Hotels in Oak Square, MA: Compare 10+ Sites & Save

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  6.  Oak Square

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434 Best Hotels in Oak Square (Starting from $89)

Charles River Inn
Charles River Inn
Hotel
Oak Square, Boston, Massachusetts, USA
0.8k from Oak Square center

Guest Services, Air Conditioner, Internet, Fireplace/Heating, Parking, Child Friendly

New to Booking
$89
Average price / night
Check Availability
Hampton Inn & Suites Watertown Boston, Ma
Hampton Inn & Suites Watertown Boston, Ma
Hotel
Oak Square, Boston, Massachusetts, USA
1.2k from Oak Square center

Cheap, Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.8

Fabulous

902 reviews

$374
Average price / night
Check Availability
Hampton Inn & Suites Watertown Boston
Hampton Inn & Suites Watertown Boston
Hotel
25 Bond Street, Watertown, MA, 02472, United States
1.2k from Oak Square center

AC, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Internet, Laundry, Microwave

9.4

Superb

1032 reviews

$158
Average price / night
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Residence Inn by Marriott Boston Watertown
Residence Inn by Marriott Boston Watertown
Hotel
Watertown, MA, USA
1.3k from Oak Square center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Self-catering

9.0

Fabulous

208 reviews

$290
Average price / night
Check Availability
Brighton place Hotel
Brighton place Hotel
Hotel
Boston, MA, USA
1.7k from Oak Square center

Ev Charge Station, Restaurant, Spa, Security/Safety, Internet, Pet Friendly, Parking

New to Booking
$700
Average price / night
Check Availability
The Boston Hotel
The Boston Hotel
Hotel
40 Mt Hood Road, Boston, MA, 02135, United States
1.9k from Oak Square center

Breakfast Included, Business Services, Heater, Internet, Laundry, Microwave, Parking Available

7.4

Good

863 reviews

$172
Average price / night
Check Availability
Hotel Boston
Hotel Boston
Hotel
Oak Square, Boston, Massachusetts, USA
1.8k from Oak Square center

Security/Safety, Parking, Internet, Laundry, Balcony/Terrace, Fireplace/Heating, Accessibility

7.0

Good

352 reviews

$202
Average price / night
Check Availability
The Inn on Arsenal
The Inn on Arsenal
Hotel
100 N Beacon St, Watertown, MA, 02472, United States
2.0k from Oak Square center

AC, Free Parking, Frontdesk 24 Hour, Heater, Housekeeping, Internet, Microwave, No Smoking, TV

8.2

Very Good

107 reviews

$169
Average price / night
Check Availability
Inn On Arsenal
Inn On Arsenal
Hotel
Oak Square, Boston, Massachusetts, USA
2.0k from Oak Square center

Accommodations, Parking, Lodgings, Places to stay

6.7

Good

239 reviews

$179
Average price / night
Check Availability
AC Hotel by Marriott Boston Cleveland Circle
AC Hotel by Marriott Boston Cleveland Circle
Hotel
395 Chestnut Hill Ave, Boston, MA, 02135, United States
2.1k from Oak Square center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Grocery

9.0

Fabulous

1002 reviews

$281
Average price / night
Check Availability
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
Hotel
Newton, MA, USA
2.1k from Oak Square center

Accommodations, Pools, Parking, Sheraton, Pet-friendly, 4-star, Lodgings, Places to stay, Family

7.9

Good

777 reviews

$260
Average price / night
Check Availability
Studio Allston Hotel
Studio Allston Hotel
Hotel
1234 Soldiers Field Rd, Boston, MA, 02135, United States
2.4k from Oak Square center

AC, Bar, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet

8.6

Fabulous

1267 reviews

$166
Average price / night
Check Availability
Studio Allston Hotel Boston
Studio Allston Hotel Boston
Hotel
Boston, MA, USA
2.4k from Oak Square center

Accommodations, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.2

Very Good

2141 reviews

$263
Average price / night
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The Farrington Inn
The Farrington Inn
Hotel
23 Farrington Avenue, Boston, MA, 02134, United States
2.5k from Oak Square center

AC, Crib, Frontdesk 24 Hour, Housekeeping, Internet, No Smoking, TV

6.0

Review score

1001 reviews

$90
Average price / night
Check Availability
Elysian Residences Boston
Elysian Residences Boston
Hotel
525 Lincoln St, Boston, MA, 02134, United States
2.7k from Oak Square center

AC, Business Services, Elevator, Fitness Equipment, Internet, Kitchen, Microwave, No Smoking, Parking Available

New to Booking
$874
Average price / night
Check Availability
Courtyard by Marriott Boston Brookline
Courtyard by Marriott Boston Brookline
Hotel
Brookline, MA, USA
3.3k from Oak Square center

Accommodations, Pools, Parking, Marriott , 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.0

Good

368 reviews

$311
Average price / night
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Iris Hotel Boston
Iris Hotel Boston
Hotel
30 Webster St, Brookline, MA, 02446, United States
3.4k from Oak Square center

AC, Bar, Breakfast Available, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Heater, Housekeeping

9.4

Superb

511 reviews

$384
Average price / night
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DoubleTree Suites by Hilton Hotel Boston - Cambridge
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Hotel
Boston, MA, USA
3.6k from Oak Square center

Cheap, Accommodations, Pools, Parking, Romantic, 4-star, Lodgings, Hot tubs, Places to stay

8.5

Very Good

656 reviews

$250
Average price / night
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The Atlas Hotel
The Atlas Hotel
Hotel
40 Western Avenue, Boston, MA, 02134, United States
3.5k from Oak Square center

AC, Bar, Breakfast Available, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Heater, Housekeeping

9.8

Exceptional

28 reviews

$384
Average price / night
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The Coolidge Corner Guest House: A Brookline Bed and Breakfast
The Coolidge Corner Guest House: A Brookline Bed and Breakfast
Hotel
Brookline, MA, USA
3.7k from Oak Square center

B&bs, Cheap, Accommodations, Parking, Inns, 3-star, Lodgings, Places to stay

8.1

Very Good

111 reviews

$263
Average price / night
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Courtyard by Marriott Boston Cambridge
Courtyard by Marriott Boston Cambridge
Hotel
Cambridge, MA, USA
3.8k from Oak Square center

Accommodations, Parking, Marriott , 3-star, Lodgings, Places to stay

8.2

Very Good

556 reviews

$217
Average price / night
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The Arcadian
The Arcadian
Hotel
Brookline, MA, USA
3.8k from Oak Square center

Accommodations, Parking, 4-star, Lodgings, Places to stay

7.8

Good

3122 reviews

$151
Average price / night
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The Charles Hotel in Harvard Square
The Charles Hotel in Harvard Square
Hotel
Cambridge, MA, USA
3.8k from Oak Square center

Accommodations, Parking, Spa, Romantic, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay

8.8

Fabulous

356 reviews

$428
Average price / night
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Harvard Square Hotel
Harvard Square Hotel
Hotel
Oak Square, Boston, Massachusetts, USA
3.9k from Oak Square center

Accommodations, Parking, Boutique, 3-star, Lodgings, Places to stay, Accessible hotels

7.5

Good

333 reviews

$159
Average price / night
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Homewood Suites by Hilton Boston Brookline-Longwood Medical
Homewood Suites by Hilton Boston Brookline-Longwood Medical
Hotel
Brookline, MA, USA
4.0k from Oak Square center

Accommodations, Pools, Parking, Hilton , 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.6

Fabulous

258 reviews

$306
Average price / night
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Longwood Inn
Longwood Inn
Hotel
Brookline, MA, USA
4.0k from Oak Square center

B&bs, Cheap, Accommodations, Parking, Inns, Romantic, 3-star, Lodgings, Places to stay

8.2

Very Good

785 reviews

$134
Average price / night
Check Availability
Sheraton Commander Hotel
Sheraton Commander Hotel
Hotel
Cambridge, MA, USA
4.2k from Oak Square center

Accommodations, Parking, Sheraton, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.1

Very Good

202 reviews

$341
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Oak Square.

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Frequently Asked Questions

You can explore 434 verified hotels in Oak Square. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Oak Square vary depending on the season, location, and property type. Rates typically start from around $89 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Oak Square include amenities such as Guest Services, Accessibility, and Internet. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Oak Square by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Oak Square welcome pets. Currently, 23 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Oak Square offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.