11 Most Romantic Hotels in Portland, Maine

Tucked on the Gulf of Maine and with cobblestone streets, Portland in Maine will remind you of a town in Western Europe. Add to that easy access to Maine’s stunning coastal islands and incredible New England seafood, and you’ll see why people love visiting this city so much. While Portland might be just over an hour from Boston, the touch of isolation and the great outdoors make it feel like you’re further removed from the mainstream. That, and a bevy of romantic hotels in Portland Maine, makes the city a great destination for a romantic weekend. It’s the perfect place to focus on you and your partner, like nothing else in the world matters. Plus, Portland has a beautiful mix of romantic hotels, bed and breakfasts, and inns that lie just steps from the waterfront.

What’s great about these hotels is that they’re close to some of Portland’s best museums, restaurants, and shopping. Furthermore, they have dollops of romantic amenities such as thoughtful decor, delicious food, and fine dining and wine in elegant, candlelit settings. There are so many Top Things To Do in Portland, Maine, for couples who love to explore. For instance, you can hop on a cruise to the Casco Bay islands or explore its amazing breweries. Walk hand-in-hand around the Old Port Area or explore the many charming museums around the town. Also, don’t forget to make a trip to Portland Head Light, one of the World’s Most Iconic Lighthouses. To top it all, the amazing city of Boston is also just over an hour down south.

Portland Harbor Hotel

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Do you feel like you deserve a romantic escape this year? The Portland Harbor Hotel thinks just the same and welcomes couples to one of the city’s most luxurious digs. This gorgeous Victorian-style property is massive and is chock-full of architectural details such as carved wood corniches and antique accents. Get into a nautical state of mind you enter the newly renovated rooms and suites, all of which have local art and photographs. All rooms are plush with deep-soaking tubs, glass-enclosed showers, Wi-Fi, and bespoke toiletries. Go for the Honeymoon Suite with a fireplace or the Jacuzzi or Whirlpool Spa Suite for a truly romantic break. They have Jacuzzi tubs and peaceful views of the courtyard below.

The rest of the hotel, which lies right in the heart of the Old Port district, is equally romantic. Dine in an intimate setting at Eve’s at the Garden, which also serves a delicious breakfast. The hotel even has a private garage, which is a blessing if you have your car. That way, you don’t need to look for parking in the bustling Old Town district. One of the most romantic hotels in Portland, Maine, is worth staying at for a romantic vacation.

The Press Hotel, Marriott Autograph Collection

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History is present in oodles at The Press Hotel, a 1923 Art Deco-era building in the revitalized warehouse district. The sleek hotel, which was the former home of the Portland Press Herald, retains touches of its history in clever design flourishes. Think playful newsroom touches such as 1920s desks and vintage typewriters. Choose from a host of exquisitely designed rooms and suites that boast top-of-the-line amenities, such as Keurig coffeemakers and flat-screen HDTVs. Plush additions such as mini-fridges, Frette bed linens, and bath towels make the experience all the more atmospheric. The marble-tiled bathrooms take center stage, though, with walk-in shower areas large enough for two. Finally, all rooms enjoy a cheeky chocolate turndown service before bed!

If you get out of the room, there’s a lot to do. After a hearty breakfast, grab one of the complimentary bicycles and explore the town. When you get hungry, dine on Moët and oysters at the hotel’s bar, Inkwell. When the hunger pangs come calling, look no further than the Union restaurant, which serves local delicacies such as truffle beef pot roast and braised lobster. Other property amenities include a free shuttle service, exercise classes, a 24-hour fitness center, and an art gallery! It’s no wonder that this is one of the Best Hotels in Downtown Portland, Maine too.

Hilton Garden Inn Downtown Waterfront

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Couples who want to explore every bit of the city will love the Hilton Garden Inn Downtown Waterfront. The hotel is just steps away from Portland’s best restaurants, bars, shops, and galleries thanks to a prime downtown location. What’s more, it sits right across the Casco Bay Ferry Terminal if you want to take a few cruises around Maine Bay. Rooms and suites here are modern and comfy, with HDTVs, microwaves, mini-fridges, and even coffeemakers to begin your day with a fresh brew. An ergonomic chair, daily room service, and swish bathrooms with huge walk-in shower areas. It’s no wonder it’s one of the most romantic hotels in Portland Maine.

In addition to its unbeatable location, the hotel has a host of amenities that travelers will love, such as the heated indoor pool. After a long day of exploring the city, swimming or a pool dip is the perfect way to unwind with your partner. At the day’s end, gather around the on-site grill and enjoy a delicious alfresco dinner. What’s more, order in-room meals from the on-site restaurant, which serves delectable breakfasts, lunches, and dinners. Are you suddenly feeling hungry after a middle-of-the-night session? The 24-hour pantry in every room has pre-made meals to the rescue!

Inn by the Sea

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15 minutes south of the city lies the charming Inn by the Sea, perfect for couples who want to get away from the bustle. Tucked right on the rugged coastline next to Crescent Beach State Park, the luxurious and eco-friendly inn features a nautical theme that practically brings the sea in. The views from the wraparound veranda are absolutely top-notch; you can see the glistening waves and the pristine white sand. What’s more, the beach is just a stone’s throw away along a scenic boardwalk nature trail that you guys will love walking along. The hotel’s facilities are top-of-the-line, especially the solar-heated saline pool. After a swim, relax on the sun loungers and soak up the Portland sun in the sun-splashed common area.

Later on, head to the full-scale spa to get a couples massage or a body treatment. Wind up the day with a delicious meal at the lovely restaurant, complete with views of the sea. When it comes to accommodations, you have a choice of rooms and opulent suites. A bevy of in-room amenities includes soft bedding, plush bathrobes, and top-of-the-line bath products. For couples, we’d recommend the suites with huge bathrooms and oversized baths perfect for a bubbly bath with your beloved. Do you both love your cooking sessions? The suites have fully stocked kitchens too.

Inn at Diamond Cove

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Do you want to splurge on a romantic vacation for yourself and your love? Then look no further than the Inn at Diamond Cove, one of the most romantic hotels in Portland Maine. Lovebirds will love this serene luxury retreat, a 30-minute ferry ride from Portland on Great Diamond Island. With its origins going back to the 1890s, this inn is the perfect love nest to spend a romantic weekend. Choose from 44 cozy rooms and suites, with many rooms even coming with kitchenettes to cook romantic meals. The suites are outfitted for romance, with an oceanside balcony and a fireplace for cozying up on cold Maine nights.

Downstairs, the hotel is every bit romantic as the upstairs. Start your evening with sunset cocktails at the patio restaurant before dining in the candlelight. When the days are nice, gather around the communal outdoor fire pit and sip cocktails with fellow travelers. Begin your day at the heated pool or the beach, where you can relax on sun loungers with your love. Later, a soak in the hot tub seems like what you want. Are you both energetic? You also have an indoor basketball court, kayak rentals, and guided yoga classes.

Sebasco Harbor Resort

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Energetic couples who can’t stay put will love the Sebasco Harbor Resort, just north of Portland. Overlooking a gorgeous beach on the Atlantic coastline, this 600-acre retreat was specifically designed for intrepid travelers. There’s a wealth of activities offered here, such as kayak rentals, guided hikes, swimming lessons, cooking demos, and even beachside yoga classes. Imagine having fun with your partner in the summer, indulging in everything from stand-up paddleboarding to ice cream tastings if you guys are here in the summer. When you both want to unwind, pamper yourself with a massage or a body treatment at the Fairwinds Spa. Or, you guys could curl up on the sun loungers on the beach and watch the waves while sipping on drinks.

You both can even spend time at the sun-kissed outdoor pool. Later on, enjoy a drink at the bar and a delicious seaside dinner at the on-site waterfront restaurant. Besides all the exciting activities and amenities, rooms and suites at the Sebasco are top-notch too. Take your pick between village suites, lodge rooms, and oceanfront cottages. Book one of the Lighthouse rooms, which boast panoramic views of the sand and the sea for a unique romantic stay. 

Black Elephant Hostel

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Its name belies its romantic ambiance, but Black Elephant Hostel is one of the most romantic hotels in Portland Maine. More of a chic boutique hotel than a traditional hostel, this stylish gem lies right in the heart of the Old Port district. So, budget-conscious couples will love staying here. Firstly, the ‘hostel’ offers dorms and private accommodations so that couples can choose private rooms. Moreover, they all come with ensuite bathrooms with huge shower areas for two and are immaculate. So, even in this budget accommodation, you have a little bit of romance to yourself. Plus, the plush beds ensure a good night’s sleep in each other’s arms. The best bit? The private rooms even have kitchenettes to cook romantic meals!

That said, the real charm of the place lies outside the doors of the room. Set in a former four-story apartment structure, the place boasts a fully equipped kitchen where you can whip up a quick cup of coffee. Swap interesting travel tales with fellow travelers in the comfy, colorful living area, where a delicious breakfast is served every morning. Best of all, the Black Elephant is close to the Old Port and its bevy of bars, eateries, and restaurants.

Black Point Inn

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Located 20 minutes south of Portland, Black Point Inn is one of Maine’s original luxury waterfront inns. A long, winding road surrounded by lush greenery brings you to this romantic nest located atop a small hill overlooking the Atlantic Ocean. What’s more, the newly renovated place still retains a ton of the old-world New England glamor and charm, making it a trendy place for a romantic staycation. Choose from a host of spacious rooms that come with cozy décor and plush furnishings. However, we’d highly recommend one of the Commodores Chambers for the complete romantic waterfront inn experience. Not only are they huge, but they come with seating areas next to the window with spellbinding views of the ocean.

The rest of the property is equally romantic, especially the geothermally heated pool in a beautiful pool area. Vine-covered trellises, sun loungers, and the turquoise pool make for a very inviting place to unwind with your partner. Later on, revel in the luxury of an in-room massage. If you both are the energetic kind, grab one of the kayaks or bikes and head out to explore the coastline or the surrounding neighborhood. Finally, there are even yoga classes held out on the lawn as well as a fitness center.

Westin Portland Harborview

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The Westin Portland Harborview is, without a doubt, one of the most romantic hotels in Portland Maine. Having been transformed from its earlier life as the Eastland Hotel, the sleek and modern Westin boasts some of the most modern romantic rooms in the surrounding area. While the rooms and suites are minimalist and spacious, couples will love that they have some of the city’s best views. This is especially true about the higher floor rooms, especially the corner suites, so we’d highly recommend going for them. Nevertheless, they all come with Westin’s signature Heavenly Bed that we’re sure will have you both rolling around in. However, it’s the bathrooms in the suites that you both will love, especially the deep-soaking tubs, that are perfect for a long bubble bath.

The rest of the hotel is impressive, especially the 15th-floor restaurant, perfect for a date night with drinks and pub fare. Later on, head down to the contemporary American restaurant on the first level for an intimate dinner. During the day, relax with a couples massage or body treatment at the Artné Spa. It’s why it’s one of the most romantic hotels in Portland Maine.

Blind Tiger

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Are you looking for a romantic yet personable living experience in Portland? Blind Tiger is where you should be. Occupying an 1823-built Federal-style mansion, the historic West End neighborhood hotel is one of the most romantic in a neighborhood full of romantic hotels.

Each room here is different and is influenced by its own local “host.” In fact, they go as far as writing personalized welcome letters! Since Portland is known for its aphrodisiacal food, why not enjoy a decadent, food- and drink-based staying experience? In that case, go for the luxurious Bon Viveur suite, which has a private roof deck where the staff can set up a romantic dinner for the two of you. Fireplaces, plush linens, and bathrobes add to the romantic experience. Are you both music lovers? Choose the Event Records Suite that boasts décor and content inspired by prominent local artists.

The bevy of unique amenities makes the Blind Tiger one of the coolest stays in town. Head to the historic billiards room for a sensual round of pool or relax on the sun terrace in beachwear. During the day, enjoy long and romantic walks in the gardens. Finally, your day begins with a world-class gourmet breakfast that is to die for.

Portland Regency Hotel & Spa

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The top spot on the list of most romantic hotels in Portland Maine is Portland Regency Hotel and Spa. Housed in a 19th-century armory, this Old Port hotel is well-known for romance, thanks to its warm hues and historic architectural features. Since 1984, the hotel has been the epitome of Portland hospitality, which you feel the minute you drive up the circular cobblestone driveway. Step back in time to 19th-century New England as the staff rushes to grab your bags.

Choose from 95 rooms and suites, all of which are decked out in classic hues such as khaki, burgundy, and navy. What’s more, you’ll find classic, timeless details such as gilt-framed oil paintings and wingback chairs, all of which epitomize the quiet New England elegance. Did we mention that the rooms and suites have bathtubs right inside the room? So, after an amorous bubble bath, you can continue the festivities on the large and plush beds in the rooms!

The Regency overflows with amenities, such as the on-site fitness center with hot tubs and steam rooms. Couples will especially like the full-service day spa, where they can get everything from massages to body treatments. What’s more, the hotel is also home to the Armory lounge, the best hotel bar in the city that serves delicious martinis. It’s no wonder that this romantic hotel is also one of the Best Hotels in Portland, Maine.

Most Romantic Restaurants in Portland, Maine

• Chaval: Sip on delicious craft cocktails and dig into Spanish-French cuisine at Chaval, which also has a reputation for some of the most incredible and inventive desserts. So, after a lip-smacking meal, save some space for the decadent ‘Spanish sundae,’ which is smoky serrano ice cream served with chocolate cake. What’s more, Chaval is offering portside pickup right now, so take your delectable order back to the hotel – and enjoy!
• Fore Street: Just a block from the Old Port waterfront sits Fore Street, one of Portland’s original fine dining restaurants. A turnspit, a grill, and a large wood-burning oven can be seen from most tables, with the applewood and hardwood fires flavoring each dish. Right from game meats to seafood, this restaurant serves it all. Our recommendation? Don’t miss the aphrodisiacal almond garlic butter-roasted mussels.

Most Romantic Bars in Portland, Maine

• Bramhall: How would you like to enjoy a lunch date in an underground speakeasy? More private enclave and less dungeon-y, Bramhall is a cozy hideaway. Moody lighting, recessed bars, and arched brick walls – and the city’s best drinks make this date night worthy. In fact, the only danger here is that you get so lost in the ambiance, the delish drinks, and each other’s eyes that you’ll lose track of time!
• North Point: Whether you’re celebrating an anniversary or here for a first date, North point is perfectly cozy for any occasion. Comfy yet compact, this bar serves some of Portland’s best cocktails but sans the price tag of the pretentious places. The long list of appetizers, candles all over, and plush cushions along the windows add to the romantic atmosphere.

Romantic Things To Do in Portland, Maine

• Old Port Culinary Walking Tour from Portland: Couples who’re foodies should hop onto this tour that showcases the best of Portland’s culinary culture. Taste all kinds of artisan beverages and food made by chefs, brewers, bakers, and more on this tour that takes you to 5-6 venues around Portland.

Most Romantic Areas To Stay in Portland, Maine

The uniquely charming West End is, without a doubt, the most romantic neighborhood in Portland. Spend the day strolling with your sweetheart along the lovely Western Promenade. The views are glorious, to say the least, extending to the White Mountains. The neighborhood also has gorgeous Queen Anne and Victorian High Gothic stately brick homes lining tree-shaded streets. It’s also where some of the city’s best inns, boutique hotels, and B&Bs lie.

For couples visiting Portland for the first time, we also couldn’t think of a place better than Downtown. It’s home to the city’s best attractions, shopping, nightlife, and dining. Finally, we have Old Port and East End, which are perfect neighborhoods for couples enjoying the nightlife. East End, for instance, has no less than seven craft breweries. On the other hand, Old Port offers a more diverse after-hours scene with a bevy of clubs and pubs tucked into courtyards and basements.

Do you want to stay in a romantic hotel that’s closer to the airport? Take your pick from the Best Hotels in Portland, Maine, Near The Airport.