Find Romantic Hotels in Winter Hill, MA

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Check availability on Winter Hill Romantic Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Winter Hill romantic hotels

Lobby
Hilton Boston Park Plaza

Hilton Boston Park Plaza

Hilton Boston Park Plaza
4.0 star property
Bay Village
8.4 out of 10, Very Good, (3109)
"Great stay! "
United States
Charles
The price is NT$3,513
NT$5,372 total
includes taxes & fees
Jan 8 - 2026/1/9
Hilton Boston Park Plaza
Meeting facility
Moxy Boston Downtown

Moxy Boston Downtown

Moxy Boston Downtown
3.5 star property
Bay Village
8.8 out of 10, Excellent, (1008)
"Great amenities and staff- perfect location "
United States
Molly
The price is NT$2,483
NT$4,173 total
includes taxes & fees
Jan 5 - 2026/1/6
Moxy Boston Downtown
Suite (VIP) | Premium bedding, in-room safe, blackout drapes, iron/ironing board
Hyatt Regency Boston

Hyatt Regency Boston

Hyatt Regency Boston
4.0 star property
Downtown Boston
9.0 out of 10, Wonderful, (1739)
"Friendly staff and nice clean room. "
United States
Jenik
The price is NT$4,099
NT$5,873 total
includes taxes & fees
Jan 4 - 2026/1/5
Hyatt Regency Boston
Exterior
The Westin Boston Seaport District

The Westin Boston Seaport District

The Westin Boston Seaport District
4.0 star property
Seaport District
9.2 out of 10, Wonderful, (2354)
"Nice hotel and great location."
United States
James Earl
The price is NT$3,741
NT$5,454 total
includes taxes & fees
Dec 30 - Dec 31
The Westin Boston Seaport District
Executive Suite, 1 King Bed | Pillowtop beds, in-room safe, desk, laptop workspace
Element by Marriott, Boston Seaport District

Element by Marriott, Boston Seaport District

Element by Marriott, Boston Seaport District
3.0 star property
Seaport District
9.0 out of 10, Wonderful, (1001)
"Everything about the hotel was great and will be staying again "
United States
Zuri
The price is NT$3,363
NT$4,703 total
includes taxes & fees
Jan 5 - 2026/1/6
Element by Marriott, Boston Seaport District
Terrace/patio
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport
5.0 star property
Seaport District
9.2 out of 10, Wonderful, (4342)
"Staff and room was incredible Def would stay again "
United States
Mark
The price is NT$4,502
NT$6,523 total
includes taxes & fees
Jan 1 - 2026/1/2
Omni Boston Hotel at the Seaport
Exterior
Boston Marriott Copley Place

Boston Marriott Copley Place

Boston Marriott Copley Place
4.0 star property
Back Bay
9.2 out of 10, Wonderful, (1711)
"Clean rooms, helpful and friendly staff"
United States
Tammy
The price is NT$4,998
NT$6,918 total
includes taxes & fees
Dec 30 - Dec 31
Boston Marriott Copley Place
View from room
InterContinental Boston by IHG

InterContinental Boston by IHG

InterContinental Boston by IHG
5.0 star property
Downtown Boston
9.4 out of 10, Exceptional, (1021)
"Great stay"
United States
Anthony
The price is NT$5,281
NT$7,577 total
includes taxes & fees
Jan 1 - 2026/1/2
InterContinental Boston by IHG
Front of property
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront
4.5 star property
North End
8.8 out of 10, Excellent, (1750)
"We stay here every visit to Boston. Pet friendly for our dogs, great location and nice accommodations and staff "
United States
Peter
Battery Wharf Hotel, Boston Waterfront
Exterior
Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel
4.0 star property
Back Bay
8.6 out of 10, Excellent, (1734)
"The staff and the hotel over all is excellent, can’t wait to come back!"
United States
Don
The price is NT$4,684
NT$5,454 total
includes taxes & fees
Dec 30 - Dec 31
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.
View all properties

Top Winter Hill Hotel Reviews

Boston Harbor Hotel

Boston Harbor Hotel

10/10 Excellent
"Pretty good hotel. Great location. Thank you. "
Jennifer 1-night trip
Posted 8 hours ago
Boston Harbor Hotel

Frequently asked questions

Searching for romantic hotels in Winter Hill?
Are you and your partner looking for a romantic escape? If you want to see some sights and attractions in the greater Winter Hill area, you might head to TD Garden, Fenway Park, or Encore Boston Harbor. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What is there to do in Winter Hill?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Winter Hill. There's plenty to see in the greater Somerville area, so you might plan to visit TD Garden, Fenway Park, or Encore Boston Harbor.
What's the best way to get to Winter Hill and around town during my romantic getaway?
This information about transportation options in Winter Hill might help your romantic trip get off to a smooth start: Make your way to Winter Hill with a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is the closest major airport located 4.1 mi (6.5 km) away. Head to Gilman Square Station for metro transit.

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