Oakham Hotels

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Top 10 trending Oakham hotels

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (316)
"Very unique atmosphere, great place to stay. The restaurant they own is fantastic. "
The price is €123
includes taxes & fees
12 Jan - 13 Jan
Trainmasters Inn

Copper Lantern Motor Lodge

2.0 star property
8.2 out of 10, Very good, (123)
"The family who runs the inn are kind people who really want you to enjoy your stay. They’re attentive and the inn rooms were clean, comfy, and safe! "
The price is €98
includes taxes & fees
15 Jan - 16 Jan
Copper Lantern Motor Lodge

Newly Built Barn Loft in Pioneer Valley

2.0 star property
8.4 out of 10, Very good, (5)
"We live in PA and have friends about 15 minutes from this location. It was a very comfortable stay and we will definitely be back."
The price is €174
includes taxes & fees
16 Jan - 17 Jan
Newly Built Barn Loft in Pioneer Valley

Trainmaster's Inn - Caboose

9.4 out of 10, Exceptional, (3)
"Husband is a railfan he was at the tracks several times a day"
The price is €317
includes taxes & fees
12 Jan - 13 Jan
Trainmaster's Inn - Caboose

Quaint horse farm for a nice escape!

10.0 out of 10, Exceptional, (13)
"Excellent, well-kept house. Very clean and peaceful. Good communication. We would stay here again."
The price is €517
includes taxes & fees
16 Jan - 17 Jan
Quaint horse farm for a nice escape!

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (2)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage

Full family home 200 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (7)
"Great location for our family visit. Property was very clean. Host very responsive. The beautiful sunrises over the lake were an additional bonus!"
The price is €575
includes taxes & fees
9 Feb - 10 Feb
Full family home 200 ft from the lake shore. Dog friendly!

Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds

9.0 out of 10, Wonderful, (8)
"We loved this cottage! It's right on Glen Echo Lake in Charlton, perfect for a romantic getaway. The cottage was spacious and the king sized bed was wonderfully comfortable. The bathroom has two sinks and two shower heads. The furniture was all comfortable and clean. There's a smart TV so you can get all your streaming services and YouTube. The living room couch power reclines and is dangerously comfortable. Everything looked new and modern. The kitchen comes with all the essentials: pots and...
Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (19)
"Our family really enjoyed this place. It is well appointed, clean, and has good space. The check-in process was simple and there is dedicated parking right by the entrance."
Lovely 3-bedroom City Escape

Large relaxing house in 25 acres of private woods with lake access.

10.0 out of 10, Exceptional, (16)
"Excellent home in the woods. All as advertised, my family and I thoroughly enjoyed it. Communication with the owner was excellent. 10/10, we’ll be back next time we’re in the area"
Large relaxing house in 25 acres of private woods with lake access.

Spacious Massachusetts Apartment #2

9.4 out of 10, Exceptional, (16)
"using me to have to wash it before returning it to the Hertz office. Definitely would stay there again when traveling to visit my sisters."
Spacious Massachusetts Apartment #2

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (10)
"We had such a nice time relaxing here. Very easy to let ourselves in. Incredibly clean place with everything you need. But the best part? The ability to watch horses play from your living room window. We spent a lot of time waking around the grounds saying hello to all of the beautiful horses. There are trails on the property too that we took advantage of. And the hosts are very attentive to any needs, though we didn't really need anything. The place was the spacious enough for my husband and I...
Serene 1-bedroom suite on 65 acre horse property

Apartment in town center #1

8.2 out of 10, Very good, (11)
"Just what we needed. Everything was clean and nicely set up, with several extra benefits we weren't expecting, from laundry soap to coffee supplies. Our son joined us for one night and it was nice to have the extra room. This was our first VRBO experience, so we weren't sure what to expect, but we would definitely stay here again."
Apartment in town center #1

Rustic Lakefront Cabin in Heart of Massachusetts near Antiquing and Breweries

2.0 star property
Rustic Lakefront Cabin in Heart of Massachusetts near Antiquing and Breweries

Cozy 3 bedroom home

10.0 out of 10, Exceptional, (4)
"Great location and a nice small place for the boys. It was great since we spent Friday night at a wedding and was nice to have a place so we didn’t have to drive back home. A+ experience. "
Cozy 3 bedroom home

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (6)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!

Waterfront New England House on Wickaboag Lake!

9.8 out of 10, Exceptional, (78)
"We booked this to accommodate our growing family while being in the town my grandparents raised their family for Thanksgiving and spare my Grandfather some of the chaos of my kids. The property was great. Plenty of room and very picturesque. House was very clean and in order. Decks were great even though with the time of year we didn't spend much time on them. The hosts were helpful and down to earth. They are a pleasure to work with. Basement was perfect for our boys to have their Legos and...
Waterfront New England House on Wickaboag Lake!

Lakefront cabins for family and friend gatherings

2.0 star property
10.0 out of 10, Exceptional, (2)
"What a view! Outside and inside-breathtaking! The cabins were so cute and comfortable. It was great to have 1/2 baths in the smaller cabins. The main cabin has cozy spots, a bright kitchen with a large dining and gathering space overlooking the lake! "
Lakefront cabins for family and friend gatherings

Barre Common Overlook

6.0 out of 10, (1)
Barre Common Overlook

Waterfront New England House on Wickaboag Lake!

3.0 star property
Waterfront New England House on Wickaboag Lake!
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.
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Frequently asked questions

What's the best place to stay in Oakham?

Located 16.7 mi (26.8 km) from the heart of Oakham, Great Wolf Lodge Boston / Fitchburg, MA 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 AC Hotel by Marriott Worcester. See all available top hotels, or vacation rentals in Oakham.

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

Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds: This holiday home rental outside of Oakham offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 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 are some accommodation options with pools in Oakham?

Great Wolf Lodge Boston / Fitchburg, MA: Provides 4 indoor swimming pools, a children's pool and free water park access. Hilton Garden Inn Worcester and Residence Inn by Marriott Worcester are a couple of other choices that feature an on-site pool. View all hotels with pools in Oakham.

What is staying in Oakham like?

Travellers to Oakham will find plenty to explore and enjoy. There are 258 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.