Southfield Vacation Packages

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Your Southfield Vacation

Say goodbye to the hassle of planning and hello to a Southfield vacation package. With the finer details organized before you go, you can focus on discovering every inch of this city, starting with Canann Village Historic District, which is great for dining, culture and shopping. Any trip to Southfield needs a well-crafted itinerary. Fill yours with attractions like Lake Buel, Magnolia Bluffs Casino and Les Trois Emme Winery. Expedia can help you escape the everyday. Tailor your vacation to Southfield to suit your travel style, whatever that may be.

Top Southfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Clocktower Hotel at Century House, Ascend Hotel Collection

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Southfield Hotel Deals

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
The price is CA $172 per night from Jul 30 to Jul 31
CA $172
CA $211 total
Jul 30 - Jul 31
includes taxes & fees
9/10 Wonderful! (681 reviews)
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."

Reviewed on Jul. 24, 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
The price is CA $260 per night from Aug 25 to Aug 26
CA $260
CA $352 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Iconic, comfortable, historic ambiance, convenient location. If you come to the Berkshires you should stay or eat here at least once. Basic room with grandma's attic furniture but with a renovated bathroom. Breakfast and lunch were very good."

Reviewed on Jul. 26, 2025

The Red Lion Inn
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is CA $240 per night from Aug 26 to Aug 27
CA $240
CA $268 total
Aug 26 - Aug 27
includes taxes & fees
8.4/10 Very Good! (448 reviews)
"We actually stayed at the Whitlock. Great location, excellent service, nicely located, walkable to many restaurants and shops, and convenient parking."

Reviewed on Jul. 29, 2025

The Constance by the Lenox Collection
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 vacation package cost?
Offering excellent value package deals from CA $483 on Expedia, you'll be surprised at how little a vacation to Southfield costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Southfield?
You're likely to find lower rates and better availability in January, February and March. Check out our cheap Southfield vacation packages and you could land some great off-season discounts.
How many days is enough for Southfield?
With a well-organized travel plan, you can easily tick off the main Southfield sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Southfield vacation for longer.
How to find the best Southfield package deals?
Begin your search for a Southfield package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Southfield package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Southfield adventure underway.
Is it cheaper to book a Southfield vacation as a package?
You can enjoy significant savings on your next Southfield break by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Southfield?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Southfield trip.
How to plan a trip to Southfield?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to visit Southfield.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Southfield.
  3. Set the duration of your trip: Start by listing all the attractions you want to get to in Southfield. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Southfield vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.