Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

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
+1-888-389-4121
165 Housatonic St., Lee, MA 01238 ~12.05 miles west of Middlefield
  • 3-star property
  • Check in: 3:00 PM
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Middlefield" Get Alexa Skill →
33 Main
+1-888-675-2083
33 Main St., Lenox, MA 01238 ~12.33 miles west of Middlefield
  • Luxurious Five Star hotel
From£149
Average 3.0 /5 Review Score Call BookMore Details
Chambery Inn : 199 Main St.
+1-800-716-8490
199 Main St., Lee, 01238 ~12.36 miles west of Middlefield
  • 3-star property
  • 9 rooms in property
From£67
Very good 4.5 /5 Read Reviews Call BookMore Details
Rodeway Inn : 200 Laurel St.
+1-800-805-5223
200 Laurel St., Lee, MA 01238 ~12.52 miles west of Middlefield
  • Economy property
  • Check in: 11:00
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Applegate Inn
+1-888-965-1860
279 West Park St., Lee, MA 01238 ~12.53 miles west of Middlefield
  • Affordable Rural property
  • 6 suites in hotel
From£119
Very good 4.0 /5 Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-788-5576
430 East St., Lenox, MA 01240 ~12.56 miles west of Middlefield
  • Expensive Mountain property
  • Has environment-friendly policy See policy
From£81
Average 3.5 /5 Reviews Call BookMore Details
Quality Inn - Lee
+1-888-897-9207
435 Laurel St., Lee, MA 01238 Website ~12.59 miles west of Middlefield
  • 3 star Lake hotel
  • 52 sleeping rooms in hotel
From£48
Very good 4.0 /5 Review Score Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel : 435 Laurel St.
+1-888-311-4278
435 Laurel St., Lee, MA 01238 ~12.62 miles west of Middlefield
  • Three Star Lake hotel
  • Free breakfast
From£44
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge - Pittsfield
+1-888-469-4795
16 Cheshire Rd., Pittsfield, MA 01201 ~12.67 miles northwest of Middlefield
  • 2-star Downtown hotel
  • Complimentary breakfast is offered
From£35
Poor 2.0 /5 Review Score Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+1-888-734-9421
55 Lee Rd., Lenox, MA 01240 ~13.12 miles west of Middlefield
  • 4 star Resort hotel
  • Gym / Fitness Center Available
From£103
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St.
+1-888-841-5292
1055 South St., Pittsfield, MA 01201 ~13.25 miles west of Middlefield
  • Mid-scale Suburban property
  • Check-in time: 3pm
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Knights Inn Lenox
+1-888-455-5160
474 Pittsfield Rd., Lenox, MA 01240 ~13.30 miles west of Middlefield
  • 2 star Downtown hotel
  • 16 rooms in property
Lenox Inn : 525 Pittsfield Rd.
+1-888-965-8297
525 Pittsfield Rd., Lenox, MA 01240 ~13.35 miles west of Middlefield
  • Two-star property
  • Check in time: 15:00
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-906-6358
1032 South St., Pittsfield, MA 01201 ~13.40 miles west of Middlefield
  • Midscale Suburban property
  • 3 suites in hotel
From£71
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox
+1-888-749-6785
461 Pittsfield Rd., Lenox, MA 01240 ~13.42 miles west of Middlefield
  • 2-star hotel
  • 3 floors in hotel
From£108
Very good 4.0 /5 Review Score Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Middlefield" Get Alexa Skill →
Life House Berkshires
+1-888-878-9982
194 Pittsfield Rd., Lenox, MA 01240 ~13.42 miles west of Middlefield
  • Inexpensive Suburban property
  • Free breakfast available
From£36
Average 3.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-389-4485
8 Dan Fox Dr., Pittsfield, MA 01201 ~13.43 miles west of Middlefield
  • Economical Mountain property
  • Access to gym on-site
From£93
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox - Lenox
+1-888-389-4121
445 Pittsfield Rd., Lenox, MA 01240 ~13.44 miles west of Middlefield
  • Midscale Mountain property
  • 79 sleeping rooms in hotel
From£81
Average 3.0 /5 Recent Reviews Call BookMore Details
Element Lenox Berkshires in Lenox
+1-888-675-2083
130 Pittsfield Rd., Lenox, MA 01240 ~13.46 miles west of Middlefield
  • Midscale Mountain hotel
  • 2 conference rooms in property
From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Canyon Ranch Lenox : 165 Kemble St.
+1-800-716-8490
165 Kemble St., Lenox, MA 01240 ~13.47 miles west of Middlefield
  • 3 star property
  • Airport shuttle available
From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox
+1-800-805-5223
462 Pittsfield Rd., Lenox, MA 01240 ~13.47 miles west of Middlefield
  • 2-star Resort hotel
  • Free comp. breakfast
From£48
Average 3.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-965-1860
980 Pleasant St., Lee, MA 01238 ~13.50 miles west of Middlefield
  • Economical property
  • 28 rooms in property
From£35
Average 3.0 /5 Read Reviews Call BookMore Details
Seven Hills Inn - Lenox
+1-888-788-5576
40 Plunkett St., Lenox, MA 01240 ~13.56 miles west of Middlefield
  • High-end Resort hotel
  • 2 floors in property
From£137
Very good 4.5 /5 Latest Reviews Call BookMore Details
The Dewey by The Lenox Collection in Lenox
+1-888-897-9207
7 Hubbard St., Lenox, MA 01240 ~13.64 miles west of Middlefield
  • High end hotel
  • Hotel has 2 floors
From£56
Average 3.0 /5 Guest Reviews Call BookMore Details
Kemble Inn
+1-888-311-4278
2 Kemble St., Lenox, MA 01240 ~13.65 miles west of Middlefield
  • Mid-scale Mountain hotel
  • Has environment-friendly policy Read more
From£198
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires
+1-888-469-4795
203 Main St., Lenox, MA 01240 ~13.66 miles west of Middlefield
  • 3-star Mountain hotel
  • Free breakfast available
From£44
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Whitlock by The Lenox Collection
+1-888-734-9421
16 Church St., Lenox, MA 01240 ~13.70 miles west of Middlefield
  • Mid-scale property
  • Hotel has 30 rooms
From£149
Average 3.0 /5 Reviews Call BookMore Details
The Constance by The Lenox Collection
+1-888-841-5292
11 Old Stockbridge Rd., Lenox, MA 01240 ~13.78 miles west of Middlefield
  • Four star property
  • Complimentary breakfast is offered
From£168
Average 3.0 /5 Reviews Call BookMore Details
Brook Farm Inn in Lenox
+1-888-455-5160
15 Hawthorne St., Lenox, MA 01240 ~13.95 miles west of Middlefield
  • 4 star Rural property
  • 15 rooms in property
From£89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG in Pittsfield
+1-888-965-8297
1 West St., Pittsfield, MA 01201 ~14.03 miles west of Middlefield
  • 3-star Downtown hotel
  • 14 floors in hotel
From£59
Average 3.0 /5 Review Score Call BookMore Details
Hotel on North in Pittsfield
+1-888-906-6358
297 North St., Pittsfield, MA 01201 ~14.10 miles northwest of Middlefield
  • 4-star Downtown hotel
  • 45 rooms in property
From£112
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St.
+1-888-749-6785
190 Meadow St., South Lee, MA 01260 ~14.17 miles west of Middlefield
  • 3-star Mountain property
  • Hotel has 3 floors
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Inn
+1-888-878-9982
150 West Housatonic St., Pittsfield, MA 01201 ~14.20 miles west of Middlefield
  • Cheap Downtown property
  • Access to gym on-site
From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Wheatleigh - Lenox
+1-888-389-4485
Hawthorne Rd., Lenox, MA 01240 ~14.85 miles west of Middlefield
  • Three Star hotel
  • Check in: 16:00
From£299
Very good 4.0 /5 Review Score Call BookMore Details
Apple Tree Inn - Lenox
+1-888-389-4121
10 Richmond Mountain Rd., Lenox, MA 01240 ~15.35 miles west of Middlefield
  • 4 star Mountain property
  • Check-in time: 4:00 PM
From£74
Average 3.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn
+1-888-675-2083
30 Main St., Stockbridge, MA 01262 ~15.84 miles west of Middlefield
  • Midscale Rural hotel
  • Hotel has 8 meeting rooms
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield
+1-800-716-8490
1350 West Housatonic St., Pittsfield, MA 01201 ~16.24 miles west of Middlefield
  • Three Star Rural property
  • Comp. Breakfast
From£63
Very good 4.5 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge
+1-800-805-5223
42 Stockbridge Rd., West Stockbridge, MA 01266 ~17.75 miles west of Middlefield
  • Economy property
  • 16 rooms in hotel
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-965-1860
802 State Rd., Richmond, MA 01254 ~17.92 miles west of Middlefield
  • Mid-scale Rural property
  • Free complimentary breakfast
From£112
Very good 4.5 /5 Guest Reviews Call BookMore Details
The Ellery - Northampton
+1-888-788-5576
259 Elm St., Northampton, MA 01060 ~18.91 miles east of Middlefield
  • Three Star Downtown hotel
  • Check-in time: 4:00 PM
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington
+1-888-897-9207
415 Stockbridge Rd., Great Barrington, MA 01230 ~19.22 miles west of Middlefield
  • Affordable Mountain property
  • Has environment-friendly policy Read more
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-888-311-4278
400 Stockbridge Rd., Great Barrington, MA 01230 ~19.28 miles west of Middlefield
  • Economical Resort property
  • Complimentary breakfast is offered
From£35
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-888-469-4795
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~19.52 miles southwest of Middlefield
  • 3-star Resort hotel
  • Hotel has 60 rooms
From£81
Very good 4.0 /5 Review Score Call BookMore Details
Vacation Village in The Berkshires - Lanesborough
+1-888-734-9421
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~19.54 miles northwest of Middlefield
  • 3 star Mountain hotel
  • Hotel has 360 suites
From£56
Very good 4.0 /5 Read Reviews Call BookMore Details
Hotel Northampton
+1-888-841-5292
36 King St., Northampton, MA 01060 ~19.67 miles east of Middlefield
  • 3 star Downtown property
  • 106 sleeping rooms in hotel
From£108
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst in Northampton
+1-888-455-5160
115a Conz St., Northampton, MA 01060 ~19.98 miles east of Middlefield
  • Affordable hotel
  • Check-in time: 15:00
From£74
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst - Northampton
+1-888-965-8297
117 Conz St., Northampton, MA 01060 Website ~20.03 miles east of Middlefield
  • Inexpensive Highway hotel
  • 89 rooms in hotel
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-888-906-6358
1 Corey Rd., Hancock, MA 01237 ~20.06 miles northwest of Middlefield
  • Affordable Mountain hotel
  • Check in: 16:00
From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+1-888-749-6785
37 Corey Rd., Hancock, MA 01237 ~20.23 miles northwest of Middlefield
  • 3 star Mountain property
  • 3 floors in hotel
From£78
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn Westfield - Springfield in Westfield
+1-888-878-9982
2 Southampton Rd., Westfield, MA 01085 Website ~20.28 miles southeast of Middlefield
  • Midscale Suburban hotel
  • Hotel has an eco-friendly policy See policy
From£53
Average 3.0 /5 Recent Reviews Call BookMore Details

Next: See My Middlefield Hotels with Pricing

Graph: Upcoming 20 Days of Middlefield Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Middlefield, MA discounts available. The chart reflects the cheapest Middlefield hotel for each day and each star rating category.

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.

Below is a chart of the current pricing seasonality of hotels and motels in Middlefield, MA:

Middlefield, MA: Prices by Star Rating Class

Below we've posted 3 graphs illustrating avg. rate patterns by star rating class in Middlefield, MA. Browse these charts to evaluate the best time period to make a reservation in Middlefield throughout the year.

Luxury Living: High-End Hotels in Middlefield

4 Star Average Prices: £146.02

The Middlefield area features a selection of premium-class hotels, inns, and suites, perfect for travelers who prefer an extra touch of elegance. These luxury accommodations offer spacious, well-appointed rooms with high-quality furnishings and plush bedding for supreme comfort. In-room amenities often include flat-screen TVs, mini-fridges, and, in some cases, fireplaces or private balconies with breathtaking views of the scenic surroundings. Beyond the comfort of the rooms, these upscale establishments often boast additional facilities like gourmet restaurants, fitness centers, spas, and indoor or outdoor swimming pools. Some even offer unique experiences such as wine tastings, cooking classes, or guided tours of the local area. The staff at these high-end properties are renowned for their attention to detail, personalized service, and commitment to ensuring guests have an unforgettable time. "From the moment you check in to your departure, these classy lodgings ensure a stay that's nothing short of extraordinary.

Economical Escapes: Budget Stays in Middlefield

3 Star Average Prices: £146.20

Despite its small size, the Middlefield area houses a variety of affordable hotels, motels, inns, and suites to accommodate visitors. These budget-friendly options are perfect for those who would like to experience this quaint community without breaking the bank. Many of these affordable lodgings are located within walking distance of the town's main attractions, making it easy for guests to explore and immerse themselves in the local culture. They often feature amenities such as free Wi-Fi, complimentary breakfast, and personal service that add value to your stay. Furthermore, some of these budget-friendly properties even boast superb views of the surrounding countryside, adding a touch of luxury to an economical trip. Despite their low prices, these accommodations do not skimp on quality, cleanliness, or hospitality, ensuring a delightful experience for their guests. For the budget-conscious traveler, Middlefield, MA is a destination that proves you don't need to spend a fortune to enjoy a memorable getaway.

2 Star Average Prices: £113.07

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.

FAQs about hotels in Middlefield

What are the best rated hotels in Middlefield?

Hotel on North, Chambery Inn and Berkshire Mountain Lodge are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Middlefield?

33 Main, Eastover Estate & Retreat and Miraval Berkshires Resort & Spa - All Inclusive Adults Only are the top 3 luxury hotels near Middlefield city center.

What hotels are closest to the city center of Middlefield?

Pilgrim Inn, 33 Main, and Chambery Inn are the properties closest to Middlefield city center.

What are the best independent hotels in Middlefield?

Hotel on North, Chambery Inn and Berkshire Mountain Lodge are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Middlefield?

The Yankee, Trademark Collection by Wyndham, Fairfield Inn & Suites by Marriott Great Barrington Lenox and Fairfield Inn & Suites Springfield Northampton are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Middlefield?

Quality Inn, Black Swan Inn Lee Lenox An Ascend Hotel and Rodeway Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Middlefield?

Holiday Inn Club Vacations Oak N Spruce Resort, Holiday Inn Express Great Barrington and Holiday Inn Express Pittsfield Lenox Berkshires are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top