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 ~12.05 miles west of Middlefield
  • 3 star hotel
  • Check-in: 3:00 PM
From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
33 Main : 33 Main St.
+1-888-675-2083
33 Main St., Lenox, MA 01238 +1-888-675-2083 ~12.33 miles west of Middlefield
  • Luxurious 5-star property
From£147
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn
+1-800-716-8490
199 Main St., Lee, 01238 +1-800-716-8490 ~12.36 miles west of Middlefield
  • 3-star property
  • 9 sleeping rooms in hotel
From£66
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 ~12.52 miles west of Middlefield
  • Economical property
  • Check in time: 11:00
From£44
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 ~12.53 miles west of Middlefield
  • Three Star Rural hotel
  • 6 suites in property
From£118
Very good 4.0 /5 Read Reviews Call BookMore Details
Eastover Estate & Retreat in Lenox
+1-888-788-5576
430 East St., Lenox, MA 01240 +1-888-788-5576 ~12.56 miles west of Middlefield
  • High-end Mountain property
  • Has environment-friendly policy See more
From£80
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 ~12.59 miles west of Middlefield
  • Affordable Lake property
  • 2 floors in hotel
From£47
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 ~12.62 miles west of Middlefield
  • Mid-scale Lake property
  • Free complimentary breakfast
From£44
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge : 16 Cheshire Rd.
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-469-4795 ~12.67 miles northwest of Middlefield
  • Low priced Downtown property
  • Hotel has 58 rooms
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-734-9421
55 Lee Rd., Lenox, MA 01240 +1-888-734-9421 ~13.12 miles west of Middlefield
  • 4-star Resort hotel
  • Hotel has a green policy Learn more
From£101
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 ~13.30 miles west of Middlefield
  • Low priced Downtown hotel
  • 16 sleeping rooms in hotel
From£27
Poor 2.0 /5 Reviews Call BookMore Details
Lenox Inn
+1-888-455-5160
525 Pittsfield Rd., Lenox, MA 01240 +1-888-455-5160 ~13.35 miles west of Middlefield
  • Low Cost property
  • Check-in time: 15:00
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-965-8297
1032 South St., Pittsfield, MA 01201 +1-888-965-8297 ~13.40 miles west of Middlefield
  • Mid-scale Suburban property
  • 3 suites in hotel
From£70
Very good 4.0 /5 Reviews Call BookMore Details
Yankee Inn
+1-888-906-6358
461 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~13.42 miles west of Middlefield
  • 2-star hotel
  • Fitness / Gym is on-site
From£106
Very good 4.0 /5 Read Reviews Call BookMore Details
Life House Berkshires : 194 Pittsfield Rd.
+1-888-749-6785
194 Pittsfield Rd., Lenox, MA 01240 +1-888-749-6785 ~13.42 miles west of Middlefield
  • Low Cost Suburban property
  • Comp. Breakfast
From£36
Average 3.0 /5 Latest Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+1-888-878-9982
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-878-9982 ~13.43 miles west of Middlefield
  • Two star Mountain property
  • Check-in time: 4:00PM
From£92
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-389-4485
445 Pittsfield Rd., Lenox, MA 01240 +1-888-389-4485 ~13.44 miles west of Middlefield
  • Affordable Mountain property
  • Complimentary breakfast is offered
From£80
Average 3.0 /5 Guest Reviews Call BookMore Details
Element Lenox Berkshires
+1-888-389-4121
130 Pittsfield Rd., Lenox, MA 01240 +1-888-389-4121 ~13.46 miles west of Middlefield
  • 3 star Mountain hotel
  • 118 rooms in property
From£36
Average 3.0 /5 Read Reviews Call BookMore Details
Canyon Ranch Lenox in Lenox
+1-888-675-2083
165 Kemble St., Lenox, MA 01240 +1-888-675-2083 ~13.47 miles west of Middlefield
  • Mid-scale property
  • Hotel has 24 suites
From£66
Average 3.0 /5 Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-800-716-8490
462 Pittsfield Rd., Lenox, MA 01240 +1-800-716-8490 ~13.47 miles west of Middlefield
  • Low Cost Resort hotel
  • Free comp. breakfast
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-800-805-5223
980 Pleasant St., Lee, MA 01238 +1-800-805-5223 ~13.50 miles west of Middlefield
  • Economy property
  • Check in time: 11:00
From£35
Average 3.0 /5 Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St.
+1-888-965-1860
40 Plunkett St., Lenox, MA 01240 +1-888-965-1860 ~13.56 miles west of Middlefield
  • High-end Resort property
  • Check-in time: 3 pm
From£135
Very good 4.5 /5 Hotel Reviews Call BookMore Details
The Dewey by The Lenox Collection in Lenox
+1-888-788-5576
7 Hubbard St., Lenox, MA 01240 +1-888-788-5576 ~13.64 miles west of Middlefield
  • 4 star property
  • 12 rooms in property
From£55
Average 3.0 /5 Recent Reviews Call BookMore Details
Kemble Inn - Lenox
+1-888-897-9207
2 Kemble St., Lenox, MA 01240 +1-888-897-9207 ~13.65 miles west of Middlefield
  • Midscale Mountain hotel
  • 3 floors in hotel
From£195
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires in Lenox
+1-888-311-4278
203 Main St., Lenox, MA 01240 +1-888-311-4278 ~13.66 miles west of Middlefield
  • Affordable Mountain hotel
  • 3 suites in hotel
From£44
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Whitlock by The Lenox Collection - Lenox
+1-888-469-4795
16 Church St., Lenox, MA 01240 +1-888-469-4795 ~13.70 miles west of Middlefield
  • Midscale property
  • 2 floors in property
From£147
Average 3.0 /5 Guest Reviews Call BookMore Details
The Constance by The Lenox Collection - Lenox
+1-888-734-9421
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-734-9421 ~13.78 miles west of Middlefield
  • High end property
  • 3 floors in property
From£165
Average 3.0 /5 Guest Reviews Call BookMore Details
Brook Farm Inn
+1-888-841-5292
15 Hawthorne St., Lenox, MA 01240 +1-888-841-5292 ~13.95 miles west of Middlefield
  • 4-star Rural property
  • 3 floors in property
From£88
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG : 1 West St.
+1-888-455-5160
1 West St., Pittsfield, MA 01201 +1-888-455-5160 ~14.03 miles west of Middlefield
  • Mid-scale Downtown hotel
  • Fitness / Gym is on-site
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Hotel on North : 297 North St.
+1-888-965-8297
297 North St., Pittsfield, MA 01201 +1-888-965-8297 ~14.10 miles northwest of Middlefield
  • Expensive Downtown hotel
  • Hotel has 4 floors
From£110
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-906-6358
190 Meadow St., South Lee, MA 01260 +1-888-906-6358 ~14.17 miles west of Middlefield
  • Midscale Mountain hotel
  • 334 rooms in property
From£65
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Inn : 150 West Housatonic St.
+1-888-749-6785
150 West Housatonic St., Pittsfield, MA 01201 +1-888-749-6785 ~14.20 miles west of Middlefield
  • 2 star Downtown hotel
  • 2 floors in property
From£66
Average 3.0 /5 Guest Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd.
+1-888-878-9982
Hawthorne Rd., Lenox, MA 01240 +1-888-878-9982 ~14.85 miles west of Middlefield
  • 3 star property
  • Hotel has 2 floors
From£295
Very good 4.0 /5 Latest Reviews Call BookMore Details
Apple Tree Inn : 10 Richmond Mountain Rd.
+1-888-389-4485
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-389-4485 ~15.35 miles west of Middlefield
  • High-end Mountain property
  • 34 rooms in property
From£73
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Red Lion Inn
+1-888-389-4121
30 Main St., Stockbridge, MA 01262 +1-888-389-4121 ~15.84 miles west of Middlefield
  • Affordable Rural hotel
  • 125 rooms in hotel
From£59
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites in Pittsfield
+1-888-675-2083
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-675-2083 ~16.24 miles west of Middlefield
  • Three Star Rural property
  • Free breakfast available
From£62
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge
+1-800-716-8490
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-800-716-8490 ~17.75 miles west of Middlefield
  • Economical hotel
  • 16 rooms in property
From£44
Average 3.0 /5 Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center : 802 State Rd.
+1-800-805-5223
802 State Rd., Richmond, MA 01254 +1-800-805-5223 ~17.92 miles west of Middlefield
  • Midscale Rural hotel
  • Check-in time: 3:00 p.m.
From£110
Very good 4.5 /5 Reviews Call BookMore Details
The Ellery : 259 Elm St.
+1-888-965-1860
259 Elm St., Northampton, MA 01060 +1-888-965-1860 ~18.91 miles east of Middlefield
  • 3-star Downtown hotel
  • Hotel has 32 rooms
From£65
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington
+1-888-788-5576
415 Stockbridge Rd., Great Barrington, MA 01230 +1-888-788-5576 ~19.22 miles west of Middlefield
  • Three Star Mountain property
  • Hotel has an eco-friendly policy Learn more
From£65
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-888-897-9207
400 Stockbridge Rd., Great Barrington, MA 01230 +1-888-897-9207 ~19.28 miles west of Middlefield
  • Cheap Resort hotel
  • Check-in time: 11:00 AM
From£34
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-888-311-4278
249 Stockbridge Rd., Great Barrington, MA 01230 Website +1-888-311-4278 ~19.52 miles southwest of Middlefield
  • 3 star Resort property
  • Hotel has 60 rooms
From£80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Vacation Village in The Berkshires in Lanesborough
+1-888-469-4795
276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-469-4795 ~19.54 miles northwest of Middlefield
  • 3-star Mountain hotel
  • Gym / Fitness Center Available
From£55
Very good 4.0 /5 Reviews Call BookMore Details
Hotel Northampton : 36 King St.
+1-888-734-9421
36 King St., Northampton, MA 01060 +1-888-734-9421 ~19.67 miles east of Middlefield
  • Affordable Downtown hotel
  • Access to gym on-site
From£106
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+1-888-841-5292
115a Conz St., Northampton, MA 01060 +1-888-841-5292 ~19.98 miles east of Middlefield
  • 3-star property
  • 4 floors in hotel
From£73
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-455-5160
117 Conz St., Northampton, MA 01060 Website +1-888-455-5160 ~20.03 miles east of Middlefield
  • 2 star Highway property
  • Free breakfast available
From£62
Average 3.0 /5 Recent Reviews Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-888-965-8297
1 Corey Rd., Hancock, MA 01237 +1-888-965-8297 ~20.06 miles northwest of Middlefield
  • Affordable Mountain hotel
  • Hotel has 152 rooms
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-906-6358
37 Corey Rd., Hancock, MA 01237 +1-888-906-6358 ~20.23 miles northwest of Middlefield
  • 3-star Mountain property
  • Hotel has 3 floors
From£77
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Westfield - Springfield
+1-888-749-6785
2 Southampton Rd., Westfield, MA 01085 Website +1-888-749-6785 ~20.28 miles southeast of Middlefield
  • Midscale Suburban property
  • Free comp. breakfast
From£53
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Westfield
+1-888-878-9982
39 Southampton Rd., Westfield, MA 01085 +1-888-878-9982 ~20.36 miles southeast of Middlefield
  • 3 star Suburban property
  • Check in time: 3:00 PM
From£73
Average 3.0 /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.

Back to Top