Find Romantic Hotels in Chestnut Hill, Boston from $133

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Chestnut Hill Romantic Hotels

Our top choices for Chestnut Hill romantic hotels

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very Good, (3105)
"Great stay! "
United States
Charles
$147 nightly
The price is $171
Dec 22 - Dec 23
Total with taxes and fees
Hilton Boston Park Plaza

Moxy Boston Downtown

Moxy Boston Downtown
3.5 star property
Bay Village
8.8 out of 10, Excellent, (1000)
"Clean and the staff very nice "
United States
Juliana A
$114 nightly
The price is $133
Dec 22 - Dec 23
Total with taxes and fees
Moxy Boston Downtown

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1699)
"Convenient location to mass transit "
United States
todd
$157 nightly
The price is $183
Dec 29 - Dec 30
Total with taxes and fees
Hyatt Regency Boston

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2320)
"Nice hotel and great location."
United States
James Earl
$143 nightly
The price is $167
Dec 22 - Dec 23
Total with taxes and fees
The Westin Boston Seaport District

Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District
3.0 star property
Seaport District
9.2 out of 10, Wonderful, (2702)
"Good room, fantastic breakfast all very clean."
United States
Andres
$126 nightly
The price is $147
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn Boston Seaport District

Hotel Commonwealth

Hotel Commonwealth
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1880)
"what a warm and hospitable staff in a beautiful hotel! it was a perfect stay!! "
United States
Jennifer
$167 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Commonwealth

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4282)
"Awesome stay. "
United States
Xavier
$216 nightly
The price is $251
Jan 1 - Jan 2, 2026
Total with taxes and fees
Omni Boston Hotel at the Seaport

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1004)
"Room was clean, loved the pool, and the food was delicious! "
United States
Heather
$195 nightly
The price is $227
Jan 11 - Jan 12, 2026
Total with taxes and fees
InterContinental Boston by IHG

Boston Marriott Copley Place

Boston Marriott Copley Place
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1707)
"Great hotel"
United States
Farhad
$189 nightly
The price is $220
Dec 19 - Dec 20
Total with taxes and fees
Boston Marriott Copley Place

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1730)
"Excellent hotel very nice "
United States
PAUL
$139 nightly
The price is $162
Dec 21 - Dec 22
Total with taxes and fees
Sheraton Boston, a Marriott Hotel
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 Chestnut Hill Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Chestnut Hill?
If you and your partner need a romantic escape, we've got just the thing. If you want to explore the area, you might head to McMullen Museum. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
What is there to do in Chestnut Hill?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Chestnut Hill has to offer. You might think about making a stop at McMullen Museum while you're visiting.
What's the best way to get to Chestnut Hill and around town during my romantic getaway?
These transportation options in Chestnut Hill might help your romantic trip get off to a smooth start: Fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is the closest major airport, located 7.5 mi (12 km) away. Make your way to Chestnut Hill Station for metro transit.

Explore a world of travel with Expedia