Winterslow Vacation Packages

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Your Winterslow Vacation

The best way to experience this vibrant city is with a custom-made Winterslow vacation package. Base yourself in the neighborhood of Cholderton, which is good for history, nature and families or choose someplace else — our packages are all about you. A trip to Winterslow is a terrific opportunity to take in the sights. Check out renowned attractions like Salisbury Cathedral, Old Sarum and Salisbury Museum. No matter your travel plans or budget, organizing your ultimate tailored Winterslow vacation is easy with Expedia.

Top Winterslow Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bristol Grand Hotel By Sunday

Bristol Grand Hotel By Sunday

4 out of 5
Bristol City Centre
Price was CA $1,558, price is now CA $1,242 per person
CA $1,242
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bristol (BRS)
7.8/10 Good! (1,007 reviews)
Good location. Easy check in Rooms perfectly satisfactory (but a touch dated) Breakfast good It was hot weather during my stay but air conditioning was excellent

Reviewed on Aug. 18, 2025

Bristol Marriott Royal Hotel

Bristol Marriott Royal Hotel

4 out of 5
Bristol Floating Harbour
Price was CA $1,874, price is now CA $1,566 per person
CA $1,566
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bristol (BRS)
9.2/10 Wonderful! (1,131 reviews)
Much to like, but the accessible room was not terribly well designed for an elderly wheelchair user.

Reviewed on Aug. 23, 2025

The Bristol Hotel

The Bristol Hotel

4 out of 5
Bristol City Centre
Price was CA $1,567, price is now CA $1,416 per person
CA $1,416
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bristol (BRS)
9/10 Wonderful! (1,009 reviews)
Lovely staff, nice stay! Super comfy bed and was given complimentary upgrade.

Reviewed on Aug. 25, 2025

Beechfield House Hotel

Beechfield House Hotel

4 out of 5
Price was CA $1,671, price is now CA $1,510 per person
CA $1,510
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bristol (BRS)
9.2/10 Wonderful! (339 reviews)
The grounds of the house is beautiful. We wondered around and even walked through the cornfield. The staff was Excellent and went out of their way for anything we needed. My college student son even took his final online exam in the Library which is over 200 years old and the staff gave him a pitcher of water, cookies and a Good Luck note. Best kept secret in the areas.

Reviewed on Aug. 11, 2025

Beech House

Beech House

4 out of 5
Price was CA $1,475, price is now CA $1,338 per person
CA $1,338
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bristol (BRS)
9.4/10 Exceptional! (168 reviews)
I would stay there again. However it would have been nice to have instructions on how to use the appliances. Had to figure out using chatgbt how to use dishwasher and washer/dryer. Could have had more kitchen garbage bags. There was just the one there and no others.

Reviewed on May 16, 2025

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Winterslow Hotel Deals

The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Sep 7 to Sep 8
CA $145
CA $174 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Clean modern Good location Helpful staff"

Reviewed on Aug. 22, 2025

The Winchester Hotel & Spa
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place, Southampton, England
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Sep 4 to Sep 5
CA $122
CA $146 total
Sep 4 - Sep 5
includes taxes & fees
8.4/10 Very Good! (1,198 reviews)
"Nice and clean, stayed for a night before a cruise departure. Very walkable, ~10 minutes from the bus station."

Reviewed on Aug. 23, 2025

Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road, Southampton, England
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Sep 1 to Sep 2
CA $161
CA $194 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,593 reviews)
"The room as fine. Terrible view of a tar roof. Not a good value for the cost."

Reviewed on Aug. 24, 2025

Leonardo Royal Southampton Grand Harbour
See all 1,509 properties in Winterslow
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.
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Discover the most popular places to visit in Winterslow

Stonehenge featuring heritage elements

Stonehenge

4.5/5(66 reviews)

This powerful prehistoric structure is one of England’s most visited monuments and an important UNESCO World Heritage Site.

Stonehenge
Salisbury Cathedral which includes religious aspects and a church or cathedral

Salisbury Cathedral

5/5(21 reviews)

Climb to the top of the country’s tallest spire and check the time on the hands of a 14th-century clock.

Salisbury Cathedral
Old Sarum showing a ruin and heritage elements

Old Sarum

4.5/5(10 reviews)

Climb to the top of this Iron Age hilltop monument and cross the wooden bridge to see a castle built by William the Conqueror.

Old Sarum

What to do in Winterslow

Roman Bath & Ancient Stonehenge Full-Day Tour

Roman Bath & Ancient Stonehenge Full-Day Tour

CA $142
per adult
90% of travellers recommend
Roman Bath & Ancient Stonehenge Full-Day Tour
The mysterious pre-historic stones of Stonehenge

Small Group Stonehenge, Bath and Secret Place Tour from London

CA $282
per adult
98% of travellers recommend
Small Group Stonehenge, Bath and Secret Place Tour from London
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

CA $244
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
See all activities in Winterslow

Frequently asked questions

How much does a Winterslow vacation package cost?
Offering great value package deals from CA $1,242 on Expedia, you'll be thrilled with how little a vacation to Winterslow costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Winterslow?
To pick up cheap Winterslow vacation packages, organize your getaway outside of peak times such as public holidays. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Winterslow?
Usually, a handful of days is ideal for a Winterslow vacation. With a well-planned itinerary, you can check out all the leading attractions like Boscombe Down Aviation Collection, as well as explore some hidden gems along the way.
How to find the best Winterslow package deals?
Use Expedia's filter tool to find some fabulous Winterslow package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Winterslow package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Winterslow vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Winterslow vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Winterslow?
If you're planning an impromptu Winterslow trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Winterslow?

  1. Choose when to go: Check your calendar and get packing. Your favourite time of year and the activities on offer will also help you decide when to visit Winterslow.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will likely be the largest expense during your trip to Winterslow.
  3. Decide how long to go for: Now that you're up to speed on Winterslow, you can work out the ideal length of your vacation. Create a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the right Winterslow 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.