---
title: "Southampton Vacation Packages & Trips 2026 from CA $847 | Expedia"
description: "FREE cancellation on select hotels Bundle Southampton flight and hotel to build your own Southampton vacation package & you can 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of Southampton holiday trips & travel deals."
canonical: "https://www.expedia.ca/Southampton.d6005419.Destination-Travel-Guides"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T20:43:03Z
---

# Southampton Vacation Packages
![A mountainous landscape with autumn foliage.](https://images.trvl-media.com/place/6005419/6a103a6f-89a3-45b3-a375-ee4504b0214b.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

## 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 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](https://www.expedia.ca/Mount-Tom-Easthampton.d6070297.Vacation-Attraction), [Little Tom Mountain](https://www.expedia.ca/Little-Tom-Mountain-Holyoke.d553248621532666621.Vacation-Attraction) and [Wistariahurst Museum](https://www.expedia.ca/Wistariahurst-Museum-Holyoke.d6070323.Vacation-Attraction). Browse Expedia's extensive range of travel options and start planning your ultimate vacation to Southampton today.

## Top Southampton vacation deals

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A sign for Enfield Inn with a yellow and black logo, surrounded by a landscaped area with flowers and a fire hydrant.](https://images.trvl-media.com/lodging/1000000/450000/440400/440316/fc12a3af.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A hotel room with a bed, two bedside lamps, a nightstand with a telephone, and two framed pictures on the wall.](https://images.trvl-media.com/lodging/1000000/450000/440400/440316/0899c2e4.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 1 - Jan 4**

### [Enfield Inn + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=440316&dealMarker=&paandie=true&cabinClass=e)
Enfield
3 nights

**7.4/10** \- Good (438 reviews)
"Steep stairs. No coffee makers in room. No coffee available at all."
Reviewed October 13, 2026
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
[~~CA $908~~](https://www.expedia.ca/)

**CA $847**
per traveller
found 21 hours ago
- ![An outdoor dining area with tables set for two, wooden beams, and hanging light fixtures.](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/1f7f2991.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A bar area with a long counter, multiple stools, and a variety of bottles and glasses.](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/e95e3d06.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 16 - Dec 18**

### [Delamar West Hartford + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-16/2026-12-18/?FromAirport=YTO&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18166744&dealMarker=&paandie=true&cabinClass=e)
West Hartford
2 nights

**9.8/10** \- Exceptional (1,001 reviews)
Roundtrip • Toronto (YTO) - Hartford (BDL)
YYZ - BDL • 1 stop BDL - YYZ • 1 stop
[~~CA $1,567~~](https://www.expedia.ca/)

**CA $1,365**
per traveller
found 1 day ago
- ![A hotel room with a large window, a flat-screen TV, red upholstered chairs, a glass coffee table, and a patterned carpet.](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A spacious dining area with high ceilings and large windows, featuring red upholstered chairs and a glass-top table.](https://images.trvl-media.com/lodging/1000000/20000/17600/17518/85ecfd7b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 1 - Jan 4**

### [Days Inn by Wyndham Windsor Locks / Bradley Intl Airport + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17518&dealMarker=&paandie=true&cabinClass=e)
Windsor Locks
3 nights

**6.8/10** \- (1,914 reviews)
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
[~~CA $992~~](https://www.expedia.ca/)

**CA $884**
per traveller
found 21 hours ago
- ![A motel sign with a large number '6' and 'Wi-Fi here' indicating the motel's name and amenities.](https://images.trvl-media.com/lodging/1000000/1000000/996400/996399/0b301f31.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A reception area with a counter, a coffee machine, and a potted plant.](https://images.trvl-media.com/lodging/1000000/1000000/996400/996399/d5bc8f36.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 1 - Jan 4**

### [Motel 6 Windsor Locks, CT - Hartford + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=996399&dealMarker=&paandie=true&cabinClass=e)
Windsor Locks
3 nights

**7.0/10** \- Good (1,000 reviews)
"Checked out early cause I kept seeing roaches it was even one in the bed crawling on me when I laid down. Rooms were clean, amenities were working fine as well, the roaches were my only downside so I had to check out early. Hopefully I get my deposit back. Nice staff and nice motel, just need to exterminate lol"
Reviewed November 12, 2026
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
[~~CA $1,001~~](https://www.expedia.ca/)

**CA $916**
per traveller
found 21 hours ago
- ![A hotel dining area with a buffet setup, wooden cabinets, and red upholstered chairs.](https://images.trvl-media.com/lodging/6000000/5770000/5767400/5767371/6bb04d9e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A lobby with a fireplace, seating area, and a reception desk.](https://images.trvl-media.com/lodging/6000000/5770000/5767400/5767371/59b36589.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 1 - Jan 4**

### [Comfort Inn & Suites Meriden East + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5767371&dealMarker=&paandie=true&cabinClass=e)
Meriden
3 nights

**7.2/10** \- Good (1,002 reviews)
Roundtrip • Halifax (YHZ) - Hartford (BDL)
YHZ - LGA • 1 stop LGA - YHZ • 1 stop
[~~CA $1,010~~](https://www.expedia.ca/)

**CA $929**
per traveller
found 21 hours ago

## Discover the most popular places to visit in Southampton

### 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909391829263290368)

### Southampton Center Historic District

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909389908077346816)

### 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909390051566596096)

### Conant Park

After visiting Conant Park, 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909393927757467648)

### 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=909393785564291072)

### Lizzie Mountain

Commune with nature and explore the great outdoors at Lizzie Mountain during your travels in Montgomery.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=1032041662523772928)

## Southampton Hotel Deals

### [Fairfield Inn & Suites Springfield Holyoke](https://www.expedia.ca/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-Holyoke.h15914307.Hotel-Information)

![A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914307/2a79c048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 229 Whiting Farms Road, Holyoke, MA, 01040, US
- Location: 9.5 km from Southampton
- Star rating: 3/5
- Guest rating: 9.2/10 (Wonderful, 710 reviews)
- Price: CA $178, CA $199 total, includes taxes & fees, Dec 9 - Dec 10
- Review: NA

### [D. Hotel Suites & Spa](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![An outdoor patio with white chairs and tables, a central fire feature, and string lights.](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1 Country Club Rd, Holyoke, MA, 01040, US
- Location: 11.4 km from Southampton
- Star rating: 3/5
- Guest rating: 9.2/10 (Wonderful, 2068 reviews)
- Price: CA $168, CA $197 total, includes taxes & fees, Dec 1 - Dec 2
- Review: Loved the fireplace in the room.

### [Homewood Suites by Hilton Holyoke-Springfield/North](https://www.expedia.ca/Springfield-Hotels-Homewood-Suites-By-Hilton-Holyoke-SpringfieldNorth.h1427786.Hotel-Information)

![An outdoor patio area with a pergola, seating, and a barbecue station.](https://images.trvl-media.com/lodging/2000000/1430000/1427800/1427786/3b15c6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 375 Whitney Ave, Holyoke, MA, 01040, US
- Location: 9.8 km from Southampton
- Star rating: 3/5
- Guest rating: 9/10 (Wonderful, 1001 reviews)
- Price: CA $221, CA $247 total, includes taxes & fees, Dec 11 - Dec 12

### [Tru by Hilton Chicopee Springfield](https://www.expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

![An outdoor seating area with tables and chairs, a sofa, and a large window with various text and graphics.](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/06e50328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 440 Memorial Dr, Chicopee, MA, 01020, US
- Location: 14.1 km from Southampton
- Star rating: 2.5/5
- Guest rating: 9/10 (Wonderful, 1002 reviews)
- Price: CA $156, CA $177 total, includes taxes & fees, Dec 1 - Dec 2

### [Hampton Inn Westfield](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information)

![A hotel lobby with a reception desk, seating area, and a dining section.](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/de0e751f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 39 Southampton Rd, Westfield, MA, 01085, US
- Location: 9.7 km from Southampton
- Star rating: 2.5/5
- Guest rating: 8.4/10 (Very good, 936 reviews)
- Price: CA $169, CA $189 total, includes taxes & fees, Dec 13 - Dec 14

### [Hotel Northampton](https://www.expedia.ca/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information)

![A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/73ad73a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 36 King Street, Northampton, MA, 01060, US
- Location: 13 km from Southampton
- Star rating: 3.5/5
- Guest rating: 9.2/10 (Wonderful, 1002 reviews)
- Price: CA $268, CA $300 total, includes taxes & fees, Nov 27 - Nov 28
- Review: Great spot. Close to everything downtown. I was there to see a show at the acadamy of music so it was a very convenient location.

### [MGM Springfield](https://www.expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information)

![A modern bar area with leather seating, chandeliers, and a bar counter.](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/ce9b3f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: One MGM Way, Springfield, MA, 01103, US
- Location: 18.6 km from Southampton
- Star rating: 4/5
- Guest rating: 9/10 (Wonderful, 1551 reviews)
- Price: CA $181, CA $237 total, includes taxes & fees, Nov 24 - Nov 25
- Review: Casino was fun bartenders were fun room was excellent except not super soundproof… only major downside is spa wasn’t open and most restaurants aren’t open during the week. Went off property instead.

### [The Ellery](https://www.expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information)

![A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/143e42a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 259 Elm Street, Northampton, MA, 01060, US
- Location: 12.6 km from Southampton
- Star rating: 3.5/5
- Guest rating: 9.4/10 (Exceptional, 1002 reviews)
- Price: CA $144, CA $161 total, includes taxes & fees, Dec 9 - Dec 10
- Review: We booked two rooms for two nights and they were both neat and clean. The beds were very comfortable, and the staff was so friendly and welcoming. Would highly recommend staying at this property!

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.

[See all properties in Southampton](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=6005419&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does a Southampton vacation package cost?

You'll find cheap prices from CA $847 on Expedia for your Southampton getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Southampton costs.

### What are the cheapest months to go to Southampton?

If you're looking to score a cheap Southampton vacation package, consider planning a trip in January, February and November. You'll generally find lower prices on flights and accommodations during these months — perfect for a budget-friendly getaway.

### How many days is enough for Southampton?

Generally, a handful of days is enough to tick off the top sights during your Southampton vacation. But if you prefer to have some time to unwind or go on day tours, think about extending your trip.

### How to find the best Southampton package deals?

Use Expedia's handy filters to help you find some unbeatable Southampton package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Southampton package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.

### Is it cheaper to book a Southampton vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Southampton vacation by choosing your preferred type of stay, airline and car class.

### When to book a vacation package to Southampton?

If you've got your Southampton vacation dates locked in, book as soon as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.

### How to plan a trip to Southampton?

1. Pick your dates: The things you plan to do in Southampton and your preferred season can help you decide when to get away.
2. Set your budget: Consider costs such as flights, food and transportation when working out how much to set aside for your trip to Southampton. Then, pick a property that matches your budget, whether that's an economical stay or a high-end getaway.
3. Work out your trip length: Consider how long you want to spend exploring Southampton. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
4. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the right Southampton 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.

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