Find hotels in Oakham, MA from SAR 244

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Check Oakham hotel prices

Tonight
23 Dhuʻl-H. - 24 Dhuʻl-H.
Tomorrow night
24 Dhuʻl-H. - 25 Dhuʻl-H.
This weekend
27 Dhuʻl-H. - 29 Dhuʻl-H.
Next weekend
3 Muh. - 5 Muh.

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Compare 261 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Trainmasters Inn
Reception

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (312)
"The Trainmasters Inn was a delightful discovery. We were looking for a place about midway on our journey from Maine to NYC and discovered it on Expedia in a search specifically for a B&B. We both enjoy trains and decided to try it. Although we didn't ever see our hosts, we were in constant communication via text. The Inn is unique and wonderful, our room was very attractive and comfortable and we loved the train theme. Breakfast consisted of home made muffins, yogurt, orange juice and coffee....
The price is SAR 451
SAR 476 total
includes taxes & fees
25 Dec - 26 Dec
Trainmasters Inn
Copper Lantern Motor Lodge
View from room

Copper Lantern Motor Lodge

2.0 star property
8.2 out of 10, Very Good, (121)
"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 SAR 343
SAR 362 total
includes taxes & fees
24 Dec - 25 Dec
Copper Lantern Motor Lodge
Newly Built Barn Loft in Pioneer Valley
Living area

Newly Built Barn Loft in Pioneer Valley

2.0 star property
8.0 out of 10, Very Good, (4)
"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 SAR 507
SAR 695 total
includes taxes & fees
26 Dec - 27 Dec
Newly Built Barn Loft in Pioneer Valley
Trainmaster's Inn - Caboose
Private kitchen

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 SAR 563
SAR 1,208 total
includes taxes & fees
26 Dec - 27 Dec
Trainmaster's Inn - Caboose
Quaint horse farm for a nice escape!
Exterior

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 SAR 1,127
SAR 2,093 total
includes taxes & fees
24 Dec - 25 Dec
Quaint horse farm for a nice escape!
Brimfield Waterfront cottage
Property grounds

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
Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds
Cozy back yard with fire pit and kayaks

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

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

10.0 out of 10, Exceptional, (6)
"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 SAR 1,146
SAR 2,173 total
includes taxes & fees
6 Jan - 7 January 2025
Full family home 200 ft from the lake shore. Dog friendly!
Lovely 3-bedroom City Escape
Exterior

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (18)
"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.
Dining

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
Interior

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
Apartment in town center #1
Room

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
Cozy 3 bedroom home
Exterior

Cozy 3 bedroom home

10.0 out of 10, Exceptional, (3)
"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
Serene 1-bedroom suite on 65 acre horse property
The horses will often greet you as you arrive!

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (8)
"The hosts were responsive and wonderful. The setting is beautiful. A peaceful retreat among the trees, with the horses as neighbors. "
Serene 1-bedroom suite on 65 acre horse property
Rustic Lakefront Cabin in Heart of Massachusetts near Antiquing and Breweries
Interior

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
Spacious Private Retreat Near Holyoke State Park!
Living area

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!
West Brookfield Vacation Rental | 4BR | 2BA | 2,500 Sq Ft | Stairs Required

Waterfront New England House on Wickaboag Lake!

9.8 out of 10, Exceptional, (77)
"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
Property grounds

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
Exterior

Barre Common Overlook

6.0 out of 10, (1)
Barre Common Overlook
Sun-Dappled Retreat - Walk to Wickaboag Lake!
West Brookfield Vacation Rental | 2BR | 2.5BA | Stairs Required | 3,000 Sq Ft

Sun-Dappled Retreat - Walk to Wickaboag Lake!

10.0 out of 10, Exceptional, (16)
"The house was very clean, spacious, and comfortable. Everything we needed was available for us and the hosts were responsive and helpful. Would recommend any group staying here! "
Sun-Dappled Retreat - Walk to 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 traveler data. Two other 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 vacation home rentals that Oakham has to offer?

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury : This vacation home rental outside of Oakham has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Oakham.

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

Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Oakham.

Where can I learn more about changing or cancelling my trip to Oakham?

For more information about changing or cancelling your trip to Oakham, click here.

What is the best hotel near Worcester Regional Airport (ORH)?

Hilton Garden Inn Worcester is one of the top choices for your stay and is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located 3.7 mi (5.9 km) from Worcester Regional Airport. Other choices near the airport include Holiday Inn Express Worcester Downtown and AC Hotel by Marriott Worcester.

What is staying in Oakham like?

Travelers to Oakham will find plenty to explore and enjoy. There are 259 hotels and other accommodations 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. Check out what more to see and do in Expedia's Oakham guide.

What's the weather like in Oakham?

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.