Southfield, MA

Travel Guide

Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night from Nov 29 to Nov 30
$85 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
"Office staff wonderful! Room clean but older carpet and bathroom looked dingy."

Reviewed on Nov 3, 2026

Quality Inn Great Barrington
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
$128 nightly
The price is $143 total per night from Nov 8 to Nov 9
$143 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
"Easy parking, clean rooms, beautiful surroundings"

Reviewed on Nov 5, 2026

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
$195 nightly
The price is $218 total per night from Nov 12 to Nov 13
$218 total
Nov 12 - Nov 13
Total with taxes and fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
The Red Lion 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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.4/10 Very Good! (157 reviews)
"liked it was clean . furniture is dated. Roads need repair . too many potholes"

Reviewed on Nov 2, 2026

The Ponds at Foxhollow
Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mahaiwe Performing Arts Center and Housatonic ...
8.8/10 Excellent! (10 reviews)
"Everything was good, we had 1 hiccup that we communicated to the host about. I thought the shower was nice and the amenities in there. Overall very reasonable and nice stay!"

Reviewed on Oct 25, 2026

Cozy 1-bedroom studio in serene Great Barrington with AC
Leaf-Peeper Paradise in the Berkshires

Leaf-Peeper Paradise in the Berkshires

Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Monument Mountain Reservation ...
9.6/10 Exceptional! (29 reviews)
"Had a wonderful stay! Excellent communication from the host and Studley was the purfect co-host. If you love cuddly cats and nature, book here!"

Reviewed on Oct 12, 2026

Leaf-Peeper Paradise in the Berkshires
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.

Stay near popular Southfield attractions

Frequently asked questions

Is Southfield worth visiting?
Southfield is worth visiting for its natural beauty and outdoor experiences, with attractions such as Umpachene Falls Park and Suter Farm. Travelers can also explore a variety of dining options, from classic North American dishes to flavorful Italian cuisine.
When is the best time to visit Southfield?
The best time to visit Southfield is from May through September, when the weather is generally pleasant for travelers to enjoy. For fewer crowds and better value, the cooler months of November through February are a good bet, offering a different experience with potentially snowy conditions.
What is Southfield known for?
Southfield is known for Umpachene Falls Park, where travelers can enjoy natural landscapes, and Suter Farm, offering a glimpse into local agriculture. The area also features a North American food culture for visitors to explore.
What is a good itinerary length for Southfield?
A good itinerary length for Southfield is one to two days to explore natural spots like Umpachene Falls Park and Suter Farm. An extended stay of three to four days allows for more relaxed enjoyment of these areas and to experience the local North American, Italian, and Asian dining options.
What are the top things to do in and around Southfield?
In Southfield, travelers can visit Umpachene Falls Park and explore Suter Farm, both offering natural beauty and serene outdoor spaces.
What cuisines can you find in Southfield?
In Southfield you can find Greek cuisine, with dishes like gyros, souvlaki, and moussaka. Travelers also have options for Southern soul food, Italian, and Asian fare including Chinese and Korean. Mexican and Mediterranean dishes are also available, offering a diverse culinary experience.
Can I book a refundable hotel in Southfield?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Southfield by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Southfield with Expedia?
Expedia makes it easier to plan your Southfield trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Southfield?
The best choice depends on your travel style. Hotels in Southfield can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Southfield trip on Expedia?
Once you've booked your Southfield trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Southfield trip?
Expedia offers customer support before, during, and after your Southfield trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Southfield?
If it's your first trip to Southfield, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Southfield hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Southfield hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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