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 : 165 Housatonic St.
+1-888-389-4121
165 Housatonic St., Lee, MA 01238 +1-888-389-4121 ~12.08 miles west of Middlefield
  • 3 star hotel
  • Check-in time: 3:00 PM
From$80
Average 3.0 /5 Reviews Call BookMore Details
33 Main
+1-888-675-2083
33 Main St., Lenox, MA 01238 +1-888-675-2083 ~12.35 miles west of Middlefield
  • Luxurious Five Star hotel
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Chambery Inn
+1-800-716-8490
199 Main St., Lee, 01238 +1-800-716-8490 ~12.38 miles west of Middlefield
  • Mid-scale property
  • Check in: 14:00
From$90
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Rodeway Inn
+1-800-805-5223
200 Laurel St., Lee, MA 01238 +1-800-805-5223 ~12.54 miles west of Middlefield
  • Economical property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Applegate Inn : 279 West Park St.
+1-888-965-1860
279 West Park St., Lee, MA 01238 +1-888-965-1860 ~12.55 miles west of Middlefield
  • Mid-scale Rural property
  • 6 suites in property
From$160
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-788-5576
430 East St., Lenox, MA 01240 +1-888-788-5576 ~12.58 miles west of Middlefield
  • 4 star Mountain property
  • Check-in: 4:00PM
From$109
Average 3.5 /5 Hotel Reviews Call BookMore Details
Quality Inn - Lee
+1-888-897-9207
435 Laurel St., Lee, MA 01238 +1-888-897-9207 ~12.61 miles west of Middlefield
  • 3-star Lake hotel
  • 2 floors in property
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel in Lee
+1-888-311-4278
435 Laurel St., Lee, MA 01238 +1-888-311-4278 ~12.64 miles west of Middlefield
  • Three Star Lake hotel
  • Fitness + Health Center
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge - Pittsfield
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-469-4795 ~12.69 miles northwest of Middlefield
  • Two-star Downtown property
  • Free breakfast
Miraval Berkshires Resort & Spa - All Inclusive Adults Only in Lenox
+1-888-734-9421
55 Lee Rd., Lenox, MA 01240 +1-888-734-9421 ~13.14 miles west of Middlefield
  • Four star Resort property
  • 10 meeting rooms in property
From$138
Average 3.0 /5 Recent Reviews Call BookMore Details
Knights Inn Lenox in Lenox
+1-888-841-5292
474 Pittsfield Rd., Lenox, MA 01240 +1-888-841-5292 ~13.31 miles west of Middlefield
  • 2 star Downtown hotel
  • 16 rooms in property
Lenox Inn - Lenox
+1-888-455-5160
525 Pittsfield Rd., Lenox, MA 01240 +1-888-455-5160 ~13.36 miles west of Middlefield
  • 2 star hotel
  • 18 rooms in property
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-965-8297
1032 South St., Pittsfield, MA 01201 +1-888-965-8297 ~13.42 miles west of Middlefield
  • Three Star Suburban hotel
  • 2 conference rooms in property
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Yankee Inn - Lenox
+1-888-906-6358
461 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~13.43 miles west of Middlefield
  • Two-star property
  • Check in: 3:00 PM
From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Life House Berkshires in Lenox
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~13.44 miles west of Middlefield
  • Cheap Suburban property
  • Check in time: 2pm
From$49
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-878-9982
445 Pittsfield Rd., Lenox, MA 01240 +1-888-878-9982 ~13.46 miles west of Middlefield
  • Three Star Mountain property
  • Access to gym on-site
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-389-4485
165 Kemble St., Lenox, MA 01240 +1-888-389-4485 ~13.49 miles west of Middlefield
  • 3-star hotel
  • Hotel has 24 suites
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-389-4121
462 Pittsfield Rd., Lenox, MA 01240 +1-888-389-4121 ~13.49 miles west of Middlefield
  • Economical Resort hotel
  • Check in time: 2:00 PM
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+1-888-675-2083
980 Pleasant St., Lee, MA 01238 +1-888-675-2083 ~13.53 miles west of Middlefield
  • Two star property
  • Check-in: 11:00
From$48
Average 3.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn in Lenox
+1-800-716-8490
40 Plunkett St., Lenox, MA 01240 +1-800-716-8490 ~13.58 miles west of Middlefield
  • Four star Resort hotel
  • 2 floors in hotel
From$184
Very Good 4.5 /5 Read Reviews Call BookMore Details
The Dewey by The Lenox Collection - Lenox
+1-800-805-5223
7 Hubbard St., Lenox, MA 01240 +1-800-805-5223 ~13.66 miles west of Middlefield
  • High end property
  • Comp. Breakfast
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Kemble Inn
+1-888-965-1860
2 Kemble St., Lenox, MA 01240 +1-888-965-1860 ~13.67 miles west of Middlefield
  • Mid-scale Mountain hotel
  • Hotel has an eco-friendly policy See policy
From$265
Very Good 4.0 /5 Reviews Call BookMore Details
The Cornell Inn, Lenox : 203 Main St.
+1-888-788-5576
203 Main St., Lenox, MA 01240 +1-888-788-5576 ~13.68 miles west of Middlefield
  • Midscale Mountain hotel
  • 28 rooms in property
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Whitlock by The Lenox Collection
+1-888-897-9207
16 Church St., Lenox, MA 01240 +1-888-897-9207 ~13.72 miles west of Middlefield
  • Mid-scale hotel
  • 2 floors in property
From$200
Average 3.0 /5 Read Reviews Call BookMore Details
The Constance by The Lenox Collection
+1-888-311-4278
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-311-4278 ~13.80 miles west of Middlefield
  • High end property
  • Complimentary breakfast is offered
From$225
Average 3.0 /5 Review Score Call BookMore Details
Brook Farm Inn
+1-888-469-4795
15 Hawthorne St., Lenox, MA 01240 +1-888-469-4795 ~13.97 miles west of Middlefield
  • 4-star Rural hotel
  • 15 rooms in hotel
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
+1-888-734-9421
1 West St., Pittsfield, MA 01201 +1-888-734-9421 ~14.04 miles west of Middlefield
  • 3 star Downtown property
  • Fitness + Health Center
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel on North in Pittsfield
+1-888-841-5292
297 North St., Pittsfield, MA 01201 +1-888-841-5292 ~14.11 miles northwest of Middlefield
  • High-end Downtown property
  • Hotel has 4 floors
From$150
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+1-888-455-5160
190 Meadow St., South Lee, MA 01260 +1-888-455-5160 ~14.20 miles west of Middlefield
  • Midscale Mountain property
  • Check-in: 4:00pm
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Inn in Pittsfield
+1-888-965-8297
150 West Housatonic St., Pittsfield, MA 01201 +1-888-965-8297 ~14.21 miles west of Middlefield
  • Cheap Downtown hotel
  • 2 floors in hotel
From$90
Average 3.0 /5 Review Score Call BookMore Details
Wheatleigh in Lenox
+1-888-906-6358
Hawthorne Rd., Lenox, MA 01240 +1-888-906-6358 ~14.87 miles west of Middlefield
  • Mid-scale property
  • Check-in: 16:00
From$400
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd.
+1-888-749-6785
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-749-6785 ~15.37 miles west of Middlefield
  • Four-star Mountain property
  • 3 suites in property
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
The Red Lion Inn
+1-888-878-9982
30 Main St., Stockbridge, MA 01262 +1-888-878-9982 ~15.86 miles west of Middlefield
  • Three Star Rural hotel
  • 4 floors in hotel
From$229
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+1-888-389-4485
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-389-4485 ~16.26 miles west of Middlefield
  • 3-star Rural property
  • Hotel has 19 suites
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge : 42 Stockbridge Rd.
+1-888-389-4121
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-888-389-4121 ~17.78 miles west of Middlefield
  • Two-star property
  • 16 rooms in property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center - Richmond
+1-888-675-2083
802 State Rd., Richmond, MA 01254 +1-888-675-2083 ~17.94 miles west of Middlefield
  • Midscale Rural property
  • 3 meeting rooms in hotel
From$150
Very Good 4.5 /5 Reviews Call BookMore Details
The Ellery in Northampton
+1-800-716-8490
259 Elm St., Northampton, MA 01060 +1-800-716-8490 ~18.94 miles east of Middlefield
  • Affordable Downtown property
  • Hotel has 3 suites
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel - Great Barrington
+1-800-805-5223
415 Stockbridge Road41, Great Barrington, MA 01230 +1-800-805-5223 ~19.32 miles west of Middlefield
  • Mid-scale Mountain property
  • Free breakfast available
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-888-965-1860
400 Stockbridge Rd., Great Barrington, MA 01230 +1-888-965-1860 ~19.33 miles west of Middlefield
  • Two-star Resort property
  • Free breakfast available
From$47
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-888-788-5576
249 Stockbridge Rd., Great Barrington, MA 01230 Website +1-888-788-5576 ~19.57 miles southwest of Middlefield
  • Three Star Resort hotel
  • Fitness / Gym is on-site
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Northampton
+1-888-897-9207
36 King St., Northampton, MA 01060 +1-888-897-9207 ~19.70 miles east of Middlefield
  • 3 star Downtown property
  • Check in: 2:30pm
From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+1-888-311-4278
115a Conz St., Northampton, MA 01060 +1-888-311-4278 ~20.01 miles east of Middlefield
  • Three Star property
  • Check-in: 15:00
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-469-4795
117 Conz St., Northampton, MA 01060 Website +1-888-469-4795 ~20.07 miles east of Middlefield
  • Economy Highway hotel
  • Check-in time: 3:00 PM
From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
Club Wyndham Bentley Brook - Hancock
+1-888-734-9421
1 Corey Rd., Hancock, MA 01237 +1-888-734-9421 ~20.07 miles northwest of Middlefield
  • Mid-scale Mountain hotel
  • 152 suites in hotel
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+1-888-841-5292
37 Corey Rd., Hancock, MA 01237 +1-888-841-5292 ~20.25 miles northwest of Middlefield
  • 3-star Mountain hotel
  • 102 suites in property
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Westfield - Springfield : 2 Southampton Rd.
+1-888-455-5160
2 Southampton Rd., Westfield, MA 01085 Website +1-888-455-5160 ~20.33 miles southeast of Middlefield
  • 3-star Suburban hotel
  • Free breakfast
From$72
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Westfield in Westfield
+1-888-965-8297
39 Southampton Rd., Westfield, MA 01085 +1-888-965-8297 ~20.41 miles southeast of Middlefield
  • 3 star Suburban property
  • Hotel has 86 rooms
From$99
Average 3.0 /5 Reviews Call BookMore Details
Old Mill Inn
+1-888-906-6358
87 School St., Hatfield, MA 01038 +1-888-906-6358 ~20.84 miles east of Middlefield
  • Mid-scale property
  • 4 suites in property
From$159
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Quality Inn : 372 Main St.
+1-888-749-6785
372 Main St., Great Barrington, MA 01230 Website +1-888-749-6785 ~20.92 miles southwest of Middlefield
  • Cheap Rural property
  • Hotel has 63 rooms
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area : 24 Bay Rd.
+1-888-878-9982
24 Bay Rd., Hadley, MA 01035 +1-888-878-9982 ~21.02 miles east of Middlefield
  • 3 star Suburban hotel
  • Check-in: 11:00 AM
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Middlefield Hotels with Pricing

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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