Romantic Hotels & Resorts in Winthrop from AU$248

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winthrop Romantic Hotels

Best Winthrop Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in Winthrop

The Winthrop Arms Hotel And Restaurant
Classic hotel with a prominent entrance and multiple windows on each floor.

The Winthrop Arms Hotel And Restaurant

3.0 star property
8.6 out of 10, Excellent, (649)
"There was a problem with check in caused by Expedia, but it was quickly resolved by manager. Very charming hotel, I hope it never renovates to go modern. The restaurant is good, and the surrounding area is lovely."
The price is AU$374
includes taxes & fees
11 Aug - 12 Aug
The Winthrop Arms Hotel And Restaurant
Château sur Mer Bed & Breakfast
Relax in a cozy retreat with a nautical twist, featuring a plush bed with anchor-patterned pillows and a world map on the wall.

Château sur Mer Bed & Breakfast

3.0 star property
8.6 out of 10, Excellent, (204)
"Nice place to stay "
The price is AU$324
includes taxes & fees
12 Aug - 13 Aug
Château sur Mer Bed & Breakfast
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
Stunning two-story home with a brick facade, white door, and beautifully manicured lawns.

Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches

8.0 out of 10, Very good, (1)
"Very good for the price, ideal location. Parking situation wasn't great, but otherwise was excellent."
The price is AU$322
includes taxes & fees
11 Aug - 12 Aug
Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Stunning two-story residence with a charming front entrance and balcony.

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available

10.0 out of 10, Exceptional, (47)
"We were in town for the Boston 5K & Marathon. The space was lovely, and the owner very receptive. We enjoyed talking with him and ate at several great restaurants that he recommended."
The price is AU$545
includes taxes & fees
1 Sept - 2 Sept
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Nantasket Beach Hotel
Cozy hotel room with a neatly made bed, compact kitchenette, and dining area.

Nantasket Beach Hotel

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Nice room across the street from the beach and within walking distance to some decent restaurants. "
Nantasket Beach Hotel
Nantasket Beach Resort
Guests can enjoy scenic views from their room's balcony overlooking the adjacent sandy beach.

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1003)
"We had a short overnight stay, super comfy beds, beautiful resort and very convenient location across street from the heach. "
The price is AU$287
includes taxes & fees
1 Sept - 2 Sept
Nantasket Beach Resort
The Wylie Inn and Conference Center at Endicott College
Situated on a rocky outcrop, this coastal residence offers a tranquil setting by the sea with a distant view of the coastline.

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1072)
"Gorgeous location and wonderful hotel. "
The price is AU$248
includes taxes & fees
17 Aug - 18 Aug
The Wylie Inn and Conference Center at Endicott College
Hawthorne Hotel
Enjoy meals in this elegant dining area with a table for four, featuring a beautiful view of the street outside.

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1334)
"Amazing stay and I loved it will def be returning "
Hawthorne Hotel
The Cove At Salem
Relax in style with our outdoor seating area, featuring two unique hanging chairs under a pergola amidst a serene garden setting.

The Cove At Salem

3.0 star property
9.4 out of 10, Exceptional, (649)
"It was a wonderful stay."
The price is AU$307
includes taxes & fees
18 Aug - 19 Aug
The Cove At Salem
The Hotel Salem
Relax in a stylish outdoor seating area with a variety of seating options.

The Hotel Salem

3.0 star property
9.2 out of 10, Wonderful, (1008)
"This place is amazing! Comfy beds, spacious rooms, friendly staff and close to everything! Will recommend and stay again"
The price is AU$402
includes taxes & fees
27 Aug - 28 Aug
The Hotel Salem
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 Winthrop Hotel Reviews

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

10/10 Excellent
"Beautiful Harborview! Breathtaking Sunset watching from our hotel room!"
Deborah 1-night trip
Posted 1 day ago
Hyatt Regency Boston Harbor

Frequently asked questions

Searching for romantic hotels in Winthrop?
Are you in need of a romantic getaway? Our guests also enjoy Winthrop for its restaurants and beaches. You might consider checking out some of the nearby sights and attractions such as Boston Harbor Islands State Park, Winthrop Beach or Point Shirley Beach. If you're interested in staying close to a certain attraction, you can sort by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best place to stay for a couple going to Winthrop?
The Winthrop Arms Hotel And Restaurant is a favourite hotel for couples, and features premium bedding and an ocean-view restaurant.
When is the best time of year for a romantic getaway to Winthrop?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Winthrop: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Winthrop is 1276 mm.
What is there to do in Winthrop?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Winthrop has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Winthrop for its restaurants. You might think about stopping by Boston Harbor Islands State Park, Winthrop Beach or Point Shirley Beach while you're seeing the sights.
What's the best way to get to Winthrop and around town during my romantic getaway?
This information about transportation options in Winthrop might help your romantic trip go off without a hitch: If you're looking to fly to Winthrop, the closest major airport is in Logan International Airport (BOS), located 2.1 mi (3.3 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.