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 property
  • Check in: 3:00 PM
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
33 Main - Lenox
+1-888-675-2083
33 Main St., Lenox, MA 01238 +1-888-675-2083 ~12.35 miles west of Middlefield
  • Luxurious Five Star property
From£157
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn : 199 Main St.
+1-800-716-8490
199 Main St., Lee, 01238 +1-800-716-8490 ~12.38 miles west of Middlefield
  • 3 star hotel
  • Check-in time: 14:00
From£71
Very good 4.5 /5 Guest Reviews Call BookMore Details
Rodeway Inn - Lee
+1-800-805-5223
200 Laurel St., Lee, MA 01238 +1-800-805-5223 ~12.54 miles west of Middlefield
  • 2 star property
  • Check in time: 11:00
From£47
Average 3.0 /5 Review Score Call BookMore Details
Applegate Inn
+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 hotel
From£126
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-788-5576
430 East St., Lenox, MA 01240 +1-888-788-5576 ~12.58 miles west of Middlefield
  • 4 star Mountain property
  • Hotel has 10 meeting rooms
From£86
Average 3.5 /5 Hotel Reviews Call BookMore Details
Quality Inn - Lee
+1-888-897-9207
435 Laurel St., Lee, MA 01238 Website +1-888-897-9207 ~12.61 miles west of Middlefield
  • Midscale Lake property
  • Comp. Breakfast
From£51
Very good 4.0 /5 Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel - Lee
+1-888-311-4278
435 Laurel St., Lee, MA 01238 +1-888-311-4278 ~12.64 miles west of Middlefield
  • 3-star Lake hotel
  • 2 floors in property
From£47
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge : 16 Cheshire Rd.
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-469-4795 ~12.69 miles northwest of Middlefield
  • Economy Downtown property
  • 58 rooms in property
From£37
Poor 2.0 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-734-9421
55 Lee Rd., Lenox, MA 01240 +1-888-734-9421 ~13.14 miles west of Middlefield
  • High end Resort hotel
  • Check-in: 3PM
From£108
Average 3.0 /5 Latest Reviews Call BookMore Details
Knights Inn 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
  • Check-in time: 2.00 pm
Lenox Inn in Lenox
+1-888-455-5160
525 Pittsfield Rd., Lenox, MA 01240 +1-888-455-5160 ~13.36 miles west of Middlefield
  • Low-priced property
  • 18 rooms in hotel
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-965-8297
1032 South St., Pittsfield, MA 01201 +1-888-965-8297 ~13.42 miles west of Middlefield
  • 3-star Suburban property
  • Check-in time: 03:00PM
From£74
Very good 4.0 /5 Read Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox
+1-888-906-6358
461 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~13.43 miles west of Middlefield
  • Cheap property
  • 3 floors in property
From£51
Very good 4.0 /5 Recent Reviews Call BookMore Details
Life House Berkshires
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~13.44 miles west of Middlefield
  • Economy Suburban hotel
  • Check in time: 2pm
From£38
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox : 445 Pittsfield Rd.
+1-888-878-9982
445 Pittsfield Rd., Lenox, MA 01240 +1-888-878-9982 ~13.46 miles west of Middlefield
  • Three Star Mountain hotel
  • Gym / Fitness Center Available
From£86
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-389-4485
462 Pittsfield Rd., Lenox, MA 01240 +1-888-389-4485 ~13.49 miles west of Middlefield
  • Economy Resort hotel
  • Check-in time: 2:00 PM
From£51
Average 3.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox - Lenox
+1-888-389-4121
165 Kemble St., Lenox, MA 01240 +1-888-389-4121 ~13.49 miles west of Middlefield
  • Three Star property
  • Hotel has 2 floors
From£71
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-675-2083
980 Pleasant St., Lee, MA 01238 +1-888-675-2083 ~13.53 miles west of Middlefield
  • Inexpensive hotel
  • Check in time: 11:00
From£37
Average 3.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn - 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
  • Hotel has a green policy See policy
From£145
Very good 4.5 /5 Latest Reviews Call BookMore Details
The Dewey in Lenox
+1-800-805-5223
7 Hubbard St., Lenox, MA 01240 +1-800-805-5223 ~13.66 miles west of Middlefield
  • 4 star hotel
From£59
Average 3.0 /5 Guest 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
  • Midscale Mountain hotel
  • Check in time: 3:00 PM
From£209
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Cornell Inn, Lenox in Lenox
+1-888-788-5576
203 Main St., Lenox, MA 01240 +1-888-788-5576 ~13.68 miles west of Middlefield
  • Affordable Mountain property
  • 3 suites in property
From£47
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Whitlock : 16 Church St.
+1-888-897-9207
16 Church St., Lenox, MA 01240 +1-888-897-9207 ~13.72 miles west of Middlefield
  • 3-star property
  • 3 floors in property
From£157
Average 3.0 /5 Reviews Call BookMore Details
The Constance : 11 Old Stockbridge Rd.
+1-888-311-4278
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-311-4278 ~13.80 miles west of Middlefield
  • Four star property
From£177
Average 3.0 /5 Latest Reviews 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
  • Check in: 3 pm
From£94
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel - Pittsfield
+1-888-734-9421
1 West St., Pittsfield, MA 01201 +1-888-734-9421 ~14.04 miles west of Middlefield
  • Three Star Downtown hotel
  • 26 suites in property
From£63
Average 3.0 /5 Guest 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 6 suites
From£118
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St.
+1-888-455-5160
190 Meadow St., South Lee, MA 01260 +1-888-455-5160 ~14.20 miles west of Middlefield
  • Mid-scale Mountain hotel
  • 334 suites in property
From£70
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Inn : 150 West Housatonic St.
+1-888-965-8297
150 West Housatonic St., Pittsfield, MA 01201 +1-888-965-8297 ~14.21 miles west of Middlefield
  • 2-star Downtown property
  • 36 rooms in hotel
From£71
Average 3.0 /5 Guest Reviews Call BookMore Details
Wheatleigh
+1-888-906-6358
Hawthorne Rd., Lenox, MA 01240 +1-888-906-6358 ~14.87 miles west of Middlefield
  • Affordable property
  • 9 suites in property
From£315
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn - Lenox
+1-888-749-6785
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-749-6785 ~15.37 miles west of Middlefield
  • Four star Mountain hotel
  • 3 suites in hotel
From£78
Average 3.0 /5 Latest 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
  • 3-star Rural property
  • Hotel has 108 rooms
From£180
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield
+1-888-389-4485
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-389-4485 ~16.26 miles west of Middlefield
  • Mid-scale Rural property
  • Comp. Breakfast
From£62
Very good 4.0 /5 Hotel 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
  • 2 star hotel
  • Check in time: 13:00
From£47
Average 3.0 /5 Review Score Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-675-2083
802 State Rd., Richmond, MA 01254 +1-888-675-2083 ~17.94 miles west of Middlefield
  • Midscale Rural hotel
  • Comp. Breakfast
From£118
Very good 4.5 /5 Guest Reviews Call BookMore Details
The Ellery : 259 Elm St.
+1-800-716-8490
259 Elm St., Northampton, MA 01060 +1-800-716-8490 ~18.94 miles east of Middlefield
  • Affordable Downtown property
  • 32 rooms in hotel
From£70
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel in Great Barrington
+1-800-805-5223
415 Stockbridge Road41, Great Barrington, MA 01230 +1-800-805-5223 ~19.32 miles west of Middlefield
  • Midscale Mountain property
  • Comp. Breakfast
From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires : 400 Stockbridge Rd.
+1-888-965-1860
400 Stockbridge Rd., Great Barrington, MA 01230 +1-888-965-1860 ~19.33 miles west of Middlefield
  • 2-star Resort property
  • Free complimentary breakfast
From£37
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd.
+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 property
  • Hotel has 5 suites
From£86
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
  • Midscale Downtown hotel
  • 5 meeting rooms in hotel
From£114
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton / Amherst
+1-888-311-4278
115a Conz St., Northampton, MA 01060 +1-888-311-4278 ~20.01 miles east of Middlefield
  • Midscale property
  • 4 floors in property
From£78
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Northampton Amherst in Northampton
+1-888-469-4795
117 Conz St., Northampton, MA 01060 Website +1-888-469-4795 ~20.07 miles east of Middlefield
  • Cheap Highway hotel
  • Hotel has 3 floors
From£67
Average 3.0 /5 Guest Reviews Call BookMore Details
Club Wyndham Bentley Brook
+1-888-734-9421
1 Corey Rd., Hancock, MA 01237 +1-888-734-9421 ~20.07 miles northwest of Middlefield
  • Midscale Mountain hotel
  • 152 suites in hotel
From£71
Very good 4.0 /5 Hotel Reviews 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
  • Three Star Mountain hotel
  • 102 suites in property
From£82
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
  • Three Star Suburban property
  • 56 rooms in hotel
From£56
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Westfield - Westfield
+1-888-965-8297
39 Southampton Rd., Westfield, MA 01085 +1-888-965-8297 ~20.41 miles southeast of Middlefield
  • Midscale Suburban property
  • 19 suites in hotel
From£78
Average 3.0 /5 Latest 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
  • Three Star property
  • 4 suites in property
From£125
Very good 4.5 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-749-6785
372 Main St., Great Barrington, MA 01230 Website +1-888-749-6785 ~20.92 miles southwest of Middlefield
  • Cheap Rural hotel
  • 2 floors in property
From£78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Hadley-Amherst Area
+1-888-878-9982
24 Bay Rd., Hadley, MA 01035 +1-888-878-9982 ~21.02 miles east of Middlefield
  • Affordable Suburban property
  • Access to gym on-site
From£86
Very good 4.0 /5 Recent 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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