Oakham Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for Oakham hotels

A reception desk with a display of travel guides and a potted plant.

A room with a wooden dresser, a television on top, a chair, a lamp, and a small kitchenette.

A hotel room with a bed, a desk with a chair, a television, and a view of the outdoors through a sliding door.

A compact kitchen with a microwave, stove, sink, and a small refrigerator.

1. Copper Lantern Motor Lodge

West Brookfield

elaine

3.143.448 ₫

3.511.232 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A modern lounge area with a stone wall, a fireplace, and a seating arrangement including sofas and a coffee table.

An outdoor patio area with multiple tables and chairs, surrounded by a building with large windows and a brick facade.

A multi-story hotel with a prominent "Homewood Suites" sign, featuring a modern architectural design with large windows and a well-lit entrance.

A hotel room with a large bed, a desk, a chair, a lamp, and a mirror.

2. Homewood Suites By Hilton Worcester

Worcester Central Business District

Nicole

4.009.643 ₫

4.589.036 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A hotel reception area with a glass door entrance, seating area with chairs, and a reception desk.

A modern interior with a dark-toned shelving unit displaying books, decorative items, and framed artwork.

A snack bar with a 'Treats' sign, refrigerated drink dispensers, and shelves stocked with various snacks and beverages.

3. Hampton Inn & Suites Worcester

Worcester

Carlo

4.046.381 ₫

4.631.082 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern lounge area with sofas, armchairs, a bar, and a fireplace.

A hotel room with two beds, a desk, a chair, and a large wardrobe.

A modern gym with weightlifting equipment, exercise balls, and dumbbells.

A modern hotel room with a sofa, armchair, ottoman, and a framed picture on the wall.

4. Courtyard by Marriott Worcester

Worcester

Dominic

3.936.425 ₫

4.505.238 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A buffet with labeled food stations including omelets and cheese.

A rustic wooden cabin surrounded by a wooden fence, with a small shed and a barn in the background.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

A hotel room with two beds, a desk, a chair, a flat-screen TV, and a large window.

5. Holiday Inn Express & Suites Sturbridge by IHG

Sturbridge

bryan

2.431.968 ₫

2.716.508 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a fireplace, comfortable seating, and a large window.

A modern hotel corridor with a central round table, a unique chandelier, and a view to a large window at the end.

A modern bar area with leather seating, a long counter, and a large screen.

A modern lobby with a reception desk, seating area with sofas and armchairs, and a large window providing natural light.

6. AC Hotel by Marriott Worcester

Worcester Central Business District

Shawn

4.399.534 ₫

5.035.267 ₫ total

includes taxes & fees

6 Nov - 7 Nov

An outdoor patio area with seating, tables, and decorative lights.

A spacious hotel lobby with a bar area, multiple seating arrangements, and a television screen.

A modern building with a covered entrance, large windows, and potted plants.

A marble staircase with a wooden handrail and a decorative balustrade.

7. Wellsworth Hotel

Southbridge

Olivia

2.643.342 ₫

2.952.512 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A hotel entrance with a covered walkway, a parking area, and a well-lit building facade.

A gym with treadmills, a stationary bike, and a weight bench.

A modern dining area with multiple tables and chairs, a coffee machine, and a ceiling light fixture.

A hotel room with two beds, a desk, a TV, and a window.

8. Hampton Inn Auburn

Auburn

Diane

2.594.962 ₫

2.898.573 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A Fairfield Inn & Suites by Marriott hotel with a covered entrance and landscaped surroundings.

A modern dining area with a stone fireplace, wooden chairs, and a large painting on the wall.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a large window.

A reception area with wooden paneling and a modern reception desk.

9. Fairfield Inn & Suites by Marriott Worcester Auburn

Auburn

Jeanne

2.561.328 ₫

2.861.003 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, a chair, a dresser, and a window with curtains.

A room with a round table, a chandelier, a radiator, and a door with stained glass windows.

A two-story house with a porch, an American flag, and white Adirondack chairs.

A two-story house with a wrap-around porch, a gabled roof, and a front deck.

10. The Inn Crowd Bed and Breakfast

Holden

Dennis

5.407.248 ₫

5.715.461 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A dining area with a central island featuring a fruit bowl and a salad.

A multi-story hotel with a prominent sign for Hilton Garden Inn.

A hotel room with a bed, desk, television, and air conditioning unit.

A spacious atrium with a central garden, a curved balcony, and a modern chandelier.

11. Hilton Garden Inn Worcester

Worcester Central Business District

Thomas

3.606.557 ₫

4.127.704 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A hotel with a central entrance, flagpoles, outdoor seating, and a landscaped area.

A hotel with a covered patio, a stone fountain, and a brick pathway.

12. Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge

Talitha

2.616.953 ₫

2.923.136 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a patio area featuring outdoor seating and a garden with blue hydrangea flowers.

A restaurant with a high ceiling and a mosaic dome, featuring tables set for dining with chairs and a bar area.

A hotel room with a bed, a sitting area with a table and chairs, a fireplace, and a television displaying the hotel name.

A well-lit living room with a fireplace, a sofa, a coffee table, and a patterned rug.

13. Beechwood Hotel

Worcester

Angela

7.427.851 ₫

8.501.280 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, pillows, a nightstand with a lamp, and a power outlet.

A reception desk with a dark counter, a plant, and a fire alarm.

A La Quinta Inn with a parking lot and a building facade.

A laundry room with two front-loading washing machines, a phone, a digital display, and a sign promoting a laundry app.

14. La Quinta Inn by Wyndham Auburn Worcester

Auburn

Theresa

2.254.745 ₫

2.518.549 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with multiple seating areas, including sofas and tables, and a bar area with a television.

A hotel room with a bed, a sofa, a desk, and a chair.

A hotel room with a sofa, a desk, a small table, a kitchenette, and a hallway with a painting.

A gym with treadmills, elliptical machines, and weight benches.

15. Holiday Inn Express Hotel & Suites Auburn by IHG

Auburn

John Patrick David

2.457.840 ₫

2.745.408 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

A formal dining room with round tables, dark wooden chairs, and white tablecloths.

A brick building with a steeple, arched windows, and flags.

A pool area with lounge chairs and potted plants.

16. The Colonial Hotel

Gardner

John Timothy

3.724.274 ₫

4.160.217 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A wedding ceremony setup with a red arch and wooden benches arranged in rows.

A spacious living room with a fireplace, a staircase, and a dining area.

A white colonial-style house with a symmetrical facade, a central entrance, and a well-maintained garden with colorful flowers.

A bar area with wooden chairs and tables, a counter with a TV, and shelves with bottles.

17. Publick House Historic Inn and Country Motor Lodge

Sturbridge

Janet

2.305.195 ₫

2.574.902 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A pool table with billiard balls, a fireplace, and a dining area with chairs and a table.

A multi-story hotel with a brick facade, a well-lit entrance, and a parking area with cars.

A modern lobby with a reception desk, a sofa, and a coffee table.

A conference room with a large wooden table, beige chairs, a flat-screen TV, and a modern abstract painting on the wall.

18. Residence Inn by Marriott Worcester

Worcester

Ulises

4.165.392 ₫

4.767.292 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with two beds, a small round table, a TV, and a wardrobe.

A grocery store with shelves stocked with various snacks and cereals.

A modern building with a red carpet entrance, stone facade, and a covered walkway.

A room with a blue sofa, a map wall, a lamp, and a window with a view of a park and road.

19. enVision Hotel Worcester Downtown

Worcester Central Business District

Christine

3.186.396 ₫

3.646.918 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A water play area with children and adults.

A hotel with a prominent sign reading "Great Wolf Lodge."

A group of people engaged in a craft activity at a table with various colored markers and papers.

20. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

michael

4.838.064 ₫

5.404.118 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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Top Oakham Hotel Reviews

northborough inn

8/10 Good

"Room was so basic. NOTHING on walls, No nightstands, ripped curtain, hair on bathroom floor, lots, dark and long. Cockroach on the ceiling my husband killed. 2 dressers?? It was a place to sleep, cheap. Staff was friendly and not responsible for the conditions of the rooms. Oh and they are still holding my $100 deposit for damages? Just don’t."

Beechwood Hotel

10/10 Excellent

"exceptionally clean enjoyed evening bar and bar tending staff excellent"

The Colonial Hotel

10/10 Excellent

"We chose the Colonial Hotel because it was closest to an event we were attending in a nearby town. We usually stay at name brand hotels that have franchised properties across the country and that we have experienced as predictably good places to stay. The Colonial Hotel was definitely the right choice. Their front desk staff was welcoming and the room was comfortable and clean. We arrive late in the evening and did something we seldom do -- had dinner at the restaurant on the property. The Grille had a nice menu, the waiter staff was personable and attentive, and we enjoyed our seafood and beef meals. Should we return to this beautiful area of Massachusetts, this would be where we would stay again."

La Quinta Inn by Wyndham Auburn Worcester

10/10 Excellent

"This was an unexpected trip booked last minute. The staff were amazing and kind, getting me into my room as soon as they could. The hotel was clean and comfortable making my stay better than I could have imagined."

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Parking"

AC Hotel by Marriott Worcester

8/10 Good

"The location of this property was right downtown in Worcester, Massachusetts. Walkable to some of the restaurants in the area. The staff was lovely and very helpful. We did not eat on the property, but it looked like there was a place to have a bite to eat and drinks. Our room was nice, and the bathrooms were updated. The property seemed very clean and well-maintained."

Spark By Hilton Northborough

8/10 Good

"Overall our stay went well. Biggest complaint in the breakfast included in the price it was minimal with no hot options. It's barely a continental breakfast smh"

Doubletree by Hilton Hotel Leominster

10/10 Excellent

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Hampton Inn & Suites Worcester

10/10 Excellent

"I had a great time!!! Everything was so clean and PRETTY! HAD SM FUN!"

More cheap stays in Oakham

Sturbridge Plaza Hotel

400 Haynes St Sturbridge MA

1.839.499 ₫

2.054.720 ₫ total

13 Oct - 14 Oct

includes taxes & fees

5.6/10 (214 reviews)

Comfort Inn Auburn - Worcester

426 Southbridge St Auburn MA

2.177.129 ₫

2.431.853 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8/10 Very good! (1,296 reviews)

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131) Sturbridge MA

2.305.195 ₫

2.574.902 ₫ total

13 Oct - 14 Oct

includes taxes & fees

Holiday Inn Express Hotel & Suites Auburn by IHG

10-12 Johnson St Auburn MA

2.457.840 ₫

2.745.408 ₫ total

12 Nov - 13 Nov

includes taxes & fees

Motel 6 Leominster, MA

48 Commercial Rd Leominster MA

2.457.581 ₫

2.796.862 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Hampton Inn & Suites Worcester

65 Prescott St Worcester MA

4.046.381 ₫

4.631.082 ₫ total

18 Oct - 19 Oct

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Hotels in Oakham with star rating

Frequently asked questions

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.

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Book Hotels in Oakham on Expedia.com

Find hotels in Oakham, MA from 2.054.720 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oakham

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oakham hotels

1. Copper Lantern Motor Lodge

2. Homewood Suites By Hilton Worcester

3. Hampton Inn & Suites Worcester

4. Courtyard by Marriott Worcester

5. Holiday Inn Express & Suites Sturbridge by IHG

6. AC Hotel by Marriott Worcester

7. Wellsworth Hotel

8. Hampton Inn Auburn

9. Fairfield Inn & Suites by Marriott Worcester Auburn

10. The Inn Crowd Bed and Breakfast

11. Hilton Garden Inn Worcester

12. Comfort Inn & Suites Sturbridge - Brimfield

13. Beechwood Hotel

14. La Quinta Inn by Wyndham Auburn Worcester

15. Holiday Inn Express Hotel & Suites Auburn by IHG

16. The Colonial Hotel

17. Publick House Historic Inn and Country Motor Lodge

18. Residence Inn by Marriott Worcester

19. enVision Hotel Worcester Downtown

20. Great Wolf Lodge Boston / Fitchburg, MA

Top Oakham Hotel Reviews

northborough inn

Beechwood Hotel

The Colonial Hotel

La Quinta Inn by Wyndham Auburn Worcester

Great Wolf Lodge Boston / Fitchburg, MA

AC Hotel by Marriott Worcester

Spark By Hilton Northborough

Doubletree by Hilton Hotel Leominster

Hampton Inn & Suites Worcester

More cheap stays in Oakham

Sturbridge Plaza Hotel

Comfort Inn Auburn - Worcester

Publick House Historic Inn and Country Motor Lodge

Holiday Inn Express Hotel & Suites Auburn by IHG

Motel 6 Leominster, MA

Hampton Inn & Suites Worcester

Hotels in Oakham with star rating

Frequently asked questions

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