Castleton Vacations from $331
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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.
The Latest Castleton Vacation Packages
- Bentley House Bed and Breakfast
Jan 21 - Jan 24Bentley House Bed and Breakfast + Flight
Poultney3 nights2.0 star property10/10 - Exceptional (44 reviews)Roundtrip • Boston (BOS) - Rutland (RUT)BOS - RUT • Nonstop RUT - BOS • Nonstop$426$331found 1 day agoper traveler - The Suites at Killington Center
Jan 21 - Jan 24The Suites at Killington Center + Flight
Killington3 nights3.5 star propertyRoundtrip • Boston (BOS) - Rutland (RUT)BOS - RUT • Nonstop RUT - BOS • Nonstop$1,598$1,134found 1 day agoper traveler - Pointe at Castle Hill Resort
Jan 21 - Jan 24Pointe at Castle Hill Resort + Flight
Cavendish3 nights3.5 star property8.8/10 - Excellent (1,000 reviews)Roundtrip • Boston (BOS) - Rutland (RUT)BOS - RUT • Nonstop RUT - BOS • Nonstop$646$486found 1 day agoper traveler - Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Dec 25 - Dec 31Holiday Inn Club Vacations Mount Ascutney Resort by IHG + Flight
Brownsville6 nights3.0 star property9.0/10 - Wonderful (898 reviews)Roundtrip • Boston (BOS) - Rutland (RUT)BOS - LEB • Nonstop LEB - BOS • Nonstop$1,205$922found 13 hours agoper traveler - The Vermont Inn
Jan 21 - Jan 24The Vermont Inn + Flight
Rutland3 nights3.0 star property9.0/10 - Wonderful (441 reviews)"Our room was large and comfortable, with a large, well-supplied bathroom. The fellow at the front desk was friendly and helpful. It feels like a very nice rural country inn. There isn't a lot else there, as there aren't 24-hour onsite staff or a fitness room or many other lobby amenities. I wouldn't hesitate to come back."Reviewed October 15, 2026Roundtrip • Boston (BOS) - Rutland (RUT)BOS - RUT • Nonstop RUT - BOS • Nonstop$728$588found 1 day agoper traveler
Where to stay in and around Castleton
Bomoseen
Discover Bomoseen, a charming destination perfectly suited for family and nature travelers who will appreciate its beautiful landscapes and outdoor activities. With attractions like Lake Bomoseen, Bomoseen State Park, and the nearby Castleton University, visitors can enjoy everything from serene lake views to scenic hikes. Located about 2 miles by car from Castleton, Bomoseen is an ideal base for a memorable weekend getaway or romantic escape. It's a smart choice for those looking to unwind in Vermont's natural beauty.
Hubbardton
Plan your stay in Hubbardton, a top-rated choice for travelers seeking history, family activities, and natural beauty. Nestled in Castleton, this charming village offers easy access to attractions like the serene Lake Bomoseen, the scenic Taconic Mountains Ramble State Park, and the vibrant Castleton University. Enjoy year-round outdoor adventures and picturesque landscapes, making Hubbardton a smart choice for your Vermont getaway.
Hydeville
If you are a traveler seeking family-friendly adventures, look no further than Hydeville, nestled in Castleton. Known for its stunning natural scenery, Hydeville offers easy access to Lake Bomoseen for outdoor activities, the educational opportunities at Castleton University, and the peaceful atmosphere of the Fair Haven Public Library. With visitor numbers peaking in winter and summer, Hydeville provides a vibrant atmosphere year-round. Conveniently located, Hydeville makes for a smart choice for your next getaway.
Neshobe Beach
Neshobe Beach stands out as a prime spot for families, couples, and outdoor enthusiasts interested in exploring Vermont's natural beauty. This charming village offers easy access to Lake Bomoseen and the scenic Bomoseen State Park, perfect for a day of relaxation or adventure. Just about a 2-mile drive from Castleton, Neshobe Beach invites visitors to experience its picturesque landscapes year-round. Choosing Neshobe Beach for your stay ensures a delightful blend of scenery and outdoor activities.
Crystal Beach
Travelers seeking a weekend getaway will find Crystal Beach to be the ideal base for their vacation, featuring stunning scenery and outdoor activities. The village offers easy access to the beautiful Lake Bomoseen, the scenic Bomoseen State Park, and the vibrant Castleton University, making it perfect for families and couples alike. Located about 3 miles by car from Castleton, Crystal Beach provides a convenient and charming spot to unwind and explore the area's natural beauty.
Discover the most popular places to visit in Castleton
Castleton Hotel Deals
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
Bentley House Bed and Breakfast
Bentley House Bed and Breakfast
Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-Killington
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
Find out more about Castleton
Things to do near Castleton
Castleton, Vermont, offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways and beach vacations. Visitors can enjoy skiing at local resorts and fields, along with various outdoor experiences that highlight the area's natural attractions. Whether you're seeking thrilling activities or peaceful scenery, Castleton has something for everyone to create lasting memories.
Shopping
In Castleton, you can visit local shops for unique gifts. If you're up for a drive, check out Diamond Run Mall, 11 miles away, for a variety of stores. For more options, Bulwagga Books & Gallery and Black Dog Sports are 18 and 19 miles away, respectively.
Recreation
At Prospect Bay Country Club, enjoy a round of golf surrounded by beautiful landscapes, perfect for outdoor enthusiasts. For relaxation, Pine Hill Park offers serene trails and peaceful spots to unwind. Don't miss the Paramount Theater for an enriching cultural experience with family-friendly entertainment.
Adventure
At Pico Mountain, 17 miles from Castleton, enjoy thrilling skiing experiences amid beautiful winter landscapes. For a family-friendly adventure, head to the Green Mountain Rock Climbing Center, located 11 miles away, where you can explore exciting climbing challenges. Pico Peak, also 17 miles away, offers outdoor skiing adventures for all skill levels.
Nightlife
Castleton offers a cozy nightlife experience with venues like The Barn at Lang Farm for live music and a lively atmosphere. For a more relaxed vibe, visit Castleton Village Pub, where you can enjoy local brews and friendly conversation in a warm setting.
Find the best attractions in and around Castleton
Castleton, Vermont, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and a variety of activities. Explore attractions like beautiful lakes, state parks, and local parks that cater to families and nature lovers. Don't miss the chance to discover nearby points of interest that enhance your experience, making Castleton an ideal destination for memorable adventures in the great outdoors.
- Lake Bomoseen: Enjoy a picturesque escape at Lake Bomoseen, located 3 miles from Castleton. With its beautiful beach and scenic views, it’s perfect for a romantic day out or outdoor activities like swimming and kayaking.
- Castleton University: Situated in the heart of Castleton, this modern university offers a vibrant city vibe. Explore the campus, attend events, or simply enjoy the youthful energy it brings to the area.
- Bomoseen State Park: Just 5 miles away, Bomoseen State Park is an adventure lover's paradise. Immerse yourself in nature with hiking trails and stunning scenery, ideal for outdoor enthusiasts seeking excitement and tranquility.
Best time to go to Castleton
The best time to visit Castleton is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with light rain.
Tips to save on your trip to Castleton
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling during the off-peak season (typically April to May and November) for more affordable package holidays to Castleton.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.
Frequently Asked Questions
What are the top things to do in Castleton?
A Castleton vacation centers on outdoor activities and scenic natural beauty, especially around its many lakes:
Browse and book things to do in Castleton on Expedia.
How can I save money on a Castleton vacation package?
When you bundle, you can save up to 30%*. To save money on a Castleton package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Castleton, or is public transport enough?
For a Castleton vacation package, a rental car is highly recommended to fully explore this outdoor and nature destination. Castleton's scenic views and outdoor activities, such as its many lakes and state parks, are spread across the region, making a car the most flexible way to reach them and allowing you to set your own pace for day trips and excursions.
When booking Castleton vacation packages with flights, consider adding a car rental for convenient travel from airports like Albany International Airport (ALB) and for exploring the wider area.
Can I change or cancel my Castleton vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Castleton vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Castleton vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Castleton vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Castleton?
To find last-minute vacation packages to Castleton, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Castleton vacation packages?
Free cancellation on a Castleton vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Castleton vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Castleton getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Castleton vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.