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Our top choices for Boston romantic hotels

Smart TV, table tennis, books

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (24 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
The price is CA $360
CA $832 total
includes taxes & fees
Jul 21 - Jul 22
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Property grounds

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"Hilltop Hideaway is a very charming house out in the middle of beautiful country by itself. We only stayed one night but we were very impressed with how clean the house is."
United States
Lisa S.
The price is CA $332
CA $684 total
includes taxes & fees
Aug 2 - Aug 3
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
TV, fireplace, video games, DVD player

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (72 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
The price is CA $625
CA $1,011 total
includes taxes & fees
Jul 21 - Jul 22
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
TV, fireplace, DVD player, foosball

Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER

Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER
Etlan
9.4 out of 10, Exceptional, (96 reviews)
"I stayed here with a group of friends during a trip to hike Old Rag. The house was nice for the gathering, with nice eating, lounging, and gaming common areas, mixed with private sleeping accommodations."
United States
Mark m.
The price is CA $751
CA $1,204 total
includes taxes & fees
Jul 21 - Jul 22
Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER
Dining

Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed

Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed
Washington
10.0 out of 10, Exceptional, (127 reviews)
"We loved this accomodation! In a great little town and near the skyline drive. It was so peaceful and comfortable - only wish we had stayed longer!"
United Kingdom
Lily P.
The price is CA $236
CA $388 total
includes taxes & fees
Aug 18 - Aug 19
Entire Colonial Private 3BR House Beside The Inn.Fast WiFi,tub,queen size bed
Coffee/tea maker, fridge, microwave, oven

The White Pine Loft: Perfect for Couples!

The White Pine Loft: Perfect for Couples!
Stanley
9.8 out of 10, Exceptional, (76 reviews)
"Lovely property in a great location. Lots of privacy but close to the Park, tubing, historical towns. Great amenities. Fun to watch the trees sway. Nice little areas to sit. Relaxing, clean, lots of info provided, easy. Highly recommend."
United States
Tami S.
The price is CA $294
CA $385 total
includes taxes & fees
Jul 26 - Jul 27
The White Pine Loft: Perfect for Couples!
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (367 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is CA $226
CA $400 total
includes taxes & fees
Jul 27 - Jul 28
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Pool

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (368 reviews)
"nice place"
United States
Dave A.
The price is CA $213
CA $383 total
includes taxes & fees
Jul 21 - Jul 22
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Fireplace, DVD player

Clouds Mountain Cabin

Clouds Mountain Cabin
Rileyville
9.6 out of 10, Exceptional, (17 reviews)
"We had a very quiet nice stay it was nice to have the woods where we could walk the dogs. The drive up was a little difficult even with four wheel drive but definitely worth the view "
United States
Jessica S.
The price is CA $249
CA $538 total
includes taxes & fees
Aug 10 - Aug 11
Clouds Mountain Cabin
Interior

The Arundel Room in historic Holladay House

The Arundel Room in historic Holladay House
Orange
The price is CA $301
CA $441 total
includes taxes & fees
Jul 21 - Jul 22
The Arundel Room in historic Holladay House
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.
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Top Boston Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Fancy clean and beautiful"
hongjuan 1-night trip
Posted 4 hours ago
Mimslyn Inn Historic Hotels Of America

Frequently asked questions

Searching for romantic hotels in Boston?
Are you and your partner in need of a romantic getaway? If you want to get out and explore the larger area, you might head to Shenandoah National Park, Culpeper National Cemetery, or Old Rag Mountain. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Boston?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Boston: The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Boston is 47 inches.
What is there to do in Boston?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Boston has to offer. There's a lot to see and do in the area, so you might consider making a stop at Shenandoah National Park or Culpeper National Cemetery.
What's the best way to get to Boston and around town during my romantic getaway?
This information about transportation options in Boston might help your romantic trip go off without a hitch: If you're looking to fly to Boston, the closest major airport is Charlottesville-Albemarle Airport (CHO), located 32.6 mi (52.5 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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