Guest Houses in Oakham
Massachusetts
United States of America
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Our top choices for Oakham guest houses

A white two-story building with a central entrance, columns, and an American flag.

A rustic room with exposed wooden beams, a fireplace, a bookshelf, and a chandelier.

A room with a fireplace, a large window, and a jacuzzi tub.

A bedroom with a large bed, a bedside lamp, a mirror, and a window with curtains.

1. Sturbridge Country Inn

Sturbridge Country Inn

2.5 star property

Fiskdale

5.2 out of 10, (118 reviews)

5.2/10

(118 reviews)

"Room was very clean and loved the rustic country decor. Fire place and jetted tub worked perfectly. "

Christine

The price is CA $350

CA $350

CA $391 total

includes taxes & fees

Nov 10 - Nov 11

Sturbridge Country Inn

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.

View all properties

Top reviews in Oakham

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

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 bathroom with a freestanding bathtub, a window with a white frame, and a wooden floor.

The Inn Crowd Bed and Breakfast

Holden

10/10 Excellent

A beautiful property meticulously looked after by the owners. Heather and Jason were warm and friendly hosts who went beyond expectations to look after their guests. Looking forward to returning.

Dale

Reviewed August 25, 2025Reviewed August 25, 2025

The Inn Crowd Bed and Breakfast

A hotel entrance with a covered walkway, columns, and a brick facade.

A hotel lobby with seating areas, a dining area, and a kitchenette.

A modern interior with a dining area, seating, and a kitchen in the background.

A snack aisle with various packaged snacks and chips.

Holiday Inn Express & Suites Sturbridge by IHG

Sturbridge

10/10 Excellent

Great stay

Tyler

Reviewed May 3, 2026Reviewed May 3, 2026

Holiday Inn Express & Suites Sturbridge by IHG

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

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

A Hampton Inn & Suites hotel with a modern design, featuring a prominent sign and well-lit entrance.

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

Hampton Inn & Suites Worcester

Worcester

10/10 Excellent

Very nice hotel and a great room. The staff were very helpful and friendly and the breakfast was excellent.

Jonathan

Reviewed October 23, 2023Reviewed October 23, 2023

Hampton Inn & Suites Worcester

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

A modern kitchen with dark wooden cabinets, a central island with a fruit bowl, and a coffee station.

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

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

Homewood Suites By Hilton Worcester

Worcester Central Business District

10/10 Excellent

Nice property with large rooms and solid breakfast!

Julia

Reviewed October 13, 2026Reviewed October 13, 2026

Homewood Suites By Hilton Worcester

A hotel with a parking lot, a covered entrance, and a brick facade.

A hotel room with a bed, a sofa, a TV, and a desk with a sink.

A breakfast bar with a variety of food options including cereal, fruit, and a yogurt machine.

A hotel room with a bed, a desk with a telephone, a sofa, and a small table.

Holiday Inn Express Hotel & Suites Auburn by IHG

Auburn

10/10 Excellent

The carpet left black stains on shocks and feet

Bill

Reviewed August 31, 2026Reviewed August 31, 2026

Holiday Inn Express Hotel & Suites Auburn by IHG

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

A snack display area with various packaged snacks and a sign that says "Welcome to Auburn."

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

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

Hampton Inn Auburn

Auburn

10/10 Excellent

Clean room and hotel.

Dean

Reviewed November 27, 2025Reviewed November 27, 2025

Hampton Inn Auburn

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

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

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

An indoor swimming pool with clear glass walls, a tiled floor, and a ceiling with recessed lighting.

Courtyard by Marriott Worcester

Worcester

10/10 Excellent

Chambre très propre mais parking payant …

Cedrick

Reviewed September 6, 2026Reviewed September 6, 2026

Courtyard by Marriott Worcester

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.

A large conference room with a long table, chandeliers, and wooden beams.

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

Publick House Historic Inn and Country Motor Lodge

Sturbridge

10/10 Excellent

Room was great, staff very helpful. A bit of a labyrinth to get around to restaurant

John

Reviewed October 3, 2026Reviewed October 3, 2026

Publick House Historic Inn and Country Motor Lodge

A modern interior with seating areas, a counter, and a kitchen area.

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

La Quinta Inn by Wyndham Auburn Worcester

Auburn

8/10 Good

La chambre était trop petite pour le prix par nuitée Mais sinon c’était bien

Joel

Reviewed October 26, 2026Reviewed October 26, 2026

La Quinta Inn by Wyndham Auburn Worcester

A well-lit garden area with a gazebo, a small house, and a large tree in the background.

A white wooden pergola with a lattice design, surrounded by lush greenery and flowering plants.

A swimming pool surrounded by lush greenery and a white fence.

A bedroom with a fireplace, a bed, a chair, and a table with a lamp.

Howarth House B&B

Fitchburg

10/10 Excellent

This charming New England B&B will not disappoint. Hosts Ryan and Sarah were the most welcoming and attentive folks. Breakfast was exceptional. We recommend this location without question.

Diane

Reviewed October 12, 2022Reviewed October 12, 2022

Howarth House B&B

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

A circular fire pit surrounded by wicker chairs in an outdoor seating area with a brick wall and large windows in the background.

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

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

Residence Inn by Marriott Worcester

Worcester

10/10 Excellent

Once again, we didn't have a clean bathroom. Unfortunately, but unlike the last place on our travels, these people were very accommodating. They said they'd clean the bathroom, give us a new room. The customer service was out of the park.They took care of all our needs here.I was just a little sad.Teresa was the lady's name didn't clean the bathroom before we got there.There was use soap in the shower hair in the shower.I just don't understand maybe i'm missing something.And you guys leave soap...

Rhonda

Reviewed July 14, 2026Reviewed July 14, 2026

Residence Inn by Marriott Worcester

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

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

A spacious lobby with seating areas, a reception desk, and a staircase leading to an upper floor.

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

Hilton Garden Inn Worcester

Worcester Central Business District

10/10 Excellent

Great location. Nice Staff

Randall

Reviewed September 9, 2026Reviewed September 9, 2026

Hilton Garden Inn Worcester

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Search Guest Houses in Oakham from CA $349

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oakham guest houses

1. Sturbridge Country Inn

Top reviews in Oakham

The Inn Crowd Bed and Breakfast

10/10 Excellent

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