Southampton Vacation Packages 2026/2026

Top Southampton hotels deals

Candlewood Suites Windsor Locks Bradley Arpt by IHG

149 Ella Grasso Turnpike Windsor Locks CT

Free Cancellation

$83 nightly

$95 total

Dec 22 - Dec 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.

Free airport shuttle

Pet friendly

MGM Springfield

One MGM Way Springfield MA

$169 nightly

$192 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Pet friendly

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

185 Ella Grasso Turnpike Windsor Locks CT

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$75 total

Dec 25 - Dec 26

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the free area shuttle, free grocery shopping service, and express check-in.

Breakfast included

Free airport shuttle

Motel 6 Windsor Locks, CT - Hartford

3 National Dr Windsor Locks CT

Free Cancellation

Reserve now, pay when you stay

$68 nightly

$78 total

Dec 31 - Jan 1, 2026

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A snack bar/deli is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$117 total

Dec 28 - Dec 29

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pool

Hot Tub

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street Springfield MA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$125 total

Dec 9 - Dec 10

Total with taxes and fees

This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and onsite laundry facilities. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.

Pool

Breakfast included

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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.

Popular places to visit

Southampton Town Hall

After visiting Southampton Town Hall, make a plan to see the other sights and activities in Southampton. Make some time to visit the shops while you're in the area.

Pulaski Park

Explore the great outdoors at Pulaski Park, a lovely green space in Southampton. Make some time to visit the shops while you're in the area.

Edwards Public Library

Edwards Public Library is just one of the places to see in Southampton, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

Frequently asked questions

How much are vacation packages to Southampton?

Prepare to be surprised — you can recharge your batteries in Southampton for as low as . Here at Travelocity, we save you money and time with our awesome vacation packages. With flights, hotels and experiences all ready to go at our one-stop shop, what's holding you back?

Where can I get the best vacation package deals for Southampton?

Travelocity is where to go to score an incredible Southampton package deal. Take your pick of 400 partner airlines and 1,000,000 properties all over the world and create a vacation package that suits your style. With so many options at hand, it's time to start booking your next big adventure.

Why should I purchase my Southampton vacation bundle with Travelocity?

Whether you're in search of the ultimate unplugged escape or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to comb through hundreds of different websites looking for the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our team of customer service experts are available 24/7 should you need anything at all.

Can I save on my Southampton car rental if I combine it with a hotel or flight?

You certainly can — combine your car, flight and hotel into a Southampton vacation package and you can save a handsome sum. With so many things to do in the Southampton area, having your own wheels will make exploring a joy. Once you've settled into the driver's seat, turn up the stereo and head to Times Square, a top attraction roughly 120 mi from Southampton.

Which airport is best for Southampton?

One option is Bradley Intl. Airport (BDL). From here, you'll need to head north for 20 mi to reach the heart of Southampton. Another convenient choice is Hartford, CT (HFD-Hartford - Brainard), which is 35 mi away from central Southampton.

Where should I stay when visiting Southampton?

Many travelers check in to the Cute Home! Bike Trail Access. It's an excellent base for your Southampton getaway.