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/Motels & Accommodations

Pilgrim Inn in Lee
+1-888-389-4121
165 Housatonic St., Lee, MA 01238 +1-888-389-4121 ~12.08 miles west of Middlefield
  • Three Star property
  • Check in time: 3:00 PM
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
33 Main in Lenox
+1-888-675-2083
33 Main St., Lenox, MA 01238 +1-888-675-2083 ~12.35 miles west of Middlefield
  • Luxurious 5 Star property
From£154
Average 3.0 /5 Recent 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
  • 3-star hotel
  • 9 rooms in hotel
From£69
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
  • Cheap property
  • Check in time: 11:00
From£46
Average 3.0 /5 Read 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
  • Affordable Rural property
  • Hotel has 3 floors
From£123
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat in 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
  • Hotel has 2 floors
From£84
Average 3.5 /5 Read Reviews Call BookMore Details
Quality Inn
+1-888-897-9207
435 Laurel St., Lee, MA 01238 +1-888-897-9207 ~12.61 miles west of Middlefield
  • 3 star Lake property
  • 52 rooms in property
From£50
Very good 4.0 /5 Read Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+1-888-311-4278
435 Laurel St., Lee, MA 01238 +1-888-311-4278 ~12.64 miles west of Middlefield
  • Affordable Lake hotel
  • Free breakfast available
From£46
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge in Pittsfield
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-469-4795 ~12.69 miles northwest of Middlefield
  • 2-star Downtown property
  • 2 floors in property
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
  • Expensive Resort property
  • Hotel has a green policy See more
From£106
Average 3.0 /5 Guest Reviews Call BookMore Details
Knights Inn Lenox - Lenox
+1-888-841-5292
474 Pittsfield Rd., Lenox, MA 01240 +1-888-841-5292 ~13.31 miles west of Middlefield
  • 2 star Downtown property
  • 16 rooms in hotel
From£28
Poor 2.0 /5 Review Score Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+1-888-455-5160
525 Pittsfield Rd., Lenox, MA 01240 +1-888-455-5160 ~13.36 miles west of Middlefield
  • Cheap hotel
  • Check-in time: 15:00
Hilton Garden Inn Lenox Pittsfield
+1-888-965-8297
1032 South St., Pittsfield, MA 01201 +1-888-965-8297 ~13.42 miles west of Middlefield
  • Affordable Suburban hotel
  • Check in: 03:00PM
From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
Yankee Inn : 461 Pittsfield Rd.
+1-888-906-6358
461 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~13.43 miles west of Middlefield
  • Low-priced property
  • Access to gym on-site
From£111
Very good 4.0 /5 Hotel 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
  • Cheap Suburban hotel
  • Check-in: 2pm
From£37
Average 3.0 /5 Hotel Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield
+1-888-878-9982
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-878-9982 ~13.45 miles west of Middlefield
  • Inexpensive Mountain property
  • 146 suites in hotel
From£96
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox : 445 Pittsfield Rd.
+1-888-389-4485
445 Pittsfield Rd., Lenox, MA 01240 +1-888-389-4485 ~13.46 miles west of Middlefield
  • 3-star Mountain hotel
  • Hotel has 24 suites
From£84
Average 3.0 /5 Read Reviews Call BookMore Details
Canyon Ranch Lenox : 165 Kemble St.
+1-888-389-4121
165 Kemble St., Lenox, MA 01240 +1-888-389-4121 ~13.49 miles west of Middlefield
  • 3 star property
  • Shuttle from airport available
From£69
Average 3.0 /5 Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-675-2083
462 Pittsfield Rd., Lenox, MA 01240 +1-888-675-2083 ~13.49 miles west of Middlefield
  • Low-priced Resort hotel
  • Check in time: 2:00 PM
From£50
Average 3.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+1-800-716-8490
980 Pleasant St., Lee, MA 01238 +1-800-716-8490 ~13.53 miles west of Middlefield
  • 2 star hotel
  • Comp. Breakfast
From£37
Average 3.0 /5 Read Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St.
+1-800-805-5223
40 Plunkett St., Lenox, MA 01240 +1-800-805-5223 ~13.58 miles west of Middlefield
  • Expensive Resort hotel
  • Hotel has 2 floors
From£142
Very good 4.5 /5 Guest Reviews Call BookMore Details
The Dewey by The Lenox Collection - Lenox
+1-888-965-1860
7 Hubbard St., Lenox, MA 01240 +1-888-965-1860 ~13.66 miles west of Middlefield
  • Four-star property
  • Hotel has 12 rooms
From£57
Average 3.0 /5 Read Reviews Call BookMore Details
Kemble Inn
+1-888-788-5576
2 Kemble St., Lenox, MA 01240 +1-888-788-5576 ~13.67 miles west of Middlefield
  • 3-star Mountain hotel
  • 12 suites in hotel
From£204
Very good 4.0 /5 Review Score Call BookMore Details
The Cornell Inn Lenox
+1-888-897-9207
203 Main St., Lenox, MA 01240 +1-888-897-9207 ~13.68 miles west of Middlefield
  • 3 star Mountain property
  • 28 sleeping rooms in hotel
From£46
Very good 4.0 /5 Read Reviews Call BookMore Details
The Whitlock by The Lenox Collection
+1-888-311-4278
16 Church St., Lenox, MA 01240 +1-888-311-4278 ~13.72 miles west of Middlefield
  • 3 star hotel
  • 2 floors in hotel
From£154
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Constance by The Lenox Collection : 11 Old Stockbridge Rd.
+1-888-469-4795
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-469-4795 ~13.80 miles west of Middlefield
  • Expensive property
  • 3 floors in property
From£173
Average 3.0 /5 Guest Reviews Call BookMore Details
Brook Farm Inn - Lenox
+1-888-734-9421
15 Hawthorne St., Lenox, MA 01240 +1-888-734-9421 ~13.97 miles west of Middlefield
  • 4-star Rural property
  • Hotel has a green policy Read more
From£92
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-841-5292
1 West St., Pittsfield, MA 01201 +1-888-841-5292 ~14.04 miles west of Middlefield
  • 3-star Downtown property
  • Access to gym on-site
From£61
Average 3.0 /5 Review Score Call BookMore Details
Hotel on North - Pittsfield
+1-888-455-5160
297 North St., Pittsfield, MA 01201 +1-888-455-5160 ~14.11 miles northwest of Middlefield
  • 4-star Downtown hotel
  • Hotel has an eco-friendly policy See more
From£115
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St.
+1-888-965-8297
190 Meadow St., South Lee, MA 01260 +1-888-965-8297 ~14.20 miles west of Middlefield
  • 3 star Mountain hotel
  • 334 sleeping rooms in hotel
From£68
Very good 4.0 /5 Reviews Call BookMore Details
Berkshire Inn : 150 West Housatonic St.
+1-888-906-6358
150 West Housatonic St., Pittsfield, MA 01201 +1-888-906-6358 ~14.21 miles west of Middlefield
  • Economical Downtown hotel
  • Check in: 1500
From£69
Average 3.0 /5 Guest Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd.
+1-888-749-6785
Hawthorne Rd., Lenox, MA 01240 +1-888-749-6785 ~14.87 miles west of Middlefield
  • Three Star property
  • Check in time: 16:00
From£308
Very good 4.0 /5 Latest Reviews Call BookMore Details
Apple Tree Inn
+1-888-878-9982
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-878-9982 ~15.37 miles west of Middlefield
  • High end Mountain property
  • 3 suites in property
From£77
Average 3.0 /5 Latest Reviews Call BookMore Details
The Red Lion Inn - Stockbridge
+1-888-389-4485
30 Main St., Stockbridge, MA 01262 +1-888-389-4485 ~15.88 miles west of Middlefield
  • Mid-scale Rural property
  • 8 meeting rooms in property
From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St.
+1-888-389-4121
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-389-4121 ~16.26 miles west of Middlefield
  • Midscale Rural property
  • Access to gym on-site
From£61
Very good 4.0 /5 Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge : 42 Stockbridge Rd.
+1-888-675-2083
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-888-675-2083 ~17.78 miles west of Middlefield
  • Two star property
  • 16 rooms in hotel
From£46
Average 3.0 /5 Review Score Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-800-716-8490
802 State Rd., Richmond, MA 01254 +1-800-716-8490 ~17.94 miles west of Middlefield
  • Affordable Rural property
  • Free comp. breakfast
From£115
Very good 4.5 /5 Hotel Reviews Call BookMore Details
The Ellery
+1-800-805-5223
259 Elm St., Northampton, MA 01060 +1-800-805-5223 ~18.94 miles east of Middlefield
  • Midscale Downtown hotel
  • Hotel has 32 rooms
From£68
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Great Barrington
+1-888-965-1860
415 Stockbridge Rd., Great Barrington, MA 01230 +1-888-965-1860 ~19.26 miles west of Middlefield
  • 3 star Mountain hotel
  • Check in time: 3:00pm
From£68
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires in Great Barrington
+1-888-788-5576
400 Stockbridge Rd., Great Barrington, MA 01230 +1-888-788-5576 ~19.33 miles west of Middlefield
  • Cheap Resort hotel
From£36
Average 3.0 /5 Hotel Reviews Call BookMore Details
Vacation Village in The Berkshires in Lanesborough
+1-888-897-9207
276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-897-9207 ~19.56 miles northwest of Middlefield
  • Affordable Mountain hotel
  • 360 suites in property
From£57
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-888-311-4278
249 Stockbridge Rd., Great Barrington, MA 01230 Website +1-888-311-4278 ~19.57 miles southwest of Middlefield
  • 3 star Resort hotel
  • 3 floors in property
From£84
Very good 4.0 /5 Read Reviews Call BookMore Details
Hotel Northampton
+1-888-469-4795
36 King St., Northampton, MA 01060 +1-888-469-4795 ~19.70 miles east of Middlefield
  • 3 star Downtown property
  • 7 suites in hotel
From£111
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+1-888-734-9421
115a Conz St., Northampton, MA 01060 +1-888-734-9421 ~20.01 miles east of Middlefield
  • Midscale hotel
  • Complimentary breakfast is offered
From£76
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-841-5292
117 Conz St., Northampton, MA 01060 Website +1-888-841-5292 ~20.07 miles east of Middlefield
  • Inexpensive Highway property
  • Free breakfast available
From£65
Average 3.0 /5 Recent Reviews Call BookMore Details
Club Wyndham Bentley Brook : 1 Corey Rd.
+1-888-455-5160
1 Corey Rd., Hancock, MA 01237 +1-888-455-5160 ~20.07 miles northwest of Middlefield
  • Affordable Mountain hotel
  • 4 floors in property
From£69
Very good 4.0 /5 Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock
+1-888-965-8297
37 Corey Rd., Hancock, MA 01237 +1-888-965-8297 ~20.25 miles northwest of Middlefield
  • 3 star Mountain property
  • Check-in time: 4:00pm
From£81
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-906-6358
2 Southampton Rd., Westfield, MA 01085 Website +1-888-906-6358 ~20.33 miles southeast of Middlefield
  • Affordable Suburban hotel
  • 2 floors in hotel
From£55
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Westfield : 39 Southampton Rd.
+1-888-749-6785
39 Southampton Rd., Westfield, MA 01085 +1-888-749-6785 ~20.41 miles southeast of Middlefield
  • Mid-scale Suburban property
  • 3 floors in property
From£76
Average 3.0 /5 Recent Reviews Call BookMore Details
Old Mill Inn
+1-888-878-9982
87 School St., Hatfield, MA 01038 +1-888-878-9982 ~20.84 miles east of Middlefield
  • 3 star hotel
  • Check-in: 3:00pm
From£122
Very good 4.5 /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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