Stockbridge Vacations from $540

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Your Stockbridge Vacation

Select a Stockbridge vacation package and focus on what matters — having some fun. No more planning hassles, just a lot more time to savor the best parts of this fascinating city, such as its rich history and cultural experiences. If a sightseeing tour is on the agenda during your trip to Stockbridge, check out big attractions like Mottisfront Abbey and Gardens, Danebury Iron Age Hillfort and Museum of Army Flying. Your ultimate Stockbridge vacation is clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Stockbridge vacation packages

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

Woodlands Lodge Hotel

3 out of 5
Price was $644, price is now $540 per person
$540
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
8.8/10 Excellent! (281 reviews)
A late arrival and early departure. Thank you.

Reviewed on Sep 29, 2025

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Save 100% on your flight
Price was $1,766, price is now $1,390 per person
$1,390
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
7.4/10 Good! (1,006 reviews)
Last minute booking as we decided to stay overnight instead of heading home. Reception were a bit rude as we asked if the rooms would come down in price as it was gone 3pm, they suggested we sleep in the basement with the bikes. We booked through Expedia for a reduced price. loud thumping music for a few hours which went on until very late. Maybe a nightclub or venue nearby? We will not use this hotel again.

Reviewed on Sep 28, 2025

Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $660, price is now $549 per person
$549
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
7.6/10 Good! (259 reviews)
Better lighting in car park when it's dark. Difficult to see where the disabled spaces are

Reviewed on Sep 15, 2025

room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
Southampton City Centre
Price was $681, price is now $573 per person
$573
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
9.4/10 Exceptional! (1,101 reviews)
Great stay! Room was quiet, clean and well stocked. Loved the restaurant downstairs!

Reviewed on Sep 30, 2025

Audleys Wood Hotel

Audleys Wood Hotel

4 out of 5
Price was $1,129, price is now $1,015 per person
$1,015
per person
Dec 26 - Dec 30
found 20 hours ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
9.2/10 Wonderful! (429 reviews)
Absolutely beautiful spot - absolutely!!

Reviewed on Aug 22, 2025

Don't see what you're looking for?
See all available trips from Columbus to Stockbridge
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Discover the most popular places to visit in Stockbridge

Danebury Iron Age Hillfort

Explore the great outdoors at Danebury Iron Age Hillfort, a lovely green space in Stockbridge. Check out the stunning cathedral and top-notch restaurants in this relaxing area.

Danebury Iron Age Hillfort

Museum of Army Flying

You can spend an afternoon exploring the galleries in Museum of Army Flying during your trip to Stockbridge. Stroll along the riverfront or visit the stunning cathedral in this relaxing area.

Museum of Army Flying

What to do in Stockbridge

Windsor Castle, Stonehenge & Bath Full-Day Tour

Windsor Castle, Stonehenge & Bath Day Tour with Expert Guide

$143
per adult
Windsor Castle, Stonehenge & Bath Day Tour with Expert Guide
Courtesy of English Heritage

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

$272
per adult
88% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
From Birmingham Stonehenge and Bath Day Tour

From Birmingham Stonehenge and Bath Day Tour

$109
per adult
From Birmingham Stonehenge and Bath Day Tour
See all activities in Stockbridge

Stockbridge Hotel Deals

The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
$111 nightly
The price is $133 total per night from Oct 5 to Oct 6
$133 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,015 reviews)
"The room was nice if somewhat dark - dark wallpaper and dark furniture. The bathroom had a big shower but signs of mould in places. Sadly the shower didn’t work brilliantly, changing pressure and temperature. The spa was great had a fabulous massage."

Reviewed on Sep 28, 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
$71 nightly
The price is $85 total per night from Oct 16 to Oct 17
$85 total
Oct 16 - Oct 17
Total with taxes and fees
8.4/10 Very Good! (1,207 reviews)
"Safe and quiet, walkable."

Reviewed on Sep 20, 2025

Leonardo Hotel Southampton
Moxy Southampton

Moxy Southampton

3 out of 5
Harbour Parade, Southampton, England
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $90 total per night from Oct 26 to Oct 27
$90 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,018 reviews)
"Everything was clean however a strange odor in restroom."

Reviewed on Sep 28, 2025

Moxy Southampton
See all 1,943 properties in Stockbridge
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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Frequently asked questions

How much does a Stockbridge vacation package cost?
You can grab a vacation package to this top destination from $540 on Expedia. However, how much your vacation to Stockbridge costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Stockbridge?
If you're hoping to score a cheap Stockbridge vacation package, consider planning a trip in May, July and December. You'll generally find better prices on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Stockbridge?
Generally, a handful of days is enough to visit the top attractions during your Stockbridge vacation. But if you'd like to have more time to unwind or take day trips, think about extending your trip.
How to find the best Stockbridge package deals?
Begin your search for a Stockbridge package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Stockbridge package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Stockbridge escape off to a flying start.
Is it cheaper to book a Stockbridge vacation as a package?
You can enjoy significant savings on your Stockbridge break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat 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 Stockbridge?
If you have your Stockbridge travel dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Stockbridge?

  1. Pick your dates: The things you want to do in Stockbridge and your preferred season will help you decide when to go.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Stockbridge. Then, pick a hotel that matches your budget, whether that's an affordable option or a high-end retreat.
  3. Use our trip planning tool to discover Stockbridge: Research every aspect of your trip to Stockbridge with this handy planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by listing all the activities and attractions you want to experience in Stockbridge. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Stockbridge vacation package for you.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the best Stockbridge has to offer. Find all the exciting things to do in Stockbridge with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Stockbridge vacation packages?
Your Stockbridge getaway should be a relaxing escape from your daily routine, not a reason for money worries. So to allow you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.