Sherman Vacation Packages

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Top Sherman Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $882, price is now CA $560 per person
CA $560
per person
Oct 7 - Oct 9
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,783, price is now CA $3,371 per person
CA $3,371
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was CA $5,106, price is now CA $3,061 per person
CA $3,061
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
No reviews
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was CA $1,619, price is now CA $1,001 per person
CA $1,001
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,915 reviews)
The only problem I had with this hotel was that at check-in, a black woman, a bit rude because I didn't want to pay for the upgrade she was offering, assigned me a room (1460) with a view that was worse than terrible. I immediately went down to the front desk to complain, and a very kind gentleman assisted me. He understood the situation and moved me to an excellent room (3509) with a partial view of Times Square.

Reviewed on Aug. 20, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was CA $2,164, price is now CA $1,415 per person
CA $1,415
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,951 reviews)
We had a comfy stay!

Reviewed on Aug. 18, 2025

Ready to book your vacation to Sherman?

 

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Sherman Hotel Deals

Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Sep 7 to Sep 8
CA $129
CA $148 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"I already gave a review. It was clean and safe and staff was polite and helpful. I would definitely stay here again"

Reviewed on Aug. 20, 2025

Wyndham Southbury
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Sep 7 to Sep 8
CA $145
CA $167 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Property was clean and quiet. Staff were friendly and helpful. Close to Danbury Shopping Mall and so close to freeway. Pool was lovely, although a little deep for young kiddies. Loved this hotel"

Reviewed on Aug. 17, 2025

Ethan Allen Hotel
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Aug 31 to Sep 1
CA $212
CA $244 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Excellent property with great restaurant"

Reviewed on Aug. 18, 2025

Hotel Zero Degrees Danbury
See all 693 properties in Sherman
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
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Family Vacations
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Frequently asked questions

How much does a Sherman vacation package cost?
You can pick up a vacation package to this destination from CA $560 on Expedia. But how much your vacation to Sherman costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Sherman?
January, February and March are great times to search for cheap Sherman vacation packages. Choosing to travel in quieter periods means you can generally find better prices on hotels and flights.
How many days is enough for Sherman?
With a well-planned itinerary, you can easily visit the main Sherman sights in a few days. But if you want to discover hidden spots or take day trips, think about booking your Sherman vacation for longer.
How to find the best Sherman package deals?
Use Expedia's filters to find some unbeatable Sherman package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Sherman package deals in the off-season. Switch up 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 Sherman vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Sherman getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Sherman?
If you're considering an impromptu Sherman trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Sherman?

  1. Pick your travel dates: What you'd like to do in Sherman and your preferred season can help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Sherman.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Sherman. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, book the ideal Sherman 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.