Search Oakham hotels

Start date: Check-in selected.
End date: Check-out
    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Oakham

Comfort Inn & Suites Sturbridge - Brimfield

2.5 star property
9.0 out of 10, Wonderful, (1004)
"The facilities were very clean and the staff were great. The room was great and the bed was comfy. I would stay there again."
The price is AU$209
includes taxes & fees
22 Sept - 23 Sept
Comfort Inn & Suites Sturbridge - Brimfield

Holiday Inn Express & Suites Sturbridge by IHG

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Good location and easy in and out. "
The price is AU$208
includes taxes & fees
15 Sept - 16 Sept
Holiday Inn Express & Suites Sturbridge by IHG

Scottish Inn Sturbridge

2.0 star property
8.4 out of 10, Very good, (1003)
"Was a nice property enjoyed our stay."
The price is AU$135
includes taxes & fees
18 Sept - 19 Sept
Scottish Inn Sturbridge

Hampton Inn & Suites Worcester

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Good place for stay "
The price is AU$255
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn & Suites Worcester

Howarth House B&B

3.0 star property
10.0 out of 10, Exceptional, (106)
"Beautiful gardens"
Howarth House B&B

Publick House Historic Inn and Country Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (1510)
"Loved staying there. "
The price is AU$151
includes taxes & fees
11 Sept - 12 Sept
Publick House Historic Inn and Country Motor Lodge

Hampton Inn Auburn

2.5 star property
8.6 out of 10, Excellent, (1003)
"Very nice place to stay. "
The price is AU$258
includes taxes & fees
15 Sept - 16 Sept
Hampton Inn Auburn

Homewood Suites By Hilton Worcester

3.0 star property
9.4 out of 10, Exceptional, (984)
"Great hotel and staff in a convenient location. "
The price is AU$325
includes taxes & fees
21 Sept - 22 Sept
Homewood Suites By Hilton Worcester

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (361)
"Cozy Train theme B & B. Courteous service with hometown feel."
The price is AU$240
includes taxes & fees
10 Sept - 11 Sept
Trainmasters Inn

Holiday Inn Express Hotel & Suites Auburn by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"It was comfortable, easy check in easy checkout the morning breakfast"
The price is AU$222
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express Hotel & Suites Auburn by IHG

Beechwood Hotel

4.0 star property
9.2 out of 10, Wonderful, (1004)
"Beautiful hotel. "
Beechwood Hotel

Hampton Inn Sturbridge

2.5 star property
8.6 out of 10, Excellent, (1003)
"It was nice - staff was great."
The price is AU$213
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn Sturbridge

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1005)
"Beautiful hotel with very clean and comfortable rooms. The atmosphere was relaxing, and everything felt well maintained. Perfect stay!"
The Colonial Hotel

Wellsworth Hotel

3.0 star property
9.2 out of 10, Wonderful, (1295)
"Wonderful Stay"
The price is AU$199
includes taxes & fees
14 Sept - 15 Sept
Wellsworth Hotel

The Inn Crowd Bed and Breakfast

2.0 star property
10.0 out of 10, Exceptional, (37)
"Heather and Jason are the nicest people and the inn is absolutely gorgeous. "
The price is AU$311
includes taxes & fees
13 Sept - 14 Sept
The Inn Crowd Bed and Breakfast

Comfort Inn Auburn - Worcester

2.5 star property
7.6 out of 10, Good, (1009)
"It was a very nice stay "
The price is AU$179
includes taxes & fees
11 Sept - 12 Sept
Comfort Inn Auburn - Worcester

Super 8 by Wyndham Sturbridge

2.0 star property
7.8 out of 10, Good, (1007)
"Very clean modern hotel with breakfast and pool."
The price is AU$147
includes taxes & fees
14 Sept - 15 Sept
Super 8 by Wyndham Sturbridge

La Quinta Inn & Suites by Wyndham Sturbridge

3.0 star property
7.8 out of 10, Good, (1007)
"Nice stay"
The price is AU$172
includes taxes & fees
14 Sept - 15 Sept
La Quinta Inn & Suites by Wyndham Sturbridge

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (134)
"Good price very clean will stay there again "
The price is AU$320
includes taxes & fees
11 Sept - 12 Sept
Chocksett Inn and Restaurant

Courtyard by Marriott Worcester

3.0 star property
8.4 out of 10, Very good, (1007)
"I really enjoyed the stay"
The price is AU$238
includes taxes & fees
22 Sept - 23 Sept
Courtyard by Marriott Worcester
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakham Hotel Reviews

More cheap accommodation in Oakham

More cheap accommodation in Oakham

Find out more about Oakham

Find out more about Oakham

Top reasons to visit Oakham

  • Outdoor Adventures: Oakham is perfect for those seeking outdoor fun, with activities like hiking, skiing, and exploring scenic parks.
  • Historic Sites: Visit local landmarks such as Oakham Castle, which provide a glimpse into the area’s rich history.
  • Charming Countryside: Enjoy the picturesque landscapes and hidden gems that make Oakham a delightful escape.
  • Family-Friendly Activities: Oakham offers various attractions suitable for families, ensuring an enjoyable time for everyone.
  • Diverse Accommodation: Choose from a range of welcoming hotels and guesthouses, catering to all types of travellers.

Find great hotels near Oakham

Discover a range of accommodation options in Oakham, Massachusetts, perfect for your holiday getaway. Whether you prefer a comfortable hotel or a charming guesthouse, you'll find pet-friendly and LGBTQIA welcoming options tailored for both leisure and business travellers. Explore the best hotels and resorts around Oakham, including nearby Rutland, to ensure a delightful stay in this picturesque area.

  • Comfort Inn Auburn - Worcester: Experience a warm welcome at Comfort Inn Auburn - Worcester, a business-themed hotel that caters to both LGBTQIA travellers and professionals alike. Located 24.1km from Oakham, this hotel offers essential business amenities including an accessible business centre and meeting rooms tailored for corporate needs. Guests appreciate the inclusive atmosphere and supportive environment, making it an ideal choice for those seeking a comfortable stay with a focus on work-life balance.
  • Hilton Garden Inn Worcester: Just 22.5km from Oakham, the Hilton Garden Inn Worcester is a 3-star hotel that combines modern conveniences with a friendly, pet-friendly environment. Ideal for business travellers, it features multiple meeting rooms, a 24-hour business centre, and conference space to cater to your professional needs. The hotel is also LGBTQIA welcoming and allows pets, ensuring that both you and your furry friends can enjoy a delightful stay. Guests rave about the quality of service and the hotel's commitment to inclusivity.
  • Hampton Inn & Suites Worcester: Nestled 22.5km from Oakham, Hampton Inn & Suites Worcester is a charming hotel that welcomes business travellers, LGBTQIA guests, and pets. This property boasts a 24-hour business centre, meeting rooms, and conference space, making it an excellent choice for those looking to combine work and leisure. The inclusive atmosphere, along with a pet-friendly policy for dogs and cats, ensures a comfortable stay for all. Guests appreciate the modern amenities and the attentive staff, making this hotel a top pick for your visit.

Where to stay near Oakham

Oakham, Massachusetts, offers a delightful escape for those seeking outdoor adventures and picturesque scenery. Explore the charming countryside, where hidden gems await in this family-friendly locale. Venture into nearby towns for a taste of romance and budget-friendly options, all while soaking in the natural beauty that surrounds you. Whether you’re looking for a peaceful getaway or an adventurous outing, Oakham and its neighbouring regions promise an unforgettable travel experience.

  • Worcester: Located 22.5km from Oakham, Worcester is a vibrant city that offers a diverse range of experiences. Known for its family-friendly atmosphere and rich cultural scene, visitors flock here primarily during the summer months and autumn. Highlights include the DCU Center, which hosts concerts and events, as well as the Worcester Art Museum showcasing impressive collections. The city is also home to historic institutions such as Clark University, making it a great spot for education and exploration. Don't miss the chance to visit local landmarks like the Hanover Theatre for the Performing Arts or stroll around the picturesque Worcester Common.
  • New Braintree: Just 8.0km from Oakham, New Braintree is a charming town perfect for those seeking outdoor adventures and scenic beauty. With visitor numbers peaking in the early months of the year, it's an ideal getaway for couples looking for a romantic retreat. The town is surrounded by picturesque landscapes, with attractions including lakes for kayaking and the nearby historic college offering a glimpse into the area's educational heritage. Enjoy a leisurely day at the local shopping centre or take a stroll through the serene national state park, which is perfect for picnicking or hiking.
  • Rutland: Only 8.0km from Oakham, Rutland is an outdoor enthusiast's dream, known for its stunning scenery and adventure activities. This city experiences a seasonal influx of visitors, especially in the warmer months when outdoor activities thrive. Popular attractions include Rutland State Park, which offers excellent hiking trails and fishing spots. For those who enjoy winter sports, the nearby ski fields provide thrilling experiences. The local beaches are perfect for families looking to relax and enjoy the natural beauty of the area. Rutland is a fantastic destination for creating unforgettable memories in nature.

Things to do near Oakham

Oakham, Massachusetts, is perfect for tourists seeking outdoor adventures and stunning scenery. Popular activities include exploring recreational areas and enjoying skiing at local ski fields. Golf enthusiasts will appreciate the nearby golf courses, while those looking to unwind can indulge in rejuvenating spa days. Whether you're hitting the slopes or relaxing in nature, Oakham offers a delightful escape for all visitors.

Shopping

In Oakham, you can explore local shops and boutiques. If you're up for a drive, visit Auburn Mall 24.1km away for a mix of entertainment and shopping, or check out 1761 Old Mill Gift Shop for unique gifts, also 24.1km away. Wilton's Children Store is 19.3km away.

Recreation

Cascading Waters, located 16.1km from Oakham, offers a serene environment for relaxation amidst nature. At Green Hill Golf Course, just 22.5km away, enjoy a round of golf surrounded by beautiful landscapes. Fitton Field, also 22.5km from Oakham, provides an energetic atmosphere for sports enthusiasts.

Adventure

Experience the thrill of skiing at Wachusett Mountain Ski Area, located 20.9km from Oakham, where you can hit the slopes and enjoy the vibrant sports atmosphere. For motorsport enthusiasts, Palmer Motorsports Park offers exhilarating racing experiences, also 20.9km away, ensuring plenty of adventure.

Nightlife

For a delightful night out, catch a show at The Hanover Theatre for the Performing Arts, offering a mix of culture and entertainment. Alternatively, enjoy a film at Elm Draught House Cinema, perfect for a romantic evening, or unleash some fun at TriState Speedway's arcadeAdventureZone.

Booking tips and Expedia advantages for Oakham

To save money on your trip to Oakham, consider visiting from November to January when accommodation rates are lower. Stay on a Monday for the best hotel deals, as Saturdays are pricier. Use Expedia’s search tool to set your budget and filter for eco-friendly hotels. Combining your hotel, flights, and activities into a package deal can also save you some cash. Additionally, explore free activities like local parks or walking trails, and take advantage of affordable public transport options to get around town efficiently.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Oakham are November to January, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Oakham is Monday. The most expensive day to stay in Oakham is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can arrange your search results to display prices from lowest to highest, ensuring you find the most affordable accommodation first. Additionally, you have the option to refine your search by hotel type—selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Oakham hotel booking with your flights and activities through an Expedia package deal.

Find the best attractions near Oakham

Oakham, Massachusetts, is a fantastic destination for outdoor enthusiasts and families alike, offering a mix of historic sites, urban parks, and stunning state parks. Explore the local culture and adventure through attractions such as Oakham Castle. Whether you’re keen on scenic views or seeking a bit of history, Oakham’s diverse offerings promise a memorable holiday experience for every type of traveller.

  • DCU Center: Located 22.5km from Oakham, the DCU Center is a vibrant arena offering a range of entertainment options, from concerts to family-friendly events. Experience the lively atmosphere and enjoy memorable performances in this versatile venue.
  • Worcester Polytechnic Institute: Situated 20.9km away, Worcester Polytechnic Institute is a historic university that showcases impressive architecture and a rich cultural vibe. Explore its beautiful campus and immerse yourself in the innovative spirit of this renowned institution.
  • Old Sturbridge Village: Just 27.4km from Oakham, this cultural village transports you back in time to 1830s New England. Experience interactive exhibits, traditional crafts, and charming landscapes, offering a glimpse into early American life.

Best time to go to Oakham

The best time to visit Oakham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Oakham falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Oakham falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.5°F (-3.6°C)Light RainMostly SunnyAverageSlightly Low
February27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
March34.5°F (1.4°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly CloudyAverageAverage
May57.2°F (14.0°C)Light RainMostly SunnyHighSlightly High
June65.3°F (18.5°C)Light RainMostly SunnyHighAverage
July71.8°F (22.1°C)Light RainMostly SunnyHighAverage
August70.0°F (21.1°C)Light RainMostly SunnyAverageAverage
September63.0°F (17.2°C)Light RainMostly SunnyAverageSlightly High
October52.0°F (11.1°C)Light RainMostly SunnyLowSlightly High
November40.5°F (4.7°C)Light RainMostly SunnyLowSlightly Low
December31.6°F (-0.2°C)Light RainMostly CloudyLowSlightly Low

The nearest major airports for your trip to Oakham

If you're planning a visit to Oakham, Massachusetts, the major airports to consider are Boston Logan International Airport (BOS) located 83.7km away, Bradley International Airport (BDL) in Hartford, CT, which is 70.8km away, and Manchester-Boston Regional Airport (MHT) in Manchester, NH, situated 80.5km away. Near Boston, quality accommodations include the 5-star Encore Boston Harbor, The Langham, Boston, and Boston Harbor Hotel, all within a 4.8km distance from the airport. For Hartford, the Sheraton Hartford Hotel at Bradley Airport is conveniently located at the airport, while in Manchester, The Grand at Bedford Village Inn and DoubleTree by Hilton are great options just a few miles from MHT.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to stay in Oakham?

Located 17 mi (27.4 km) from the heart of Oakham, Publick House Historic Inn and Country Motor Lodge is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Wellsworth Hotel and The Colonial Hotel. See all available top hotels, or vacation rentals in Oakham.

What are some of the best holiday rentals that Oakham has to offer?

Spacious 4-bedroom house in charming Worcester with AC, WiFi: This holiday home rental outside of Oakham offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. See all vacation rentals in Oakham.

If I need to cancel my hotel reservation in Oakham, will I receive a refund?

Yes, most hotel bookings are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Oakham.

What is staying in Oakham like?

Travellers to Oakham will find plenty to explore and enjoy. There are 285 hotels and other accommodation options in the surrounding area. Find out more about Oakham.

What should I see while I'm in Oakham?

Places to visit in the wider area include Rock House Reservation, Hardwick Vineyard and Winery and Wachusett Mountain State Reservation. You'll also find Wachusett Mountain Ski Area and Palmer Motorsports Park in the area. Take a look at what more there is to see and do in Expedia's Oakham guide.

What's the seasonal weather in Oakham?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Oakham are January, February, November and March, with each month seeing an average of 23 cm of snowfall.