Find Luxury Hotels in Oakham, MA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oakham Luxury Hotels

Top Oakham Luxury Hotels

Top Oakham Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"i travel weekly in central/western MA and the colonial is always LOVELY!"
Mina 1-night trip
Posted 3 days ago
The Colonial Hotel

Frequently asked questions

Are you looking for a luxury hotel for your stay in Oakham?
Use Expedia to help you arrange a flight to Worcester, MA (ORH-Worcester Regional) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a vacation, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Oakham offers.
When can I expect good weather in Oakham?
Planning for the weather is a good way to make your trip to Oakham relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Oakham are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.
What's there to see and do in Oakham?
Experience Oakham and visit Rock House Reservation, Hardwick Vineyard and Winery, and Wachusett Mountain State Reservation. If you have a bit of extra time while you're in the area, you might want to check out Wachusett Mountain Ski Area and Palmer Motorsports Park.