Photo by Elizabeth Massa Peroulakis

Search Middlefield hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Middlefield

Front of property
The Ellery

The Ellery

3.5 star property
Northampton
9.2 out of 10, Wonderful, (916)
"The television viewing options were very plentiful which is a plus over many other lodging places."
United States
Dale
Travelling for leisure
The price is AU$253
includes taxes & fees
21 Dec - 22 Dec
The Ellery
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton

Hotel Northampton

3.5 star property
Northampton
9.2 out of 10, Wonderful, (1001)
"The hotel was beautiful, clean and very convenient to everything!"
United States
Kim
Travelling with family
Hotel Northampton
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"The room was gorgeous, spacious, and very comfortable."
United States
Samuel
Travelling with partner
Chambery Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (703)
"the room was clean and quiet"
United States
Sharon
The price is AU$180
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Room, River View (The Williamsburg Suite) | Private kitchen
Old Mill Inn

Old Mill Inn

3.0 star property
Hatfield
9.4 out of 10, Exceptional, (500)
"The rooms are lovely and extremely clean."
United States
Andrea
Travelling with partner
Old Mill Inn
Porch
Lakehouse Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"Our room was facing the lake which gave a beautiful view."
United States
Ann
Travelling with partner
The price is AU$329
includes taxes & fees
12 Dec - 13 Dec
Lakehouse Inn
Room, 2 Queen Beds, Refrigerator
Hampton Inn Westfield

Hampton Inn Westfield

2.5 star property
Westfield
8.4 out of 10, Very good, (815)
"Easy check in, nice clean room."
United States
Tammy
Travelling with family
The price is AU$179
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn Westfield
Deluxe Room, 2 Queen Beds, Non Smoking
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 star property
Northampton
7.2 out of 10, Good, (1001)
"A nice place to stay, clean, maintained, quiet, comfortable beds."
United States
Rebecca
Travelling for leisure
The price is AU$199
includes taxes & fees
8 Dec - 9 Dec
Quality Inn & Suites Northampton - Amherst
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (795)
"Friendly staff, large rooms and conveniently located."
United States
Benjamin
Travelling with family
The price is AU$244
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (807)
"The lobby/restaurant area was beautiful and comfortable."
United States
Demetra
Travelling for leisure
The price is AU$184
includes taxes & fees
7 Dec - 8 Dec
Berkshires Untold
Exterior
The Whitlock

The Whitlock

2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"The bed was very comfortable"
United States
Sarah
Travelling with partner
The price is AU$217
includes taxes & fees
7 Dec - 8 Dec
The Whitlock
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Very cute and clean room."
United States
Karen
Travelling for leisure
The price is AU$171
includes taxes & fees
9 Dec - 10 Dec
Shaker Mill Inn
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"Clean room and very friendly staff."
United States
Michael
Travelling for leisure
The price is AU$323
includes taxes & fees
5 Jan - 6 Jan 2026
The Red Lion Inn
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (588)
"our daughter was so excited to use the pool"
United States
Marlene
Travelling for leisure
The price is AU$227
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Lenox Berkshires
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"What a beautiful, well-appointed room we stayed in at the Cornell!"
United States
Brittney
Travelling for leisure
The price is AU$290
includes taxes & fees
8 Dec - 9 Dec
The Cornell Inn, Lenox & The Berkshires
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"Location is great walking distance to the town and plenty of restaurants."
United States
Debbie
Travelling for leisure
The price is AU$151
includes taxes & fees
7 Dec - 8 Dec
Sunset Inn
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"Great Indian restaurant in the hotel!"
United States
Chris
Travelling for leisure
The price is AU$170
includes taxes & fees
15 Dec - 16 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (803)
"Very clean, the room is big"
United States
Ying
Monument Mountain Motel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (827)
"Two very comfortable Queen Size Beds and a nice bathtub with great water pressure in shower!"
United States
Melissa
Travelling with partner
The price is AU$133
includes taxes & fees
7 Dec - 8 Dec
Howard Johnson by Wyndham Lenox
Front of property – evening/night
Hotel On North

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"I booked a premium room and it was HUGE: very large room w high ceilings, massive bathroom, very clean."
United States
Laura
Travelling with partner
The price is AU$224
includes taxes & fees
22 Dec - 23 Dec
Hotel On North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Middlefield attractions

Skyline Trail

You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside or simply savour its cosy cafes.
See properties

Learn more about Middlefield

Explore attractions like Skyline Trail and Fox Den Wildlife Management Area as you discover things to see and do in Middlefield.

See all hotels in Middlefield
Beautiful every time of the year
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Middlefield Hotel Reviews

Recent Reviews in Middlefield

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"We stay here every year and it never disappoints "
Elizabeth 4-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

More cheap accommodation in Middlefield

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
The price is AU$199 per night from 8 Dec to 9 Dec
AU$199
8 Dec - 9 Dec
includes taxes & fees
7/10 Good! (1,001 reviews)

Frequently asked questions

What's the best place for a stay in Middlefield?
Located 20.5 mi (33 km) from the heart of Middlefield, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Middlefield.
What are some of the best holiday rentals that Middlefield has to offer?
Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Middlefield is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Middlefield.
If I need to cancel my hotel reservation in Middlefield, will I receive a refund?
Yes, most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlefield.
What is staying in Middlefield like?
Visitors will definitely enjoy all that Middlefield has to offer. In Middlefield, there are 2 hotels and other accommodation options to choose from. Find out more about Middlefield.
What are the top places to visit in Middlefield?
A couple of favourite places to visit are Skyline Trail and Fox Den Wildlife Management Area. You'll also find Chester Town Hall and Jacob's Pillow in the area. Take a look at what more there is to see and do in Expedia's Middlefield guide.
What's the weather like in Middlefield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Middlefield are January, February, November and March, with each month seeing an average of 15 cm of snowfall.

Explore a world of travel with Expedia