Find Romantic Hotels in Winthrop, MA from $152

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Top Winthrop Romantic Hotels

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (2202)
"Great hotel"
$236 nightly
The price is $275
Oct 31 - Nov 1
Total with taxes and fees
The Westin Boston Seaport District

Hampton Inn Boston Seaport District

3.0 star property
9.2 out of 10, Wonderful, (2582)
"Great place to stay"
$219 nightly
The price is $255
Oct 31 - Nov 1
Total with taxes and fees
Hampton Inn Boston Seaport District

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (4107)
"Great place to stay! great food on property "
$274 nightly
The price is $319
Oct 30 - Oct 31
Total with taxes and fees
Omni Boston Hotel at the Seaport

The Winthrop Arms Hotel And Restaurant

3.0 star property
8.6 out of 10, Excellent, (663)
"It is an excellent restoration of a very old building. It was hard to carry suitcases up the steep stairs and the hours the desk was open is very constricted. The room was excellent and cleanliness was super.With the restaurant on main floor it was very quiet in our room as we had to go to sleep early due to early AM departure."
$219 nightly
The price is $244
Nov 1 - Nov 2
Total with taxes and fees
The Winthrop Arms Hotel And Restaurant

The Red Lion Inn Resort 1704

3.0 star property
9.4 out of 10, Exceptional, (136)
"Stayed for one night. Beautiful place. Will stay again!"
$138 nightly
The price is $152
Oct 20 - Oct 21
Total with taxes and fees
The Red Lion Inn Resort 1704

Nantasket Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1025)
"Great little place. "
$150 nightly
The price is $165
Oct 26 - Oct 27
Total with taxes and fees
Nantasket Beach Resort

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (293)
"Cheryl was so kind and welcoming and always ready to help if need be. I have never been in such a clean B&B - absolutely spotless. Lovely rooms, very comfortable and quiet. "
$159 nightly
The price is $174
Oct 5 - Oct 6
Total with taxes and fees
The Beacon Waterfront Inn

Battery Wharf Hotel, Boston Waterfront

4.5 star property
8.6 out of 10, Excellent, (1664)
"Great place to stay!"
$298 nightly
The price is $347
Oct 5 - Oct 6
Total with taxes and fees
Battery Wharf Hotel, Boston Waterfront

The Colonnade Hotel Back Bay

4.0 star property
9.2 out of 10, Wonderful, (2190)
"Great stay!"
$306 nightly
The price is $357
Oct 30 - Oct 31
Total with taxes and fees
The Colonnade Hotel Back Bay

The College Club of Boston

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location in a beautiful historic building lovingly maintained. Very comfortable with a helpful attentive staff."
$369 nightly
The price is $424
Oct 2 - Oct 3
Total with taxes and fees
The College Club of Boston
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.

Find out more about Winthrop

Find out more about Winthrop

Winthrop attractions for couples

Winthrop, Massachusetts, offers a charming coastal escape just minutes from downtown Boston, perfect for looking for a unique family getaway. Start your journey at the picturesque Winthrop Beach, where you can enjoy a relaxing day building sandcastles or taking a stroll along the scenic shoreline. Next, head to the historic Winthrop Harbor, where the marina buzzes with activity; consider renting a kayak for a bit of adventure on the water. Don’t miss a visit to the quaint local shops and eateries along Revere Street, where you can indulge in fresh seafood and artisanal treats. For a taste of local culture, catch a performance at the Winthrop Playhouse, showcasing talented artists and engaging productions. As for accommodations, the waterfront hotels in the area provide stunning views and access to the beach, ensuring a comfortable stay with attentive service, allowing you to unwind after a day of exploration. With its blend of relaxation and adventure, Winthrop is a delightful destination for families seeking quality experiences.

Find the best romantic hotels in Winthrop

For couples seeking a romantic getaway in Winthrop, Massachusetts, these charming hotels offer the perfect backdrop for love and connection. With cozy amenities and inviting atmospheres, they ensure a memorable stay.

Château sur Mer Bed & Breakfast

  • Why it's great for a couples retreat: The Château sur Mer Bed & Breakfast is a delightful spot for couples looking for a cozy and romantic escape, earning an excellent guest review rating of 8.6. This charming B&B offers a serene atmosphere with ocean views that provide a beautiful setting for relaxation and connection.
  • Other amenities: Guests can revel in the complimentary continental breakfast each morning, setting the perfect tone for a romantic day ahead. The bed and breakfast features air conditioning for added comfort, as well as free toiletries to enhance the stay. Self-parking is also available for convenience, ensuring that your experience is stress-free and focused on creating lasting memories.
  • Nearby attractions: Faneuil Hall Marketplace - 5.63 miles, TD Garden - 5.54 miles, Revere Beach - 3.35 miles

The Winthrop Arms Hotel And Restaurant

  • Why it's great for a couples retreat: The Winthrop Arms Hotel And Restaurant is an ideal retreat for couples looking to rekindle romance, a solid guest review rating of 8.4. This charming hotel features a lovely couples dining experience, perfect for intimate dinners, and offers the convenience of champagne service to toast those special moments together.
  • Other amenities: Guests can enjoy the nearby beach and ocean views, and explore the historical district at their leisure. The hotel also provides convenient services such as express check-in and valet parking, ensuring an easy stay. For those who enjoy golf, optional privileges are available at a nearby course. With a terrace to unwind on and daily housekeeping, every aspect of the stay is designed for comfort and relaxation.
  • Nearby attractions: TD Garden - 5.76 miles, Revere Beach - 1.94 miles, The Freedom Trail - 5.73 miles

Top Winthrop Hotel Reviews

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'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
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, check out these details about year-round temperatures in Winthrop: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Winthrop is 50 inches.
What is there to do in Winthrop?
There's nothing better than seeing 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 get off to a smooth start: If you're looking to fly to Winthrop, the closest major airport is Logan International Airport (BOS), located 2.1 mi (3.3 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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