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Romantic Hotels & Resorts in Florida from AU$158

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Check availability on Florida Romantic Hotels

Our top choices for Florida romantic hotels

Property amenity
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (3)
"Really happy with our stay and the way we felt at this hideaway "
United States
Edwin
The price is AU$260
includes taxes & fees
6 Jan - 7 Jan 2026
Hideaway Inn Mt. Snow
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (989)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is AU$158
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
The price is AU$237
includes taxes & fees
1 Jan - 2 Jan 2026
UU Rowe Camp and Conference Center
Front of property
Colonel Williams Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is AU$230
includes taxes & fees
24 Dec - 25 Dec
Colonel Williams Inn
Porch
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is AU$294
includes taxes & fees
18 Dec - 19 Dec
The Wilmington Inn
Front of property – evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
"Nice place to stay for a wedding "
United States
Timothy
The price is AU$319
includes taxes & fees
23 Dec - 24 Dec
The Williams Inn
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10
The Four Chimneys Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Terrace/patio
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (270)
"The cottage was amazing. Hope to be visit again and again. "
United States
Mark M.
The price is AU$318
includes taxes & fees
18 Dec - 19 Dec
Berkshire Village Carriage House - Super Private!!
Outdoor pool, a heated pool
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is AU$411
includes taxes & fees
6 Jan - 7 Jan 2026
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
United States
alton
The price is AU$342
includes taxes & fees
7 Jan - 8 Jan 2026
Harbour House Inn
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 Florida Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Awesome for ski"
Lazar 1-night trip
Posted 3 days ago
Vacation Village in the Berkshires

Frequently asked questions

Searching for romantic hotels in Florida?
If you and your partner need a romantic escape, we've got just the ticket. If you'd like to explore some of the area's notable sights, you might make a stop by Hoosac Range, Deerfield River or Green Mountain National Forest. If you'd like to stay close to a certain attraction, you can sort by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Florida?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Florida: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Florida are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What is there to do in Florida?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Florida. You might think about visiting Hoosac Range, Deerfield River or Green Mountain National Forest.
What's the best way to get to Florida and around town during my romantic getaway?
This information about transportation options in Florida might help your romantic getaway go off without a hitch: Make your way to Florida with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 22 mi (35.3 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.

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