Leicester Vacations from $505

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Your Leicester Vacation

Our vacation packages to Leicester provide endless opportunities to immerse yourself in new sights, sounds and sensations. And with all of the travel arrangements taken care of, you can kick back and enjoy your city adventure in the way that you deserve. Every trip to Leicester needs a well-planned itinerary. Fill yours with major attractions like Brandon Music, Otter Creek and Neshobe River Winery. Expedia can help you escape your routine. Tailor your vacation to Leicester to suit your travel style, whatever that may be.

The Latest Leicester vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $559, price is now $505 per person
$505
per person
Jan 20 - Jan 22
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
8.8/10 Excellent! (1,002 reviews)
I liked the suite, very rustic and clean

Reviewed on Oct 23, 2025

Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2 out of 5
Save 100% on your flight
Price was $5,032, price is now $4,096 per person
$4,096
per person
Dec 28 - Jan 1
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Rutland (RUT)
No reviews
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $618, price is now $538 per person
$538
per person
Jan 20 - Jan 22
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9.2/10 Wonderful! (941 reviews)
The front desk staff are patient and enthusiastic.

Reviewed on Nov 24, 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $906, price is now $812 per person
$812
per person
Jan 20 - Jan 22
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9/10 Wonderful! (53 reviews)
Arrived after dark. Didn’t know where to park. Very secluded. Outside light would not stay lit. Upstairs needs attention.

Reviewed on Oct 27, 2025

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $757, price is now $688 per person
$688
per person
Jan 20 - Jan 22
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
No reviews
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Discover the most popular places to visit in Leicester

Brandon Museum

4.5/5(2 reviews)

You can spend an afternoon studying the exhibits at Brandon Museum during your trip to Brandon. Discover the mountain views while you're in the area.

Brandon Museum

Otter Creek

4.5/5(4 reviews)

Commune with nature and explore the great outdoors at Otter Creek during your travels in Brandon. Discover the mountain views while you're in the area.

Otter Creek

Brandon Music

5/5(1 review)

You can spend an afternoon studying the exhibits at Brandon Music during your travels in Brandon. Discover the mountain views while you're in the area.

Brandon Music

Leicester Hotel Deals

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester VT
$136 nightly
The price is $152 total per night from Nov 30 to Dec 1
$152 total
Nov 30 - Dec 1
Total with taxes and fees
10/10 Exceptional! (65 reviews)
Great place to stay for a Vermont getaway!

Reviewed on Oct 12, 2025

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Dec 10 to Dec 11
$128 total
Dec 10 - Dec 11
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
The breakfast menu was a highlight. It was very exciting to see that there were waffle makers. Parking definitely felt safe, but it was not very easy. The room was clean. The staff was super friendly and helpful. There are snacks in the lobby. They have bubblers for regular water and lemon water ...

Reviewed on Nov 21, 2025

Comfort Inn Rutland - Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Dec 1 to Dec 2
$138 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,013 reviews)
Staff and location were great.

Reviewed on Nov 24, 2025

Middlebury Inn
See all 662 properties in Leicester
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.

Find the Best Leicester Vacation Packages

Leicester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
1,100
Top Sights
Neshobe River Winery, Brandon Museum and Otter Valley Winery

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Frequently asked questions

How much does a Leicester vacation package cost?
Offering great value package deals from $505 on Expedia, you'll be surprised at how little a vacation to Leicester costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Leicester?
You're likely to find reduced prices and better availability in September, October and December. Check out our cheap Leicester vacation packages and you could get some great off-season discounts.
How many days is enough for Leicester?
Typically, a handful of days is enough to visit the major sights during your Leicester vacation. But if you'd like to have more time to relax or go on day tours, think about extending your trip.
How to find the best Leicester package deals?
Landing a cheap Leicester package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Leicester package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Leicester vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Leicester vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Leicester?
If you're considering a spontaneous Leicester getaway, check out 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 score amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Leicester vacation packages?
Set off on your dream trip to Leicester with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.