn 150 West Housatonic St., Pittsfield, MA 01201 Call ~14.20 miles west of Middlefield
  • 2 star Downtown hotel
  • Access to gym on-site
From£67
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd. Hawthorne Rd., Lenox, MA 01240 Call ~14.85 miles west of Middlefield
  • 3-star hotel
  • Hotel has 9 suites
From£297
Very good 4.0 /5 Recent Reviews Call BookMore Details
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 Call ~15.35 miles west of Middlefield
  • Four-star Mountain property
  • Free complimentary breakfast
From£74
Average 3.0 /5 Latest Reviews Call BookMore Details
The Red Lion Inn : 30 Main St. 30 Main St., Stockbridge, MA 01262 Call ~15.84 miles west of Middlefield
  • Midscale Rural property
  • Hotel has an eco-friendly policy See more
From£89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St. 1350 West Housatonic St., Pittsfield, MA 01201 Call ~16.24 miles west of Middlefield
  • Three Star Rural hotel
  • Hotel has 3 floors
From£63
Very good 4.5 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266 Call ~17.75 miles west of Middlefield
  • Inexpensive hotel
  • Check in time: 13:00
From£44
Average 3.0 /5 Review Score Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center 802 State Rd., Richmond, MA 01254 Call ~17.92 miles west of Middlefield
  • 3 star Rural hotel
  • Hotel has 4 suites
From£111
Very good 4.5 /5 Hotel Reviews Call BookMore Details
The Ellery 259 Elm St., Northampton, MA 01060 Call ~18.91 miles east of Middlefield
  • Three Star Downtown property
  • Free breakfast
From£66
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 Call ~19.22 miles west of Middlefield
  • Affordable Mountain property
  • Check in: 3:00pm
From£66
Very good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires in Great Barrington 400 Stockbridge Rd., Great Barrington, MA 01230 Call ~19.28 miles west of Middlefield
  • Inexpensive Resort hotel
  • Comp. Breakfast
From£35
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~19.52 miles southwest of Middlefield
  • Midscale Resort hotel
  • 3 floors in property
From£81
Very good 4.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~19.54 miles northwest of Middlefield
  • Mid-scale Mountain hotel
  • Check-in time: 16:00PM
From£55
Very good 4.0 /5 Reviews Call BookMore Details
Hotel Northampton 36 King St., Northampton, MA 01060 Call ~19.67 miles east of Middlefield
  • 3 star Downtown hotel
  • Fitness / Gym is on-site
From£107
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst in Northampton 115a Conz St., Northampton, MA 01060 Call ~19.98 miles east of Middlefield
  • Midscale hotel
  • Fitness + Health Center
From£73
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst 117 Conz St., Northampton, MA 01060 Website Call ~20.03 miles east of Middlefield
  • Cheap Highway property
  • Fitness center on property
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Club Wyndham Bentley Brook 1 Corey Rd., Hancock, MA 01237 Call ~20.06 miles northwest of Middlefield
  • 3 star Mountain hotel
  • Hotel has 4 floors
From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 Call ~20.23 miles northwest of Middlefield
  • Midscale Mountain hotel
  • 102 suites in hotel
From£78
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn Westfield - Springfield : 2 Southampton Rd. 2 Southampton Rd., Westfield, MA 01085 Website Call ~20.28 miles southeast of Middlefield
  • 3-star Suburban hotel
  • 2 floors in property
From£53
Average 3.0 /5 Reviews Call BookMore Details

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When Middlefield Shines: Choosing the Right Time for Your Visit

Planning your visit to Middlefield, MA will depend upon your weather preferences. The town has a classic New England climate, marked by four distinct seasons. Summers are warm and sunny, perfect for hiking in Middlefield State Forest or picnicking by Glendale Falls. Temperatures during this season can be quite balmy, averaging around 78 °F, making it one of the most pleasant months to soak in Middlefield's natural beauty. On the other hand, winters in Middlefield are a fascinating spectacle. During this time, temperatures can drop as low as 11 °F. For those seeking milder weather, spring and fall give an inviting compromise, with temperatures often reaching the mid-50s. With an average of 190 sunny days per year, the town is an ideal destination for those who enjoy bright, clear skies. While it offers a unique experience in each season, the most popular visit months are June, July, and August.

Hotel Deals and Discounts in Middlefield, MA

When it comes to saving on your trip, Middlefield, MA offers plenty of hotel discounts to take advantage of. HotelPlanner, a trusted booking service, provides an array of special deals for visitors to this charming destination. Those planning a visit during the peak seasons can avail of seasonal promotions that offer reduced rates and added perks. If you're looking for an extended stay, HotelPlanner offers attractive discounts on accommodations for longer durations. Travelers can also benefit from group rates, perfect for large families or friends traveling together. Solo travelers need not worry, as HotelPlanner provides competitive rates for individuals as well. With the help of HotelPlanner, you can enjoy the beauty of Middlefield, MA without straining your wallet.

Make Memories in Middlefield: Fun Things to Do

Middlefield, MA might be a small town, but it certainly doesn't lack exciting sights and attractions. The town offers a variety of unique experiences, making it a destination well worth visiting. One of its main features is the stunning natural beauty, best exemplified by the Glendale Falls. Fed by Glendale Brook, this waterfall is one of the longest waterfall runs in Massachusetts. The surrounding open space preserve makes for an idyllic setting for outdoor activities such as hiking, picnicking, and bird-watching. It's a place where you can truly immerse yourself in nature's splendor. But the fun in Middlefield doesn't stop at nature exploration. The community also boasts a rich cultural scene, with events that reflect its rural roots. A standout among these is the Middlefield Fair, an annual country-style event that's been a tradition since 1855. This three-day festivity held in August is a celebration of the community's heritage and agricultural prowess. From tractor pulls and pie-eating contests to various agricultural contests, the fair gives a taste of authentic rural life and provides entertainment for attendees of all ages. These are only some of the many sights you can't miss in and around Middlefield, MA.

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