South Hampton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your South Hampton Vacation

Our South Hampton vacation packages give you countless opportunities to discover new sights, sounds and sensations. And with all your travel plans worked out, you can chill out and enjoy your city break without a care in the world. If a sightseeing tour is part of the program during your trip to South Hampton, check out popular attractions like Maudslay State Park, Lowells Boat Shop and Amesbury Sports Park. Don't delay exploring this city any longer. The ultimate South Hampton vacation is only a few clicks away with Expedia.

Top South Hampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,530, price is now CA $963 per person
CA $963
per person
Jan 29 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,397, price is now CA $1,548 per person
CA $1,548
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)
The best location and the beat service! The best swimming pool

Reviewed on Nov 9, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,234, price is now CA $1,488 per person
CA $1,488
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
Amazing hotel Great rooms and helpful, professional staff. Couldn’t fault it.

Reviewed on Nov 8, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $1,789, price is now CA $1,298 per person
CA $1,298
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)
Beautiful hotel and the staff was wonderful. They gave us a corner room with a great view of the city. The room was spacious with a comfortable seating area.

Reviewed on Nov 7, 2026

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was CA $1,566, price is now CA $1,179 per person
CA $1,179
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (4,278 reviews)

Ready to book your vacation to South Hampton?

 

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South Hampton Hotel Deals

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Nov 22 to Nov 23
CA $131
CA $146 total
Nov 22 - Nov 23
includes taxes & fees
8.2/10 Very good! (2,605 reviews)
"this place is 100/10 the beds are comfortable the place is clean and the over all atmosphere is welcoming and warming i definitely would stay there again in the future"

Reviewed on Nov 8, 2026

DoubleTree by Hilton Boston North Shore
Methuen Inn and Conference Center

Methuen Inn and Conference Center

2.5 out of 5
159 Pelham Street Methuen MA
Fully refundable
The price is CA $108 per night from Dec 10 to Dec 11
CA $108
CA $120 total
Dec 10 - Dec 11
includes taxes & fees
Methuen Inn and Conference Center
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Nov 10 to Nov 11
CA $184
CA $238 total
Nov 10 - Nov 11
includes taxes & fees
Ashworth by the Sea
See all 1,333 properties in South Hampton
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a South Hampton vacation package cost?
Offering excellent value package deals from CA $963 on Expedia, you'll be thrilled with how little a vacation to South Hampton costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to South Hampton?
You can usually find lower prices and better availability in January, February and March. Explore our cheap South Hampton vacation packages and you could score some great off-season discounts.
How many days is enough for South Hampton?
Generally, a handful of days is enough to tick off the major sights during your South Hampton vacation. But if you want to have time to kick back or take day tours, consider extending your trip.
How to find the best South Hampton package deals?
Landing a cheap South Hampton package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical South Hampton package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a South Hampton vacation as a package?
You can enjoy significant savings on your next South Hampton break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to South Hampton?
If you have your South Hampton vacation dates finalized, book as soon as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to South Hampton?

  1. Choose when to go: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to visit South Hampton.
  2. Set your budget: Consider costs like flights, meals and transportation when working out how much to put aside for your trip to South Hampton. Then, pick a property that suits your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering South Hampton. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, book the ideal South Hampton vacation package for you.

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