Hotels in Oak Square, Boston

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Our top choices for Oak Square hotels

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District
3.0 star property
Seaport District, 10.2 km from Oak Square
9.4 out of 10, Exceptional, (2,369 reviews)
"Awesome hotel! Great location!!!"
Canada
Craig
The price is CA $274
CA $319 total
includes taxes & fees
May 21 - May 22
Hyatt Place Boston/Seaport District

citizenM Boston Back Bay

citizenM Boston Back Bay
4.0 star property
5.9 km from Oak Square
9.4 out of 10, Exceptional, (2,672 reviews)
"Easy walk to Fenway park. Lots of great restaurants and stores near by. We enjoyed our stay."
United States
Stephanie
The price is CA $246
CA $287 total
includes taxes & fees
May 25 - May 26
citizenM Boston Back Bay

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta
2.0 star property
Prudential - St. Botolph, 6.4 km from Oak Square
8.2 out of 10, Very good, (343 reviews)
"Clean and great location would definitely stay there again"
Canada
Howard
The price is CA $287
CA $335 total
includes taxes & fees
May 25 - May 26
The Midtown Hotel MOD Collection by Sonesta

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
13.8 km from Oak Square
8.2 out of 10, Very good, (5,589 reviews)
"Clean rooms, convenient location"
United States
Raja
The price is CA $181
CA $202 total
includes taxes & fees
May 25 - May 26
Hampton Inn Boston - Logan Airport

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District, 9.7 km from Oak Square
9.2 out of 10, Wonderful, (4,649 reviews)
"Great stay."
United States
Cassendra
The price is CA $246
CA $343 total
includes taxes & fees
May 29 - May 30
Omni Boston Hotel at the Seaport

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Crossing, 8.2 km from Oak Square
9.0 out of 10, Wonderful, (2,019 reviews)
"Excellent hotel and great location!"
United States
Toni
The price is CA $198
CA $279 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Boston

Hampton by Hilton at the Boston Seaport District

Hampton by Hilton at the Boston Seaport District
3.0 star property
Seaport District, 10.2 km from Oak Square
9.2 out of 10, Wonderful, (2,862 reviews)
"A very pleasant stay!"
United States
Judy
The price is CA $224
CA $261 total
includes taxes & fees
May 25 - May 26
Hampton by Hilton at the Boston Seaport District

Seaport Hotel Boston

Seaport Hotel Boston
4.0 star property
Seaport District, 9.8 km from Oak Square
9.6 out of 10, Exceptional, (4,357 reviews)
"Beautiful hotel and staff was great !"
United States
Tonda
The price is CA $318
CA $418 total
includes taxes & fees
May 25 - May 26
Seaport Hotel Boston

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District, 9.7 km from Oak Square
9.2 out of 10, Wonderful, (2,410 reviews)
"Great hotel!"
United States
Andrea
The price is CA $234
CA $336 total
includes taxes & fees
May 25 - May 26
The Westin Boston Seaport District

YOTEL Boston

YOTEL Boston
4.0 star property
9.3 km from Oak Square
8.6 out of 10, Excellent, (2,518 reviews)
"Very cool hotel and location!"
United States
Emily
The price is CA $265
CA $381 total
includes taxes & fees
May 25 - May 26
YOTEL Boston

Aloft by Marriott Boston Seaport District

Aloft by Marriott Boston Seaport District
3.0 star property
Seaport District, 9.6 km from Oak Square
8.8 out of 10, Excellent, (1,465 reviews)
"Nice clean hotel, very friendly staff. "
United States
Edith
The price is CA $227
CA $304 total
includes taxes & fees
May 21 - May 22
Aloft by Marriott Boston Seaport District

The Dagny Boston

The Dagny Boston
4.0 star property
Boston Financial District, 8.9 km from Oak Square
9.4 out of 10, Exceptional, (7,250 reviews)
"Great location….wonderful staff….really nice rooms"
United States
Georgianna
The price is CA $219
CA $303 total
includes taxes & fees
May 25 - May 26
The Dagny Boston

The Hotel Marblehead

The Hotel Marblehead
3.5 star property
28.9 km from Oak Square
9.2 out of 10, Wonderful, (499 reviews)
"Clean room and comfortable beds!"
United States
Adam
The price is CA $212
CA $237 total
includes taxes & fees
May 25 - May 26
The Hotel Marblehead

Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station
3.0 star property
West End, 8.5 km from Oak Square
9.4 out of 10, Exceptional, (1,341 reviews)
"Well located and excellent staff and larger rooms; also nice view"
United States
Cynthia T
The price is CA $233
CA $271 total
includes taxes & fees
May 25 - May 26
Courtyard by Marriott Boston Downtown/North Station

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End, 9.2 km from Oak Square
8.8 out of 10, Excellent, (1,833 reviews)
"Great location, great staff. Great view, and great rooms"
United States
Jeannette
The price is CA $200
CA $289 total
includes taxes & fees
May 25 - May 26
Battery Wharf Hotel, Boston Waterfront

The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers
2.0 star property
29.9 km from Oak Square
7.6 out of 10, Good, (1,024 reviews)
"Quiet, clean, friendly, and accomodating. "
Canada
Stephanie
The price is CA $136
CA $152 total
includes taxes & fees
May 19 - May 20
The Northshore Hotel - Boston/Danvers

Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District
3.0 star property
Seaport District, 10.2 km from Oak Square
9.2 out of 10, Wonderful, (1,475 reviews)
"The room had everything we needed. Very walkable to our cruise. "
United States
Angela
The price is CA $229
CA $263 total
includes taxes & fees
May 25 - May 26
Homewood Suites by Hilton Boston Seaport District

The Godfrey Hotel Boston

The Godfrey Hotel Boston
4.0 star property
Downtown Crossing, 8.2 km from Oak Square
9.4 out of 10, Exceptional, (5,080 reviews)
"Great location; very friendly staff"
United States
sadap
The price is CA $277
CA $379 total
includes taxes & fees
May 25 - May 26
The Godfrey Hotel Boston

Harborside Inn Of Boston

Harborside Inn Of Boston
4.0 star property
Boston Financial District, 8.9 km from Oak Square
9.2 out of 10, Wonderful, (6,571 reviews)
"Loved the location and the bar lounge."
United States
Yolanda
The price is CA $246
CA $287 total
includes taxes & fees
May 25 - May 26
Harborside Inn Of Boston

Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center
3.0 star property
7.5 km from Oak Square
8.0 out of 10, Very good, (1,660 reviews)
"Was a nice hotel would recommend "
United States
William
The price is CA $214
CA $249 total
includes taxes & fees
May 21 - May 22
Hampton Inn & Suites Boston Crosstown Center
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.

Where to stay in Oak Square

Find the best Oak Square areas and neighborhoods for the activities you enjoy most.

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

Fenway–Kenmore

Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign.

Top Oak Square Hotel Reviews

Frequently asked questions

What other neighbourhoods are similar to Oak Square?
Oak Square is a residential neighbourhood in Brighton, Boston, known for its quiet streets and good transport links; similar areas you might consider are Brighton Centre and Cleveland Circle.

Brighton Centre is the main commercial hub of Brighton, located a short bus ride or walk from Oak Square. It offers a wider selection of shops, restaurants, and amenities along Washington Street and Brighton Avenue. This area is particularly well-suited for those who appreciate having everything within easy reach, from grocery stores to local eateries, while still enjoying a community feel.

Cleveland Circle, situated at the intersection of Beacon Street and Chestnut Hill Avenue, provides excellent access to Boston's tram system, with three different lines converging there. It's a good option for travellers who prioritise convenient public transport for exploring the wider city.
What are the best hotels in Oak Square that travellers recommend?
For hotels in Oak Square that travellers highly recommend, consider the Iris Hotel Boston or the Residence Inn by Marriott Boston Watertown.

The 4-star Iris Hotel Boston, with an impressive 9.4 rating, offers luxurious amenities such as Frette Italian sheets, champagne service, and designer toiletries. Guests frequently praise the comfortable and great rooms, as well as the excellent and fantastic service from the friendly and helpful staff. It is conveniently located near the Brookline Farmers Market, just 0.2 km away.

Another excellent option is the 3-star Residence Inn by Marriott Boston Watertown, which boasts a 9.2 rating. This hotel provides complimentary buffet breakfast and continental breakfast, along with premium bedding. Reviewers often highlight the beautiful and clean rooms, the helpful and great staff, and the convenient location close to the Charles River Reservation, just 0.3 km away.
What are the best family hotels in Oak Square?
For families travelling to Oak Square, some excellent hotel options include the DoubleTree Suites by Hilton Hotel Boston - Cambridge, the Four Points by Sheraton Boston Newton, and the Courtyard by Marriott Boston Brookline.

The 4-star DoubleTree Suites by Hilton Hotel Boston - Cambridge, with an 8.8 rating, is popular for its spacious rooms and friendly staff. It offers a pool, sofa beds, and free cribs, along with connecting rooms for larger families. Guests appreciate the free wired internet in public areas and a free shuttle service to the train station. It is conveniently located near Harvard Square and the Charles River Reservation.

Another good choice is the 3.5-star Four Points by Sheraton Boston Newton, rated 8.4. This hotel provides a pool, connecting rooms, and rollaway or extra beds, as well as free cribs. Guests have praised its comfortable and clean rooms, convenient parking, and great breakfast. It is close to the New Repertory Theatre and the Charles River Reservation.

The 3-star Courtyard by Marriott Boston Brookline, with a rating of 8.6, is also highly recommended. This hotel features a pool, sofa beds, and free rollaway or extra beds and cribs. It also offers connecting rooms and a child-friendly window design for added peace of mind. Guests frequently highlight its great location, spacious rooms, and excellent, friendly staff. It is located very close to the Brookline Farmers Market and The Fens.
What are the best spa hotels in Oak Square?
For an excellent spa hotel in Oak Square, the Iris Hotel Boston is a superb choice.

This 4-star hotel, with an outstanding rating of 9.4, offers a wide range of spa services including deep tissue massage, hot stone massage, aromatherapy treatments, body scrubs, reflexology, and facials. Guests can enjoy various treatments in dedicated massage and treatment rooms, with advance notice recommended for massages. The hotel is conveniently located just 0.7 km from the John Fitzgerald Kennedy National Historic Site and 2.0 km from the Isabella Stewart Gardner Museum. Guests frequently praise the friendly and helpful staff, the comfortable rooms, and the excellent location.
What hotels in Oak Square offer free breakfast?
In Oak Square, both the Hampton Inn & Suites Watertown Boston and the 3-star Residence Inn by Marriott Boston Watertown offer complimentary breakfast.

The Hampton Inn & Suites Watertown Boston, with an excellent 9.4 rating, provides a fantastic free buffet breakfast. Guests consistently praise the comfortable and clean rooms, as well as the friendly and great staff. The hotel is conveniently located just 0.6 km from the Charles River Reservation.

Another excellent choice is the 3-star Residence Inn by Marriott Boston Watertown, which holds a strong 9.2 rating. This hotel offers both a free continental and buffet breakfast. Guests frequently mention the beautiful and clean rooms, along with the helpful staff. It's also very close to the Charles River Reservation, just 0.3 km away.
What are the top pet-friendly hotels in Oak Square?
For top pet-friendly hotels in Oak Square, consider the Hampton Inn & Suites Watertown Boston, Residence Inn by Marriott Boston Watertown, AC Hotel by Marriott Boston Cleveland Circle, and Four Points by Sheraton Boston Newton.

The Hampton Inn & Suites Watertown Boston, with an excellent 9.4 rating, is highly praised for its comfortable and clean rooms. Guests often highlight the great and friendly staff and the convenient location. The hotel permits both dogs and cats and offers a complimentary buffet breakfast. It is conveniently located near the New Repertory Theatre and the Charles River Reservation.

Another excellent choice is the 3-star Residence Inn by Marriott Boston Watertown, which has a 9.2 rating. This hotel permits dogs only and provides a complimentary buffet breakfast. Guests frequently mention the beautiful and clean rooms, as well as the helpful and great staff. It is close to the New Repertory Theatre and the Charles River Reservation.

The 3.5-star AC Hotel by Marriott Boston Cleveland Circle, rated 9.0, is another great option for pet owners. Guests appreciate the clean and quiet rooms, along with the friendly staff and convenient location. This hotel offers free WiFi and complimentary toiletries. It is situated close to Chestnut Hill Reservoir and Chestnut Hill Reservation.

Finally, the 3.5-star Four Points by Sheraton Boston Newton, with an 8.4 rating, is also pet-friendly. Guests describe the rooms as comfortable and clean, and the staff as friendly and great. The hotel is conveniently located near the New Repertory Theatre and the Charles River Reservation.
What are the best budget hotels in Oak Square?
For excellent budget hotels in Oak Square, consider the Residence Inn by Marriott Boston Watertown and the Hampton Inn & Suites Watertown Boston.

The 3-star Residence Inn by Marriott Boston Watertown, with a superb 9.2 rating, offers complimentary buffet and continental breakfast, along with a free grocery shopping service, making it very convenient for longer stays. Guests frequently mention the beautiful, clean rooms, helpful staff, and convenient location, just 0.3 km from the Charles River Reservation.

Another highly-rated option is the Hampton Inn & Suites Watertown Boston, which boasts an outstanding 9.4 rating. This hotel provides a free breakfast and buffet breakfast. Travellers consistently praise the friendly staff, comfortable rooms, and excellent breakfast. It is also conveniently located just 0.6 km from the Charles River Reservation.
What are the most romantic hotels in Oak Square for couples?
For a romantic stay in Oak Square, the Iris Hotel Boston and The Pistachio Room at TPH - Boston are both excellent choices for couples.

The 4-star Iris Hotel Boston, with an impressive 9.4 rating, excels in offering a romantic experience. Guests can enjoy premium bedding, Frette Italian sheets, and designer toiletries in their rooms, some of which feature a private indoor hot tub and a fireplace. The hotel also provides couples dining options and champagne service, superb for a special occasion. Its location is convenient, being just 0.7 km from the John Fitzgerald Kennedy National Historic Site and 2.0 km from the Isabella Stewart Gardner Museum.

Another highly-rated option is The Pistachio Room at TPH - Boston, which boasts an outstanding 9.6 rating. This accommodation offers a private balcony, a porch or lanai, and a patio, superb for enjoying quiet moments together. It also includes a kitchen, providing the convenience of preparing your own meals. The property is situated 1.5 km from the Charles River Reservation, offering opportunities for peaceful strolls.
What are the best hotels in Oak Square near Charles River?
For a highly-rated hotel in Oak Square near the Charles River, the Four Points by Sheraton Boston Newton is an excellent choice.

This 3.5-star hotel, with an 8.4 rating, is praised by guests for its comfortable and clean rooms, as well as its friendly and great staff. It offers a pool, connecting rooms, and the convenience of rollaway extra beds and free cribs, making it particularly suitable for families. The hotel is also conveniently located, with the Charles River Reservation just 2.9 km away and the Charles River itself 15.5 km away. Guests have also highlighted the convenient and easy parking, and the great breakfast options.
When is the best time to go to Oak Square?
The best time to visit Oak Square is during the late spring (May to early June) or early autumn (September to October).

These periods offer pleasant weather, with comfortable temperatures that are ideal for exploring the area on foot or enjoying outdoor dining. You'll avoid the heat and humidity of summer and the colder, sometimes snowy, conditions of winter. The foliage in autumn is particularly appealing.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Oak Square hotel for you.
How can I save on a Oak Square hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Oak Square hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Oak Square hotel?
Hotel prices in Oak Square often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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