Title: The Best 5 Star Hotels in Oakham, MA from $159 | 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__price_find.svg)  
###  
Upfront pricing  
Our total price for your stay includes taxes and fees
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Save 10% or more on over 100,000 hotels worldwide with Member Prices  
[Learn about One Key](https://www.expedia.com/welcome-one-key)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check availability on Oakham 5 Star Hotels

Tonight

[Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-02-26&endDate=2026-02-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-02-27&endDate=2026-02-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

![](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%2F5Star-Oakham-Hotels.s50-0-d3000441390.Travel-Guide-Filter-Hotels)[

Sign up, it's free

](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Oakham-Hotels.s50-0-d3000441390.Travel-Guide-Filter-Hotels)

## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Oakham.

![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Doubletree by Hilton Hotel Leominster

99 Erdman Way Leominster MA

$143 nightly

$159 total

Mar 8 - Mar 9

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

[](https://expedia.com/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information)

![Beechwood Hotel](https://images.trvl-media.com/lodging/1000000/30000/26900/26897/e056ede9_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Beechwood Hotel

363 Plantation St Worcester MA

$251 nightly

$287 total

Mar 1 - Mar 2

Total with taxes and fees

9.2/10 Wonderful! (1,003 reviews)

[](https://expedia.com/Worcester-Hotels-Beechwood-Hotel.h26897.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Oakham.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000441390&star=50)

You can also use these popular filters to refine your search.

[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000441390&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000441390&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000441390&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000441390&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000441390&star=50&star=50&amenities=WATER_PARK)

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.

## Top Oakham Hotel Reviews

## Find out more about Oakham

## Oakham Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Oakham are your dreams come true. From sprawling resorts to fancy hot spots, theseOakham 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Oakham, Massachusetts, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Oakham five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Oakham 5 star hotels.

## Frequently asked questions

### How much does it cost to stay in a 5-star hotel in Oakham?

> - Search for the lowest price per night from $159

### What makes a hotel 5 stars in Oakham?

### Are there any 5-star all-inclusive resorts in Oakham?

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rentals

- [3 Star Hotels in Rutland ](https://www.expedia.com/3Star-Rutland-Hotels.s30-0-d3000441485.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Rutland ](https://www.expedia.com/4Star-Rutland-Hotels.s40-0-d3000441485.Travel-Guide-Filter-Hotels)
- [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)
- [Wheelwright Hotels ](https://www.expedia.com/Wheelwright-Hotels.d3000348423.Travel-Guide-Hotels)
- [Rutland Hotels ](https://www.expedia.com/Rutland-Hotels.d3000441485.Travel-Guide-Hotels)
- [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)
- [3 Star Hotels in Barre ](https://www.expedia.com/3Star-Barre-Hotels.s30-0-d76937.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Barre ](https://www.expedia.com/4Star-Barre-Hotels.s40-0-d76937.Travel-Guide-Filter-Hotels)
- [Hotels near Buck Hill Conservation Dam ](https://www.expedia.com/Buck-Hill-Conservation-Dam-Hotels.0-l553248621532666790-0.Travel-Guide-Filter-Hotels)
- [Hotels near Moore State Park ](https://www.expedia.com/Moore-State-Park-Hotels.0-l553248621532666791-0.Travel-Guide-Filter-Hotels)
- [Barre Hotels ](https://www.expedia.com/Barre-Hotels.d76937.Travel-Guide-Hotels)
- [Hotels near Barre Historical Society ](https://www.expedia.com/Barre-Historical-Society-Hotels.0-l6180427-0.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Barre ](https://www.expedia.com/Barre-Hotels-Pet-Friendly-Hotel.0-0-d76937-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Resorts in Barre ](https://www.expedia.com/Barre-Resorts.d76937-aaResorts.Travel-Guide-Accommodation)
- [Hotels with Restaurants in Barre ](https://www.expedia.com/Barre-Hotels-Hotels-With-Restaurants.0-0-d76937-tHotelswithRestaurants.Travel-Guide-Filter-Hotels)
- [Aparthotels in Barre ](https://www.expedia.com/Barre-Apart-Hotels.d76937-aaApartHotels.Travel-Guide-Accommodation)
- [Hotels with Free Breakfast in Barre ](https://www.expedia.com/Barre-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d76937-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)
- [Ski Hotels in Barre ](https://www.expedia.com/Barre-Hotels-Ski-Hotel.0-0-d76937-tSkiHotel.Travel-Guide-Filter-Hotels)
- [Apartments in Barre ](https://www.expedia.com/Barre-Apartments.d76937-aaApartments.Travel-Guide-Accommodation)
- [Golf Hotels in Barre ](https://www.expedia.com/Barre-Hotels-Golf-Hotel.0-0-d76937-tGolfHotel.Travel-Guide-Filter-Hotels)
- [B&B in Barre ](https://www.expedia.com/Barre-Bed-And-Breakfast.d76937-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hotels near Barre Common District ](https://www.expedia.com/Barre-Common-District-Hotels.0-l6180425-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in North Brookfield ](https://www.expedia.com/4Star-North-Brookfield-Hotels.s40-0-d3000441279.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in North Brookfield ](https://www.expedia.com/5Star-North-Brookfield-Hotels.s50-0-d3000441279.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Paxton ](https://www.expedia.com/3Star-Paxton-Hotels.s30-0-d3000441398.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Paxton ](https://www.expedia.com/4Star-Paxton-Hotels.s40-0-d3000441398.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Paxton ](https://www.expedia.com/5Star-Paxton-Hotels.s50-0-d3000441398.Travel-Guide-Filter-Hotels)
- [North Brookfield Hotels ](https://www.expedia.com/North-Brookfield-Hotels.d3000441279.Travel-Guide-Hotels)
- [Apartments in North Brookfield ](https://www.expedia.com/North-Brookfield-Apartments.d3000441279-aaApartments.Travel-Guide-Accommodation)
- [Guest Houses in North Brookfield ](https://www.expedia.com/North-Brookfield-Guest-Houses.d3000441279-aaGuestHouses.Travel-Guide-Accommodation)
- [Rv Parks in North Brookfield ](https://www.expedia.com/North-Brookfield-RV-Parks.d3000441279-aaRVParks.Travel-Guide-Accommodation)
- [Motels in North Brookfield ](https://www.expedia.com/North-Brookfield-Motels.d3000441279-aaMotels.Travel-Guide-Accommodation)
- [Paxton Hotels ](https://www.expedia.com/Paxton-Hotels.d3000441398.Travel-Guide-Hotels)
- [B&B in Paxton ](https://www.expedia.com/Paxton-Bed-And-Breakfast.d3000441398-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Apartments in Paxton ](https://www.expedia.com/Paxton-Apartments.d3000441398-aaApartments.Travel-Guide-Accommodation)
- [Aparthotels in Paxton ](https://www.expedia.com/Paxton-Apart-Hotels.d3000441398-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Paxton ](https://www.expedia.com/Paxton-Motels.d3000441398-aaMotels.Travel-Guide-Accommodation)
- [3 Star Hotels in Spencer ](https://www.expedia.com/3Star-Spencer-Hotels.s30-0-d3000441533.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Spencer ](https://www.expedia.com/5Star-Spencer-Hotels.s50-0-d3000441533.Travel-Guide-Filter-Hotels)
- [Spencer Hotels ](https://www.expedia.com/Spencer-Hotels.d3000441533.Travel-Guide-Hotels)
- [Cottages in Spencer ](https://www.expedia.com/Spencer-Cottages.d3000441533-aaCottages.Travel-Guide-Accommodation)
- [B&B in Spencer ](https://www.expedia.com/Spencer-Bed-And-Breakfast.d3000441533-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Spencer ](https://www.expedia.com/Spencer-Resorts.d3000441533-aaResorts.Travel-Guide-Accommodation)
- [Vacation Homes in Spencer ](https://www.expedia.com/Spencer-Private-Vacation-Homes.d3000441533-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Motels in Spencer ](https://www.expedia.com/Spencer-Motels.d3000441533-aaMotels.Travel-Guide-Accommodation)
- [4 Star Hotels in Hubbardston ](https://www.expedia.com/4Star-Hubbardston-Hotels.s40-0-d3000441136.Travel-Guide-Filter-Hotels)
- [Hubbardston Hotels ](https://www.expedia.com/Hubbardston-Hotels.d3000441136.Travel-Guide-Hotels)
- [Vacation Homes in Hubbardston ](https://www.expedia.com/Hubbardston-Private-Vacation-Homes.d3000441136-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Hubbardston ](https://www.expedia.com/Hubbardston-Apartments.d3000441136-aaApartments.Travel-Guide-Accommodation)
- [B&B in Hubbardston ](https://www.expedia.com/Hubbardston-Bed-And-Breakfast.d3000441136-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Hubbardston ](https://www.expedia.com/Hubbardston-Motels.d3000441136-aaMotels.Travel-Guide-Accommodation)
- [East Brookfield Hotels ](https://www.expedia.com/East-Brookfield-Hotels.d553248634998818946.Travel-Guide-Hotels)
- [4 Star Hotels in West Brookfield ](https://www.expedia.com/4Star-West-Brookfield-Hotels.s40-0-d3000441648.Travel-Guide-Filter-Hotels)
- [Gilbertville Hotels ](https://www.expedia.com/Gilbertville-Hotels.d3000441097.Travel-Guide-Hotels)
- [Motels in Gilbertville ](https://www.expedia.com/Gilbertville-Motels.d3000441097-aaMotels.Travel-Guide-Accommodation)
- [3 Star Hotels in Holden ](https://www.expedia.com/3Star-Holden-Hotels.s30-0-d3000441120.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Holden ](https://www.expedia.com/5Star-Holden-Hotels.s50-0-d3000441120.Travel-Guide-Filter-Hotels)

- [Flights to Wheelwright ](https://www.expedia.com/Cheap-Flights-To-Wheelwright.d3000348423.Travel-Guide-Flights)
- [Flights to Rutland ](https://www.expedia.com/Cheap-Flights-To-Rutland.d3000441485.Travel-Guide-Flights)
- [Flights to Barre ](https://www.expedia.com/Cheap-Flights-To-Barre.d76937.Travel-Guide-Flights)
- [Flights from Barre ](https://www.expedia.com/lp/flights/76937/flights-from-barre)
- [Flights to North Brookfield ](https://www.expedia.com/Cheap-Flights-To-North-Brookfield.d3000441279.Travel-Guide-Flights)
- [Flights from North Brookfield ](https://www.expedia.com/lp/flights/3000441279/flights-from-north-brookfield)
- [Flights to Paxton ](https://www.expedia.com/Cheap-Flights-To-Paxton.d3000441398.Travel-Guide-Flights)
- [Flights from Paxton ](https://www.expedia.com/lp/flights/3000441398/flights-from-paxton)
- [Flights from Spencer ](https://www.expedia.com/lp/flights/3000441533/flights-from-spencer)
- [Flights to Spencer ](https://www.expedia.com/Cheap-Flights-To-Spencer.d3000441533.Travel-Guide-Flights)
- [Flights from Worcester Regional ](https://www.expedia.com/lp/airports/orh/flights-from-worcester-regional-airport)
- [Flights to Gilbertville ](https://www.expedia.com/Cheap-Flights-To-Gilbertville.d3000441097.Travel-Guide-Flights)

- [Visit Wheelwright ](https://www.expedia.com/Wheelwright.dx3000348423)
- [Visit Rutland ](https://www.expedia.com/Rutland.dx3000441485)
- [Rutland Vacations ](https://www.expedia.com/Rutland.d3000441485.Destination-Travel-Guides)
- [Visit Barre ](https://www.expedia.com/Barre.dx76937)
- [Barre Vacations ](https://www.expedia.com/Barre.d76937.Destination-Travel-Guides)
- [Visit North Brookfield ](https://www.expedia.com/North-Brookfield.dx3000441279)
- [Visit Paxton ](https://www.expedia.com/Paxton.dx3000441398)
- [Paxton Vacations ](https://www.expedia.com/Paxton.d3000441398.Destination-Travel-Guides)
- [Visit Spencer ](https://www.expedia.com/Spencer.dx3000441533)
- [Visit Hubbardston ](https://www.expedia.com/Hubbardston.dx3000441136)
- [Gilbertville Covered Bridge ](https://www.expedia.com/Gilbertville-Covered-Bridge-Massachusetts.d553248621532666781.Vacation-Attraction)

- [Car rentals near Wheelwright ](https://www.expedia.com/Car-Rentals-In-Wheelwright.d3000348423.Car-Rental-Guide)
- [Car rentals near Rutland ](https://www.expedia.com/Car-Rentals-In-Rutland.d3000441485.Car-Rental-Guide)
- [Car rentals near Barre ](https://www.expedia.com/Car-Rentals-In-Barre.d76937.Car-Rental-Guide)
- [Car rentals near Barre Common District ](https://www.expedia.com/Car-Rentals-In-Barre-Common-District.d6180425.Car-Rental-Guide)
- [Car rentals near North Brookfield ](https://www.expedia.com/Car-Rentals-In-North-Brookfield.d3000441279.Car-Rental-Guide)
- [Enterprise Rental Cars in North Brookfield ](https://www.expedia.com/Enterprise-Car-Rentals-In-North-Brookfield.d3000441279-c15.Car-Rental-Guide-Suppliers)
- [Car rentals near Paxton ](https://www.expedia.com/Car-Rentals-In-Paxton.d3000441398.Car-Rental-Guide)
- [Car rentals near Hardwick ](https://www.expedia.com/Car-Rentals-In-Hardwick.d553248634999094275.Car-Rental-Guide)
- [Car rentals near Spencer ](https://www.expedia.com/Car-Rentals-In-Spencer.d3000441533.Car-Rental-Guide)
- [Car rentals near Hubbardston ](https://www.expedia.com/Car-Rentals-In-Hubbardston.d3000441136.Car-Rental-Guide)
- [Car rentals near East Brookfield ](https://www.expedia.com/Car-Rentals-In-East-Brookfield.d553248634998818946.Car-Rental-Guide)
- [Car rentals near Gilbertville ](https://www.expedia.com/Car-Rentals-In-Gilbertville.d3000441097.Car-Rental-Guide)

- [Rutland Vacation Rentals ](https://www.expedia.com/Rutland-Vacation-Rentals.d3000441485.Travel-Guide-VacationRentals)
- [Barre Vacation Rentals ](https://www.expedia.com/Barre-Vacation-Rentals.d76937.Travel-Guide-VacationRentals)
- [Paxton Vacation Rentals ](https://www.expedia.com/Paxton-Vacation-Rentals.d3000441398.Travel-Guide-VacationRentals)
- [Spencer Vacation Rentals ](https://www.expedia.com/Spencer-Vacation-Rentals.d3000441533.Travel-Guide-VacationRentals)