A river with a large bridge and a small boat on the shore.

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Check availability on Portland Romantic Hotels

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Portland romantic hotels

A sunset over a body of water with a boat and a tree silhouetted against the sky.
A bedroom with a large bed, a desk with chairs, and a dining area.
A hotel lobby with a reception desk, a black sofa, and a glass coffee table.
A white building with a sign that reads "Solano Inn".

1. Solano Inn

Solano Inn
Portland
United States
Douglas
CA $129
CA $148 total
includes taxes & fees
Oct 12 - Oct 13
Solano Inn
A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.
A brick building with a sign that reads "Inn at Middletown."
A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.
A spacious lobby with a fireplace, seating area, and a reception desk.

2. Inn at Middletown

Inn at Middletown
Washington Street Historic District
United States
Dorothy
CA $230
CA $293 total
includes taxes & fees
Oct 21 - Oct 22
Inn at Middletown
A hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.
A Best Western Plus hotel with a two-story structure, multiple parking spaces, and a landscaped front yard.
A hotel room with a bed, bedside tables, a desk, a TV, a large mirror, a bathroom with a bathtub, and a striped carpet.
A hotel room with a striped carpet, a desk with a lamp, a sofa, a small table, a nightstand with a lamp, and a bed.

3. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
Berlin
United States
James
CA $149
CA $172 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus New England Inn & Suites
A Sheraton hotel with a modern design, featuring a prominent entrance, well-lit pathways, and landscaped surroundings.
A spacious dining area with multiple tables set for guests, featuring a patterned carpet and modern furnishings.
A window with yellow hanging lights and a view of a building with a white exterior and arched windows.
A spacious lobby with a high ceiling, a patterned carpet, and seating areas.

4. Sheraton Hartford South Hotel

Sheraton Hartford South Hotel
Rocky Hill
United States
Anne
CA $174
CA $200 total
includes taxes & fees
Oct 18 - Oct 19
Sheraton Hartford South Hotel
A modern living room with a flat-screen TV, a sofa set, a coffee table, and a painting on the wall.
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.
A neatly made bed with a striped pillow, a folded towel, and a dark wooden dresser with a mirror.
A modern living room with a sofa set, a flat-screen TV, a coffee table, and a decorative wall piece.

5. “3BR Home Near Wesleyan & Downtown Middletown

“3BR Home Near Wesleyan & Downtown Middletown
Washington Street Historic District
United States
Jousette C.
CA $321
CA $413 total
includes taxes & fees
Oct 31 - Nov 1
“3BR Home Near Wesleyan & Downtown Middletown
A hotel with a prominent sign, a covered entrance, and a landscaped driveway.
A spacious lobby with high ceilings, a fireplace, comfortable seating, and a dining area with tables and chairs.
A hot tub with a metal ladder, surrounded by tiled walls, with a view of trees through a window.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.

6. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
Farmington
United States
Jessica
CA $213
CA $245 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Hartford/Farmington
A cabin with a dining table set for two, a bicycle, and a small porch area.
A bedroom with a wooden headboard, a bed with white linens, a bedside table with a tray of breakfast items, and a window overlooking greenery.
A wooden interior with a table, chair, and a hanging lantern.
A compact kitchen with wooden walls, a window with a view of greenery, a built-in dishwasher, and a sink.

7. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
East Haddam
United States
Stephanie
CA $192
CA $287 total
includes taxes & fees
Nov 9 - Nov 10
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A hallway with a patterned carpet, a chandelier, and bookshelves on either side.
A large, multi-story house with a balcony and a swimming pool.
A classic interior with a marble coffee table, two upholstered armchairs, a sofa, and a vintage radio.
A large, blue Victorian-style house with a prominent fountain in the front yard.

8. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
East Hampton
United States
Eric
CA $338
CA $375 total
includes taxes & fees
Nov 9 - Nov 10
The Bevin House Bed & Breakfast
A spacious foyer with a grand staircase, a chandelier, and a patterned carpet.
A four-poster bed in a hotel room with a blue carpet, a desk with a lamp, a chair, and a bedside table with a lamp.
A well-lit living room with a patterned sofa, armchairs, a television, and a patterned carpet.
A spacious lobby with a patterned rug, a potted plant, and a television.

9. The Farmington Inn & Suites

The Farmington Inn & Suites
Farmington
United States
Brian
CA $174
CA $225 total
includes taxes & fees
Nov 2 - Nov 3
The Farmington Inn & Suites
A Holiday Inn hotel with a covered entrance and green lighting.
A modern bar area with a white countertop, three brown bar stools, a mounted TV, and a liquor display cabinet.
A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.
An indoor swimming pool with a lifeguard warning sign, chairs, and a view of the outside.

10. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
Southington
United States
Joshua
CA $155
CA $179 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Cheshire - Southington by IHG
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Top Portland Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Portland?
If you and your partner need a romantic escape, we've got just the thing. You might consider checking out some of the nearby sights and attractions such as Brownstone Exploration & Discovery Park, Connecticut River, or Arrigoni Winery. If you're interested in staying near a certain attraction, you can sort properties 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 Portland?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Portland: 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 33°F. Average annual precipitation for Portland is 53 inches.
What is there to do in Portland?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Portland has to offer. If you want to spend a day exploring, you might consider a stop at Brownstone Exploration & Discovery Park, Connecticut River, or Arrigoni Winery.
What's the best way to get to Portland and around town during my romantic getaway?
This information about transportation options in Portland might help your romantic getaway go off without a hitch: If you're looking to fly to Portland, the closest major airport is New Haven, CT (HVN-Tweed - New Haven Regional), located 24.6 mi (39.6 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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