Southfield Holidays

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Top hotels in Southfield

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 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 8 Sept to 9 Sept
S$158
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (688 reviews)
"The property is great! Lots of amenities and family friendly. We enjoyed Jorge at the resort bar! His service was top notch. Check in was slow and when we added an additional night, the front desk neglected to reset our room keys so when we returned to our room after being at the pool all day, we ..."

Reviewed on 6 Aug, 2025

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

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$319 per night from 13 Aug to 14 Aug
S$319
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Food was great!"

Reviewed on 1 Aug, 2025

The Red Lion Inn
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 2 Sept to 3 Sept
S$133
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Nice motel in the city center"

Reviewed on 6 Aug, 2025

Quality Inn
See all 1,061 properties in Southfield
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.

Frequently asked questions

How much does a Southfield holiday package cost?
You'll find cheap prices on Expedia for your Southfield escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Southfield costs.
What are the cheapest months to go to Southfield?
You're likely to find lower rates and greater availability in January, February and March. Take a look at our cheap Southfield holiday packages and you could get some great off-season deals.
How many days is enough for Southfield?
With a well-planned itinerary, you can easily visit the top Southfield attractions in a handful of days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Southfield holiday for longer.
How to find the best Southfield package deals?
Finding a cheap Southfield package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Southfield package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Southfield holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can personalise your Southfield trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Southfield?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Southfield adventure.
How to plan a trip to Southfield?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Southfield.
  2. Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Southfield.
  3. Decide how long to go for: Now that you're more familiar with Southfield, you can figure out the perfect length of your holiday. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Southfield holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.