Photo by Elizabeth Massa Peroulakis

Hotels in Middlefield

your current months are January, 2025 and February, 2025.
January 2025
February 2025

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Where to stay in Middlefield?

Pilgrim Inn
Individually decorated, individually furnished, desk, laptop workspace

Pilgrim Inn

2.5 star property
5.8 out of 10, (297)
The price is $52
includes taxes & fees
$47 per night
Jan 8 - Jan 9, 2025
Pilgrim Inn
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.

Top landmarks in Middlefield

Skyline Trail

Skyline Trail is 1.5 mi (2.5 km) from central Middlefield, why not stop by during your stay.

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Skyline Trail

Learn more about Middlefield

Middlefield is well-known for its attractions such as Skyline Trail and Fox Den Wildlife Management Area.

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Beautiful every time of the year
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Frequently asked questions

What hotels do travelers like in Middlefield?
Guests like Sunny, Stylish Berkshire Mountain Retreat near Jacob’s Pillow.
Can I book a refundable hotel in Middlefield?
If you need the flexibility to change your travel plans to Middlefield, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the “fully refundable” filter to narrow down the results.
What will the weather in Middlefield be like during my trip?
The warmest months in Middlefield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are July and August.
Why should I book my Middlefield accommodation with Hotels.com?
There are plenty of reasons to book your Middlefield travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.