Southampton Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Southampton Vacation

Our Southampton vacation packages give you the power to customize your own adventure. Tailor your journey to your needs and interests and make every moment count in this lively city. A trip to Southampton is a terrific opportunity to go sightseeing. Be sure to look around big-name attractions such as Mount Tom, Little Tom Mountain and Wistariahurst Museum. Browse Expedia's extensive range of travel options and start planning your ultimate vacation to Southampton today.

Ready to book your vacation to Southampton?

 

Choose your dates

Southampton Hotel Deals

MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is CA $193 per night from Jan. 23 to Jan. 24
CA $193
CA $251 total
includes taxes & fees
Jan 23 - Jan 24
8.8/10 Excellent! (1,268 reviews)
Great getaway
"There for New Years, Great time, hotel was great and Service both at hotel and the casino were amazing"

Reviewed on Jan. 6, 2025

MGM Springfield
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
The price is CA $177 per night from Feb. 2 to Feb. 3
CA $177
CA $204 total
includes taxes & fees
Feb 2 - Feb 3
9.2/10 Wonderful! (2,345 reviews)
"All Staff Excellent from front desk to breakfast crew to housekeeping!!"

Reviewed on Jan. 9, 2025

D. Hotel Suites & Spa
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
2 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Jan. 31 to Feb. 1
CA $100
CA $115 total
includes taxes & fees
Jan 31 - Feb 1
6.6/10 (1,363 reviews)
"Great property!"

Reviewed on Jan. 6, 2025

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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 Southampton vacation package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation to Southampton costs! Expedia’s packages make travel planning easier and save you more.
What are the cheapest months to go to Southampton?
If you’d like to snag a cheap Southampton vacation package, consider traveling in January, February and November. You’ll generally find lower rates on accommodations and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Southampton?
Usually, a handful of days is enough to check out the top attractions during your Southampton vacation. However, if you want to have more time to kick back or go on day trips, consider extending your itinerary.
How to find the best Southampton package deals?
Finding a cheap Southampton package deal is a cinch with Expedia. Once you’ve entered your destination and preferred dates under our “Packages” tab, set your budget range, apply a few filters and see what’s available. You can fine-tune your search by “Amenities,” “Property type,” “Popular locations” and more. Order the results by “Price: low to high” to discover the most economical Southampton package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Southampton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You’ll usually land a better deal than booking each component individually. And you’ll still get the flexibility to create a personalized Southampton vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Southampton?
If you’re planning a spur-of-the-moment Southampton getaway, check out our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Southampton?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Southampton.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to set aside for your trip to Southampton. Then, select a property that fits your budget, whether that’s an affordable stay or a high-end getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you’d like to experience in Southampton. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that’s left is to pick a Southampton vacation 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.