Rutland Vacations from $793

A Rutland vacation package typically bundles round-trip flights, your hotel stay, and often a rental car, which is convenient for exploring this ski destination outside the city. Nearly all package hotels offer free WiFi, and most also feature an indoor pool. About half of the hotels include a restaurant on-site, providing dining options without needing to venture far.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

When you bundle, you can save up to 30%*. To save money on a Rutland 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.

For families seeking the best vacation packages in Rutland, a stay at The Vermont Inn is a strong choice. Located about 6 miles from central Rutland, this property offers family rooms, a game room, a playground, and a hot tub, with travelers often praising the great breakfast and nice rooms.


If you prefer a comfortable stay closer to the city, a Rutland vacation package with a stay at Hampton Inn Rutland, rated 8.7 out of 10, is ideal. It's about 2 miles from central Rutland and features an indoor pool and free breakfast, with travelers frequently highlighting the amazing staff and great breakfast.


For a more budget-friendly option, consider a package with Days Inn by Wyndham Rutland/Killington Area. Rated 7.9 out of 10, it's about 33 miles from Stratton Mountain Resort and includes an indoor pool and free breakfast, with travelers often pleasantly surprised by the staff and rooms.

Rutland, a ski destination, offers a mix of outdoor adventure and local culture for your Rutland vacation.


Browse and book things to do in Rutland on Expedia.

For a Rutland vacation package, a rental car offers the most flexibility for exploring the wider ski destination and its surrounding natural attractions. While downtown Rutland is walkable, many points of interest are spread out.


Local bus services operate within the city and also provide routes to nearby ski resorts like Killington Ski Resort. For air travel, Rutland–Southern Vermont Regional Airport (RUT) is located south of the city center, offering flights to and from Logan International Airport (BOS). However, for reaching attractions such as Stratton Mountain Resort or Emerald Lake State Park, which are about 18 miles and 11 miles from central Rutland respectively, a car provides convenient access.

Rutland vacation package hotels offer convenient access to both the city center and nearby attractions, though distances vary.


Comfort Inn Rutland - Killington is located about 1 mile from central Rutland, making it a close option for exploring the city. Hampton Inn Rutland is about 2 miles from central Rutland, offering amenities like an indoor pool and free breakfast, with travelers often praising its spacious rooms. For those looking for a slightly more secluded stay, The Vermont Inn is about 6 miles from central Rutland and features family rooms and a playground, with guests highlighting its sweet overall atmosphere.


Choosing a hotel closer to central Rutland provides easier access to local shops and dining, while properties further out offer a quieter base for exploring the surrounding ski areas and natural landscapes.

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.

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.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Rutland 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.

To find last-minute vacation packages to Rutland, 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.

Free cancellation on a Rutland 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.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Rutland 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.

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.