10 cozy fall destinations that feel like a Nora Ephron movie

As someone who lives in Texas, where fall feels like a distant, fictional concept instead of an actual season, I’ve always turned to certain movies to get into the fall spirit. Namely: When Harry met Sally, Sleepless in SeattleAnd You have mail. In my opinion, the patron saint of fall movies is none other than Nora Ephron. Her rom-coms are not only the blueprint for my unrealistic romantic expectations, but they perfectly encapsulate the cozy, warm energy I crave every year. While I’m usually content with my annual Nora Ephron triple feature marathon to herald the start of fall, this year I’m dreaming of going one step further and actually living Nora Ephron’s fall fantasy with a trip.

In Ephron’s films, the sets are as much a character as the romantic leads. The picturesque backdrops in her films create the perfect stage for love stories to unfold. She has a unique ability to take big cities and infuse them with small-town charm and warmth, and a Nora Ephron-inspired fall trip should replicate that energy. Here are 10 cozy fall destinations that feel like they could come straight out of one of her films.

1. Boston, Massachusetts

Boston has that signature Ephron je ne sais quoi and it’s also a fantastic destination to experience autumn in all its glory. Walk along the Charles River Esplanade for views of the fall leaves and explore the historic Beacon Hill neighborhood, full of quaint shops and beautiful architecture. The Public Garden is another must-see for beautiful fall colors. While New York might have you buying a bouquet of freshly sharpened pencils in the fall, in Boston you can channel that back-to-school energy with a tour of the Harvard campus. When you’re tired from sightseeing, end the day with a classic New England lobster roll at The Barking Crab.

Where to stay: Porter Square Hotel (from $146 per night), The Newbury Boston (from $353)

2. New York, New York

Experiencing New York City in the fall is the ultimate way to make your Nora Ephron-inspired fall dreams come true. Put on your chunkiest knit sweater, cue up a ’90s rom-com playlist, and get ready for the typical fall day in NYC. Visit iconic locations from her films, such as Katz’s Deli (is there a more iconic scene than “I’ll have what she eats?”), browse the shelves of Shakespeare and Co., and stroll through Central Park. Of course, a lunch at the Central Park Boathouse is highly recommended. The Metropolitan Museum of Art is also worth a visit, and you will especially think of Nora Ephron when you come to the Egyptian collection, which you may recognize from When Harry met Sally. Leave plenty of time to wander aimlessly, popping into coffee shops and boutiques and pretending you’re living in your own Nora Ephron movie.

Where to stay: The Empire Hotel (from $123 per night), Chambers (from $265)

3. Philadelphia, PA

Philadelphia is one of those big cities that can easily feel like a small town if you’re in the right areas. For a Nora Ephron-inspired Philly itinerary, start your day with coffee at Elixr or the La Colombe tasting room (Philadelphia is the birthplace of the La Colombe empire). Sip your drink in Rittenhouse Square and imagine your own rom-com-level meet-cute. Don’t miss the city’s many historic sites, including Independence Hall, the Liberty Bell, and the Betsy Ross House. Philly cheesesteaks are also non-negotiable, and Jim’s South St. is the best place to grab one for lunch. Once you’re energized, end the day with a stroll through Fairmount Park for fall views and tranquil trails.

Where to stay: Cambria Hotel Philadelphia Downtown Center City (from $135 per night), Kimpton Hotel Monaco Philadelphia (from $161)

4. Seattle, Washington

Thanks to Seattle, Seattle is an obvious destination for a Nora Ephron-inspired fall Sleepless in Seattle. Start at Pike Place Market, where you’ll recognize the scene where Sam introduces Jonah to Victoria. While you’re there, enjoy a meal at Athenian Seafood Restaurant & Bar, a filming location with a plaque marking where Tom Hanks sat. Afterwards, visit nearby attractions such as the Space Needle or the Olympic Sculpture Park, then warm up with a cup of coffee from the Starbucks Reserve Roastery. For a quintessential fall experience, cycle through the Washington Park Arboretum, where the vibrant foliage perfectly captures Ephron’s romantic vision of the city. It’s easy to imagine Annie and Sam in their fall coats, wandering arm and arm through the park as they return to Seattle after their fateful meeting at the Empire State Building.

Where to stay: Hotel Ändra Seattle (from $160 per night), Fairmont Olympic Hotel (from $217)

5. San Francisco, California

Nora Ephron may not have a movie set in San Francisco, but it’s easy to imagine one. I can easily imagine two of her characters exchanging witty quips as they stroll through Golden Gate Park amid the changing leaves, visit the iconic Golden Gate Bridge, or ride a cable car together, all of which should be on your itinerary. To round out your stay in San Fran, head to the Fisherman’s Wharf and enjoy clam chowder for lunch. Then go shopping on Lombard Street or explore the vibrant Haight-Ashbury and Mission districts.

Where to stay: The Marker Union Square (from $96 per night), Hotel Emblem (from $106)

6. Chicago, Illinois

Neither of Nora Ephron’s characters spend much time in Chicago, but it’s where we both start Sleepless in Seattle And When Harry met Sally— so it definitely deserves a spot on this list of Nora Ephron-inspired fall destinations. For unique views of the city, board a boat for the riverside architecture tour, highlighting some of Chicago’s most iconic buildings. The Art Institute of Chicago is another must-see and offers an incredible collection of artwork for you to get lost in. And don’t forget to visit the lively Navy Pier, which offers beautiful lake views and plenty of things to do. When it comes to dining, Chicago has an endless choice of top restaurants, but no visit is complete without indulging in the city’s most famous delicacy: deep-dish pizza. Local favorite Lou Malnati’s is a great place to grab a bite to eat.

Where to stay: Pendry Chicago (from $156 per night), The Hoxton, Chicago (from $207)

7. Portland, OR

Portland experiences a stunning fall, with vibrant leaves and mild temperatures, and it’s easy to imagine a Nora Ephron-esque love story taking place in this unique city. Since Portland is a major coffee destination, you can start your day at Stumptown Coffee, one of Portland’s most iconic cafes. Nora Ephron’s characters have a soft spot for independent bookstores (it’s literally the plot of You have mail), and you just know Kathleen Kelly would be a fan of Powell’s City of Books, the largest independent bookstore in the world. After collecting some literary treasures, make your way to Northwest Portland, where the tree-lined streets are lined with shops and restaurants. Or head to Forest Park, one of the largest urban forests in the US, with trails that offer beautiful views of the fall foliage. To experience Portland’s distinctive quirkiness, spend an afternoon wandering the Alberta Arts District, Mississippi Avenue, or the Hawthorne District.

Where to stay: Hotel Lucia (from $90 per night), Sentinel (from $96)

8. Baltimore, Maryland

While the plot of Sleepless in Seattle revolves around Annie’s willingness to go to Seattle to meet Sam. She is in Baltimore for most of the film. The city is breathtaking in the fall and you can definitely feel Meg Ryan’s energy in the air. Start your day in historic downtown Mount Vernon, one of Baltimore’s oldest neighborhoods and home to the original Washington Monument. You can easily spend all day exploring the museums, shops and dining options this area has to offer. When you’re ready for a change of scenery, head to the Federal Hill neighborhood, known for its cobblestone streets, century-old row houses, and local shops and restaurants. Or stroll through Hampden, where you’ll find numerous bookstores, art shops and vintage shops. It’s the perfect place to discover some Ephron-inspired finds from the ’90s.

Where to stay: Hotel Revival (from $102 per night), Canopy by Hilton Baltimore Harbor Point (from $149)

9. Savannah, Georgia

You might not immediately think of the South for a fall getaway, and in Savannah you certainly don’t have to bundle up like a character in a Nora Ephron movie. However, this enchanting city perfectly embodies the romantic atmosphere and conviviality that we cherish in its films. Lace up your walking shoes and start your day at City Market, a vibrant central hub full of shops and restaurants that’s a great starting point for your adventures. Nearby, River Street and Broughton Street offer excellent shopping and exploring Savannah’s culinary delights. Don’t miss Forsyth Park, where you can admire the golden leaves while enjoying a beautiful backdrop to your stroll. Savannah also has a wealth of historic homes to tour, such as the Davenport House Museum and the Green-Meldrim House.

Where to stay: River Street Inn (from $107 per night), Perry Lane Hotel (from $246)

10. Washington, DC

With its historic architecture and vibrant autumn leaves, DC is certainly worthy of Nora Ephron’s feature film treatment. Of course, the city has no shortage of museums to visit, as well as landmarks like the Washington Monument, the National Mall (a great place for foliage views), the Capitol, and the White House. The idyllic Georgetown neighborhood should also not be missed. Here you can wander picturesque European-style streets, visit a mix of local boutiques and well-known shops, and enjoy a variety of dining options. I can easily imagine a Nora Ephron protagonist living in this beautiful area. While in Georgetown, be sure to explore the beautiful campus of Georgetown University. Just outside DC, Old Town Alexandria offers even more fall energy. A short train ride takes you to this quaint town, where you can enjoy its small-town charm and centuries-old architecture.

Where to stay: The Tabard Inn (from $152 per night), The Poppy Georgetown (from $164)

ABOUT THE AUTHOR

Lauren Blue, lifestyle staff writer

As a Lifestyle Staff Writer for The Everygirl, Lauren creates and writes content for every facet of our readers’ lives. Her articles cover the topics of home decor, delicious recipes, hobbies, travel itineraries – and everything in between. When she’s not testing the latest TikTok trend, she scours Instagram for beautiful homes to post on the site.