Rochester Vacation Packages

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Your Rochester Vacation

The exciting city of Rochester is calling. Immerse yourself in everything it has to offer with a Rochester vacation package that's customized to you. Want some sightseeing ideas for your trip to Rochester? Little Pico Mountain and White River Golf Club are two leading attractions here. Expedia has what you need to escape the everyday. Tailor your vacation to Rochester to match your travel style, whatever that may look like.

Top Rochester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.6/10 Excellent! (1,000 reviews)
Great little place. Very friendly and clean.

Reviewed on Jul. 31, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Views were spectacular

Reviewed on Jul. 16, 2025

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.6/10 Excellent! (74 reviews)
Nice, clean room in prime location

Reviewed on Mar. 15, 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (39 reviews)
The customer service was excellent!

Reviewed on Jul. 14, 2025

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (847 reviews)
Great place to stay, so close to the mountain, rode my bike all weekend. Clean comfortable room and the staff treated us like family. Highly recommended. Thanks!

Reviewed on Aug. 6, 2025

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Rochester Hotel Deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $563 per night from Sep 1 to Sep 2
CA $563
CA $680 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (530 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on Jul. 30, 2025

Woodstock Inn & Resort
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 17 to Aug 18
CA $196
CA $216 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"was quite a unique & comforting hotel!"

Reviewed on Aug. 3, 2025

Middlebury Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
8.6/10 Excellent! (793 reviews)
"Beautiful pet friendly place in the heart of Woodstock Village. Scenery is lovely, soothing and plenty to do. Can walk to things, bike or hike."

Reviewed on Aug. 1, 2025

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The Shire Woodstock
See all 2,025 properties in Rochester
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 Rochester vacation package cost?
You can pick up a vacation package to this top destination from CA $1,239 on Expedia. But how much your vacation to Rochester costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Rochester?
If you're looking to snag a cheap Rochester vacation package, consider travelling in January, February and March. You'll typically find better rates on accommodations and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Rochester?
With a well-organized schedule, you can easily tick off the top Rochester attractions in a handful of days. But if you want to discover lesser-known spots or go on day tours, think about booking your Rochester vacation for longer.
How to find the best Rochester package deals?
Use Expedia's filters to help you find some of the best Rochester package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Rochester package deals in the low season. Play around with your travel dates and you may land 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 Rochester vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Rochester vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rochester?
If you're planning an impromptu Rochester getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Rochester?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Rochester.
  2. Set a budget: Factor in costs such as food, flights and transportation when calculating how much to put aside for your trip to Rochester. Then, choose a property that works with your budget, whether that's a low-cost option or a deluxe getaway.
  3. Decide your trip length: Think about how long you want to spend discovering Rochester. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Rochester 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.