Title: 20 Best B&B in Oakham, MA - Bed and Breakfast from $121 | Expedia.com [Oakham Travel Guide](https://expedia.com/Oakham.dx3000441390)[Hotels in Oakham](https://expedia.com/Oakham-Hotels.d3000441390.Travel-Guide-Hotels)[Vacation Rentals in Oakham](https://expedia.com/Oakham-Vacation-Rentals.d3000441390.Travel-Guide-VacationRentals)[Flights to Oakham](https://expedia.com/Cheap-Flights-To-Oakham.d3000441390.Travel-Guide-Flights)[Car Rentals in Oakham](https://expedia.com/Car-Rentals-In-Oakham.d3000441390.Car-Rental-Guide)[Oakham Vacation Packages](https://expedia.com/Oakham.d3000441390.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakham bed & breakfast ![Reception](https://images.trvl-media.com/lodging/18000000/17250000/17249200/17249126/eefc0b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17250000/17249200/17249126/6f20e3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Room 4) | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/18000000/17250000/17249200/17249126/4779539c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Engineers Suite) | Living area | TV](https://images.trvl-media.com/lodging/18000000/17250000/17249200/17249126/1641537b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trainmasters Inn [](https://www.expedia.com/Palmer-Hotels-Trainmasters-Inn.h17249126.Hotel-Information) Palmer 9.6/10 Exceptional (403 reviews) "The Trainmasters Inn is a delightfully cute B&B with charm. My wife and I stayed for one night while visiting family in Springfield and loved the cozy feel and historical integrity. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas $108 nightly $121 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Palmer-Hotels-Trainmasters-Inn.h17249126.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109950000/109945900/109945857/24de2f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Separate tub and shower, towels, toilet paper](https://images.trvl-media.com/lodging/110000000/109950000/109945900/109945857/a40f345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109950000/109945900/109945857/4ea63ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109950000/109945900/109945857/227a4201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn Crowd Bed and Breakfast [](https://www.expedia.com/Holden-Hotels-The-Inn-Crowd-Bed-And-Breakfast.h109945857.Hotel-Information) Holden 10/10 Exceptional (57 reviews) "Great b&b. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $170 nightly $180 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Holden-Hotels-The-Inn-Crowd-Bed-And-Breakfast.h109945857.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/f1f42076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/99232d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/b14e386a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/45000000/44999500/44999466/363b19c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howarth House B&B [](https://www.expedia.com/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.Hotel-Information) Fitchburg 10/10 Exceptional (112 reviews) "Absolutely beautiful house. The owners are so kind and the breakfast is amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $235 nightly $235 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-Howarth-House-Bed-And-Breakfast.h44999466.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/6a4870a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/01fdfd63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/8a97a85f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/3000000/2210000/2205700/2205666/56f95948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maguire House Bed & Breakfast [](https://www.expedia.com/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information) Ashburnham 10/10 Exceptional (36 reviews) "Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ranjit $248 nightly $248 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Leominster-Hotels-The-Maguire-House-Bed-Breakfast.h2205666.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25®ionId=3000441390&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_3000441390) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakham-Bed-And-Breakfast.d3000441390-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakham-Bed-And-Breakfast.d3000441390-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Oakham Hotel Reviews ![Hampton Inn & Suites Worcester](https://images.trvl-media.com/lodging/14000000/13400000/13396800/13396768/d5fa4626_y.jpg) ### Hampton Inn & Suites Worcester 10/10 Excellent "Nice room, comfortable, friendly staff, good position" [](https://expedia.com/Worcester-Hotels-Hampton-Inn-Suites-Worcester.h13396768.Hotel-Information) ![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/b76d5e91_y.jpg) ### Publick House Historic Inn and Country Motor Lodge 6/10 Okay "The staff was friendly and helpful. They let me know of options for food and beverage which was nice. But the lodge could use some updating. Room was mostly clean but found an old hair tie by a bed and it smelled musty. We were only staying one night and it was inexpensive. " [](https://expedia.com/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![Scottish Inn Sturbridge](https://images.trvl-media.com/lodging/1000000/920000/918600/918540/96af1e62_y.jpg) ### Scottish Inn Sturbridge 10/10 Excellent "A close location for visiting family, have stayed here several times. Great breakfast restaurant next door, supermarket nearby and close to historic site and the major highways." [](https://expedia.com/Sturbridge-Hotels-Scottish-Inn-Sturbridge.h918540.Hotel-Information) ![Hampton Inn Auburn](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/afddbde6_y.jpg) ### Hampton Inn Auburn 4/10 Poor "We wanted a quick get away..We chose this hotel for the pool, rate, and breakfast a mini 1 night vacation because we have a newborn and wanted a night away..breakfast lady was nice but stuff was cold at 6:30 ...and all 3 of us had stomach issues after eating..and to top off NO POOL...$100 kept for incidentals still not back on our card...no soap at sink..and we had diapers to change...the little things matter..prob. wont stay again..disappointed." [](https://expedia.com/Worcester-Hotels-Hampton-Inn-Auburn.h1066413.Hotel-Information) ![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5_y.jpg) ### Great Wolf Lodge Boston / Fitchburg, MA 10/10 Excellent "The staff were all very helpful, enthusiastic, and polite. I wish there was a gym. It's tough because with young kids that go to bed early, there's not much for adults to do at the hotel/surrounding area, except drink/eat which I didn't want to do." [](https://expedia.com/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) ![Holiday Inn Express & Suites Sturbridge by IHG](https://images.trvl-media.com/lodging/19000000/18430000/18420700/18420686/fb3b59fc_y.jpg) ### Holiday Inn Express & Suites Sturbridge by IHG 10/10 Excellent "The room was very clean and the bed was very comfortable!" [](https://expedia.com/Sturbridge-Hotels-Holiday-Inn-Express-Suites-Sturbridge.h18420686.Hotel-Information) ![Hilton Garden Inn Worcester](https://images.trvl-media.com/lodging/2000000/1480000/1478200/1478175/8936f499_y.jpg) ### Hilton Garden Inn Worcester 10/10 Excellent "Housekeeping could definitely use some improvements and many things are outdated but otherwise good stay" [](https://expedia.com/Worcester-Hotels-Hilton-Garden-Inn-Worcester.h1478175.Hotel-Information) ![La Quinta Inn by Wyndham Auburn Worcester](https://images.trvl-media.com/lodging/1000000/60000/51200/51107/71d53740_y.jpg) ### La Quinta Inn by Wyndham Auburn Worcester 4/10 Poor "Wouldn’t stay there again" [](https://expedia.com/Worcester-Hotels-La-Quinta-Inn-By-Wyndham-Auburn-Worcester.h51107.Hotel-Information) ![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf_y.jpg) ### Doubletree by Hilton Hotel Leominster 6/10 Okay "Everything was good but the blanket not so good" [](https://expedia.com/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information) ## Find out more about Oakham ## Oakham B&B information | Number of reviews | 608 | | ----------------- | ----- | | Accommodation | 4 B&B | | Lowest Price | $121 | | Highest Price | $248 | ## Frequently asked questions ### What is the nightly rate for a Bed & Breakfast in Oakham? ### When is the best time to book a B&B in Oakham? > In particular, June is the most popular month to visit Oakham. During this time, you can expect a bustling atmosphere, with local festivals and events celebrating the season. It's a great opportunity to immerse yourself in the community while enjoying the stunning views and recreational activities the area has to offer. > > > If you're looking for a more budget-friendly option, consider visiting in late September, when the summer crowds have dispersed. This period offers a quieter experience, allowing for peaceful exploration of scenic trails and local parks, all while enjoying the crisp autumn air and the changing foliage. ### What is the difference between a Oakham Bed & Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Resorts in Rutland ](https://www.expedia.com/Rutland-Resorts.d3000441485-aaResorts.Travel-Guide-Accommodation) - [Rv Parks in Rutland ](https://www.expedia.com/Rutland-RV-Parks.d3000441485-aaRVParks.Travel-Guide-Accommodation) - [Motels in Rutland ](https://www.expedia.com/Rutland-Motels.d3000441485-aaMotels.Travel-Guide-Accommodation) - [B&B in Rutland ](https://www.expedia.com/Rutland-Bed-And-Breakfast.d3000441485-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Saint Joseph's Abbey ](https://www.expedia.com/Saint-Josephs-Abbey-Hotels.0-l553248621532666789-0.Travel-Guide-Filter-Hotels) - [New Braintree Hotels ](https://www.expedia.com/New-Braintree-Hotels.d553248634998868294.Travel-Guide-Hotels) - 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