Find Romantic Hotels in Charlestown, MA

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Check availability on Charlestown Romantic Hotels

Top Charlestown Romantic Hotels

"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
Marina

"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!

10.0 out of 10, Exceptional, (225)
"My husband and I stayed here and were drawn to this unique property. It did not disappoint! Staff was lovely, everything was super clean, and you can't beat the location"
The price is AED 992
AED 1,663 total
includes taxes & fees
29 Jun - 30 Jun
"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
The Red Lion Inn Resort 1704
Exterior

The Red Lion Inn Resort 1704

3.0 star property
9.4 out of 10, Exceptional, (129)
"Built in 1704 charming … fabulous staff! We travel a lot and highly recommend… super eclectic experience"
The Red Lion Inn Resort 1704
The Beacon Waterfront Inn
King Luxury Suite Overlooking the Bay | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

The Beacon Waterfront Inn

3.0 star property
9.4 out of 10, Exceptional, (282)
"The property is well appointed with a beach theme, but not overdone. Our room was very large with a nice view of the water from our balcony. The bed was very comfortable. We met the owner, who was very gracious and answered our questions. Breakfast was provided in the morning. Check in and out was simple and easy. The only improvement I could suggest is better lighting above the bathroom mirror. Looking forward to staying there again!"
The price is AED 731
AED 802 total
includes taxes & fees
18 Jun - 19 Jun
The Beacon Waterfront Inn
Nantasket Beach Resort
Exterior

Nantasket Beach Resort

3.0 star property
8.4 out of 10, Very Good, (1002)
"Loved our stay here!"
The price is AED 664
AED 814 total
includes taxes & fees
18 Jun - 19 Jun
Nantasket Beach Resort
Harbor Light Inn
Front of property - evening/night

Harbor Light Inn

3.5 star property
9.8 out of 10, Exceptional, (291)
"Great lovely stay..fabulous location, love the evening tavern for a drink..wonderful historic inn. "
Harbor Light Inn
Authentic Rustic Single Family Home in Old Town
TV, fireplace

Authentic Rustic Single Family Home in Old Town

10.0 out of 10, Exceptional, (53)
"Natasha was excellent host. The house is perfect. Very cozy, clean and loved how it’s decorated. Close to everything. Adorable. "
The price is AED 1,036
AED 1,887 total
includes taxes & fees
24 Jun - 25 Jun
Authentic Rustic Single Family Home in Old Town
The Wylie Inn and Conference Center at Endicott College
Beach nearby

The Wylie Inn and Conference Center at Endicott College

3.5 star property
9.0 out of 10, Wonderful, (1024)
"Always a great stay"
The price is AED 531
AED 593 total
includes taxes & fees
13 Jul - 14 Jul
The Wylie Inn and Conference Center at Endicott College
Hawthorne Hotel
1 bedroom, desk, blackout drapes, iron/ironing board

Hawthorne Hotel

3.5 star property
9.4 out of 10, Exceptional, (1213)
"beautiful old hotel staff was super friendly and helpful and the area is so rich in historty"
Hawthorne Hotel
The Hotel Salem
Bar (on property)

The Hotel Salem

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Perfect location - great vibes"
The price is AED 708
AED 791 total
includes taxes & fees
25 Jun - 26 Jun
The Hotel Salem
Gorgeous Oceanfront Penthouse
On the beach

Gorgeous Oceanfront Penthouse

10.0 out of 10, Exceptional, (86)
"Very nice place, beautiful views and great location, especially if you like to walk along the beach. "
The price is AED 1,116
AED 1,914 total
includes taxes & fees
22 Jun - 23 Jun
Gorgeous Oceanfront Penthouse
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.

Frequently asked questions

Searching for romantic hotels in Charlestown?
If you and your partner need some romantic time away, we’d like to help you plan for it. Our guests also enjoy Charlestown for its historic landmarks, monuments, and sporting events. If you’d like to explore some of the area’s notable sights, you might make a stop by Bunker Hill Monument, USS Constitution Museum, or Charlestown Navy Yard. If you’re interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you’ll be able to see everything on your list.
How many romantic hotels should we expect to find in Charlestown?
Expedia has 10 romantic Charlestown hotels for you both to enjoy.
When is the best time to visit Charlestown?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: May, September, November, and August
  • Rainiest months: October, December, March, and July
What is there to do in Charlestown?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Charlestown has to offer. Couples looking for a little of everything will enjoy Charlestown for its historic landmarks, monuments, and sporting events. You might consider a visit to Bunker Hill Monument, USS Constitution Museum, or Charlestown Navy Yard.
What's the best way to get to Charlestown and around town during my romantic getaway?
These transportation options in Charlestown might help your romantic trip go off without a hitch: If you’re looking to fly in, the closest major airport is Boston, MA (BNH-Boston Harbor Seaplane Base), located 2 mi (3.2 km) away. Local metro stations include Community College Station and Sullivan Station.