TRYP by Wyndham New York City Times Square South

Finding a hotel in Midtown Manhattan becomes considerably harder once more than two people are traveling together. Standard rooms are often compact, adjoining rooms increase costs quickly, and genuinely family-friendly layouts remain surprisingly rare. TRYP by Wyndham New York City Times Square South addresses that challenge with one of Midtown's broadest selections of multi-bed accommodations, including rooms that sleep up to eight guests under one roof.

That focus gives the hotel a distinct place in New York's crowded hotel market. Couples seeking a romantic weekend or travelers looking for a more refined city hotel will find stronger alternatives nearby. Families, groups of friends, concertgoers heading to Madison Square Garden, and travelers arriving by train at Penn Station may find TRYP offers something far harder to replace: space.

Guest feedback, however, paints a more nuanced picture. Room size earns regular praise, but maintenance, front-desk operations, and service recovery receive mixed reviews. Booking successfully depends as much on selecting the right room category as on selecting the hotel itself.

Despite its name, TRYP is not located in the heart of Times Square. The hotel sits on West 35th Street between Eighth and Ninth Avenues, closer to Penn Station than to the neon crossroads that most visitors associate with Times Square.

Penn Station is roughly a five-minute walk away, making arrivals on Amtrak, Long Island Rail Road, NJ Transit, and the subway exceptionally straightforward. Madison Square Garden sits beside the station. Hudson Yards, The High Line, Macy's Herald Square, Jacob K. Javits Convention Center, and Times Square all remain comfortably walkable without relying on public transport.

Midtown office towers, Hudson Yards, the Garment District, and the Javits Center all sit within an easy walk, limiting the need for taxis during the working day.

Airport access is typical for Midtown Manhattan. LaGuardia Airport is about 9 miles (14.5 km) away, while both John F. Kennedy International Airport and Newark Liberty International Airport are approximately 16 to 17 miles (26–27 km) from the hotel. Driving times vary considerably depending on traffic, but Penn Station's proximity makes Newark particularly convenient via NJ Transit for travelers comfortable using rail connections.

The immediate neighborhood feels noticeably less tourist-heavy than central Times Square. Restaurants, convenience stores, cafés, pharmacies, and everyday services cater to both visitors and local office workers. Guests looking for Broadway nightlife can still walk there in around 15 minutes without spending the entire stay surrounded by crowds.

Room selection determines whether TRYP becomes an excellent value or simply an average Midtown hotel. Unlike many competing properties, differences between categories extend far beyond bed configuration.

Even the entry-level Queen and King rooms are competitive by New York standards. Ceiling heights approaching 10 feet help them feel more open than their floor plans suggest, and large windows introduce generous natural light into many rooms. Furnishings lean toward functionality rather than luxury, with wood finishes, dedicated workspaces, coffee makers, large televisions, and contemporary bathrooms providing everything most city visitors need.

Bathrooms are modern and generally well laid out, with walk-in showers or shower-tub combinations depending on room type. Double vanities appear in several larger family categories, making mornings considerably easier for groups sharing one room.

Travelers should not expect boutique-hotel craftsmanship or upscale residential styling. Design follows TRYP's contemporary urban style, blending industrial influences with layouts that prioritize sleeping capacity over decorative detail.

The King Room represents the strongest option for couples and solo travelers. At roughly 250 square feet, it exceeds the size of many Midtown competitors while maintaining a straightforward layout that avoids wasted space. Unless a second bed is required, upgrading beyond this category rarely transforms the stay.

Queen Rooms are slightly smaller at approximately 210 square feet but remain comfortable for short city visits. Their primary advantage is price rather than space.

Families begin seeing meaningful differences with the Two Queen categories. Around 299 square feet allows two adults and two children to share one room comfortably without the cramped feeling common across Midtown hotels.

Larger groups should pay close attention to the rooms below:

Premium Rooms sleep up to six guests using two queen beds and a sofa bed within roughly 324 square feet.

Theatre Rooms also accommodate six but substitute bunk beds alongside a king bed and sofa bed, creating a playful layout that appeals particularly to families with younger children.

The Family Room expands further to approximately 450 square feet, accommodating up to eight guests through two queen beds, bunk beds, and a sofa bed.

Premium Family Rooms add two bathrooms, dramatically improving functionality for larger groups preparing for busy sightseeing days.

Accessibility also receives greater attention than many Midtown hotels provide. ADA versions of both King and Two Queen rooms maintain generous layouts while incorporating accessible bathrooms and circulation space.

Not every traveler benefits equally from the larger categories. Two adults booking a Premium Family Room simply because it appears spacious are unlikely to receive value proportional to the higher nightly rate. Families and groups, on the other hand, frequently recover much of the additional cost by avoiding a second room altogether.

Guest feedback reinforces this distinction. Larger accommodations receive repeated praise for exceeding expectations in a city where hotel rooms are often famously compact. Several reviewers specifically described them as among the largest they had encountered in Midtown at comparable prices.

Reviews reveal recurring reports of air-conditioning failures, occasional housekeeping inconsistencies, and isolated room-condition issues. Guests traveling during summer should confirm that cooling systems are functioning properly upon arrival.

Choosing the right room therefore matters as much as choosing the hotel. Couples generally receive the best value from the King Room. Families of four should look first at the Two Queen categories. Groups of five or six gain meaningful savings from the Premium or Theatre layouts, while larger families benefit most from the Family and Premium Family rooms, particularly when two bathrooms eliminate one of the biggest pain points of group travel.

Gastro at 35 serves as the hotel's all-day restaurant and functions more as a neighborhood dining venue. The menu spans several international cuisines, reflecting Midtown's diverse visitor base rather than focusing on a single culinary identity. Breakfast, burgers, Tex-Mex dishes, Indian specialties, salads, vegetarian options, desserts, and bar service all appear on the menu.

Guests generally describe the restaurant as convenient and reasonably priced, with breakfast receiving more positive attention than dinner. Few travelers will choose TRYP for Gastro at 35 alone, but having a full-service restaurant downstairs is genuinely convenient after a late arrival or before an early departure.

Facilities are aimed at functionality instead of leisure, with a 24-hour gym, business center, meeting rooms, concierge assistance, luggage storage, and high-speed Wi-Fi covering the needs of most city stays.

Parking follows the typical Manhattan model. No on-site self-parking is available, but discounted rates are offered through a nearby garage for guests purchasing parking through the front desk. Travelers should note that the arrangement does not include unlimited in-and-out privileges, making it better suited to visitors leaving their vehicle parked throughout the stay.

Pet owners can bring dogs, subject to weight limits, nightly fees, and a refundable security deposit. Cats are not accepted, and pet-friendly rooms are limited, making advance confirmation advisable.

TRYP competes on value through room capacity rather than low nightly rates. Midtown pricing rises sharply during busy periods regardless of hotel brand. But larger room configurations allow families and groups to spread accommodation costs across more travelers.

Rates were collected in late June 2026 and are highly volatile. They reflect standard flexible prices for two adults booked through the official website before taxes and fees. Larger room categories are generally priced per room rather than by occupancy.

January offers the strongest value across the hotel's entire room range. Couples benefit from relatively affordable Midtown pricing, but the biggest advantage appears in the Family and Premium Family categories, where larger groups can often stay together for considerably less than booking two or three separate hotel rooms elsewhere in Midtown.

November behaves more like a high-demand shoulder period than a bargain season. Corporate travel, conventions, and steady visitor numbers keep rates elevated despite cooler weather.

September produced the strongest pricing pressure during our research. King Rooms disappeared first. Larger family categories also became substantially more expensive, suggesting genuine compression driven by business travel, conventions, and early autumn demand.

October weekends remained expensive but showed better availability and slightly lower rates, indicating robust leisure demand without the inventory pressure seen in late September.

Families planning to travel during September, October weekends, school holidays, or major New York events should reserve larger room categories well in advance.

Smaller rooms disappear first during busy periods, but larger family accommodations also become substantially more expensive once demand rises. Waiting for last-minute discounts becomes especially risky once larger room categories begin to sell out.

Neither booking channel consistently outperformed the other. The official Wyndham website frequently displayed lower base rates and attractive Wyndham Rewards pricing. Booking.com, however, includes taxes and fees in its displayed prices and occasionally offers discounted flexible rates that narrow or even reverse the apparent difference. Compare the final payable total rather than the advertised nightly rate.

Breakfast follows a similar pattern. Standard room rates generally exclude breakfast, and Booking.com regularly priced breakfast separately at around $20 per person. Breakfast-inclusive packages carried significantly higher premiums than purchasing breakfast independently, making them difficult to justify for most travelers.

Travelers collecting Wyndham Rewards points should still compare direct rates before booking, but no evidence suggests that reserving directly always produces the best overall value.

Couples searching for contemporary design, quieter public spaces, or more polished service will generally find stronger options at nearby lifestyle hotels such as citizenM Times Square or similar Midtown boutique properties.

Families. Very few nearby hotels provide genuine eight-person accommodations within one room. Competing properties often require two standard rooms, increasing both nightly cost and the likelihood of splitting the group across separate floors.

Hotels such as Element Times Square West, Fairfield Inn, Hampton Inn, and SpringHill Suites compete more directly on function and location. But TRYP still distinguishes itself through the breadth of its room inventory.

Penn Station access also strengthens its appeal. Guests arriving by train, attending events at Madison Square Garden, or exploring Manhattan on foot benefit from a location that reduces reliance on taxis throughout the stay.

The trade-off remains clear. Several competitors deliver more polished operations. TRYP offers space that many competitors simply cannot match.

Mixed review scores only tell part of the story. Few Midtown hotels can accommodate six to eight guests in a single room, and even fewer do so at comparable prices.

Operational weaknesses keep TRYP from becoming an easy recommendation for every traveler. Guest feedback demonstrates recurring concerns surrounding HVAC reliability, maintenance, and service recovery. Travelers expecting polished four-star service are likely to notice those weaknesses quickly, particularly during high-demand periods when staff resources appear more stretched.

Families, groups of friends, and visitors arriving through Penn Station should view the hotel differently. Large room layouts, excellent transport connections, and generally competitive pricing create genuine value when accommodation serves primarily as a comfortable base for exploring New York.

BusinessClass.com recommends TRYP by Wyndham New York City Times Square South for travelers who prioritize space, location, and sensible room economics over polished hotel operations. Book the King Room for couples, the Two Queen for families of four, and the Premium Family only when enough guests are sharing the room to make its larger layout and second bathroom worthwhile.

Is TRYP by Wyndham New York City Times Square South actually in Times Square?

No. The hotel is located on West 35th Street between Eighth and Ninth Avenues in Midtown West, about a 10 to 15-minute walk from Times Square.

Are the rooms large for Manhattan?

Yes. Entry-level rooms are competitive for Midtown, and Family and Premium Family rooms are substantially larger than many nearby alternatives, reaching approximately 450 square feet.

Is breakfast included?

Usually not. Most rates exclude breakfast, which is available as an optional add-on. Purchasing breakfast separately is often better value than selecting breakfast-inclusive packages.

Does the hotel have parking?

The hotel partners with a nearby parking garage offering discounted daily rates. Parking is paid separately and does not include unlimited in-and-out access.

Is the hotel good for business travelers?

The location works well for business travel thanks to Penn Station access and Midtown connectivity. Travelers who require consistently polished service may find stronger alternatives nearby.

Is the hotel suitable for families?

Yes. Family accommodation is the hotel's strongest competitive advantage. Large room categories sleeping up to eight guests are unusual for Midtown Manhattan.

Is the hotel pet friendly?

Dogs are welcome, subject to fees, weight limits, and availability. Confirm current policies directly with the hotel before booking.

Is Wyndham Rewards worth using here?

Wyndham Rewards members often receive worthwhile discounts, but compare the final direct price with Booking.com and other online travel agencies before booking.