Castleton Vacation Packages

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Your Castleton Vacation

Our vacation packages to Castleton let you create your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this fantastic city. Lake Bomoseen, Castleton University and Bomoseen State Park are just a few of the many sights you'll want to check out during your trip to Castleton. Your ultimate Castleton vacation is just clicks away. Browse hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.

Top Castleton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.4/10 Very Good! (644 reviews)
Very friendly staff. Enjoyed my stay.

Reviewed on Jun. 25, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.2/10 Good! (1,001 reviews)
The hotel is in the midst of upgrading. I was disappointed that there was no swimming pool as I believed there was one. All of the attractions in the area were closed which disappointed my grandchildren and myself. The room was above and beyond excellent.

Reviewed on Jul. 9, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (403 reviews)
Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!

Reviewed on May 25, 2025

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (788 reviews)
We had a very nice stay at the lodge. The property is beautiful, well maintained, clean and peaceful. The beds were comfortable and the air conditioning worked well. We loved the large, warm, outdoor pool with plenty of seating, the beautiful planters and hanging flower baskets, as well as the seating outside our room and near the beautiful lake. Although we didn't take advantage of the outdoor amenities such as the kayaks, paddle boards, pickle ball...it was nice they were available. We take advantage of and enjoyed going to the tap room/pub and listening to the live music at night while having some appetizers. The only suggestions for improvement would be more lighting in our room, an additional towel bar and shelf for toiletries in the bathroom, a safety bar in the shower, a broom and dustpan, and a handrail on the outdoor stairs.

Reviewed on Jul. 9, 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (34 reviews)
The customer service was excellent!

Reviewed on Jul. 14, 2025

Ready to book your vacation to Castleton?

 

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Castleton Hotel Deals

Private lake-front cabin with walk-in access to water, next to state park.
Private lake-front cabin with walk-in access to water, next to state park.
Fair Haven
Spectacular!
"This place is spectacular! The views of the lake are better than the photos and change throughout the day with changing conditions. We saw a bald eagle fly by twice!! The house is small but very cozy with a comfy living room and lovely gas fireplace. It has a great sunroom overlooking the lake, nice ..."

Reviewed on Oct. 21, 2024

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Private lake-front cabin with walk-in access to water, next to state park.
Water front home with large two tiered deck! 2 bathrooms 😂
Water front home with large two tiered deck! 2 bathrooms 😂
Castleton
9.4/10 Exceptional! (102 reviews)
Spring getaway
"Great house great host can’t wait to go again"

Reviewed on Jun. 12, 2025

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Water front home with large two tiered deck! 2 bathrooms 😂
Dog-friendly lakefront oasis with scenic patio & firepit - near skiing & golf
Dog-friendly lakefront oasis with scenic patio & firepit - near skiing & golf
Castleton
9.4/10 Exceptional! (30 reviews)
"We are repeat guests and love this lakeside cabin."

Reviewed on Jun. 14, 2025

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Dog-friendly lakefront oasis with scenic patio & firepit - near skiing & golf
See all 1,705 properties in Castleton
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

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Castleton vacation package cost?
Offering excellent value package deals from CA $986 on Expedia, you'll be pleasantly surprised at how much a vacation to Castleton costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Castleton?
The off-season is the best time to visit Castleton if you're hoping to keep costs down. Another tip for scoring cheap Castleton vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for Castleton?
We recommend booking a Castleton vacation for around 3 days. This will give you enough time to check off major attractions such as Taconic Mountains Ramble State Park and Prospect Bay Country Club, and also check out neighbourhoods like Neshobe Beach and Crystal Beach. You might even be able to slot in a day trip or two outside of Castleton.
How to find the best Castleton package deals?
Begin your search for a Castleton package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Castleton package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castleton escape off to a flying start.
Is it cheaper to book a Castleton vacation as a package?
An Expedia vacation package could land you great savings when compared to booking hotels and flights individually. Better still, you can tailor your Castleton trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Castleton?
If you have your Castleton travel dates confirmed, book as soon as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Castleton?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Castleton.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to Castleton. Then, select a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide your trip length: Think about how much time you want to spend exploring Castleton. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Castleton vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.