Winter Park

Boutique Hotels in Winter Park

Select your dates to find cozy boutique hotels in Winter Park with a charming local feel.

Swipe down to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Top Boutique Hotels Winter Park

Discover the best boutique hotels in Winter Park, celebrated for their unique style and personality.
Most Booked
Lowest price
Closest to downtown
Highest Rated
68
Hotels in Winter Park
With a stay at this cottage in Venice, you'll be just steps from Venice Beach and Venice Beach Boardwalk. This cottage is 1.4 mi (2.3 km) from Santa Monica Beach and 2.6 mi (4.2 km) from Santa Monica Pier. Enjoy recreation amenities such as a sauna or take in the view from a terrace. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a desk and a microwave.
Outstanding
24 reviews
9.8/10
Check availability
70
Hotels in Winter Park
Why Guests Love The Lodge on Vasquez Creek:Prime LocationEnjoy the best of both worlds — our home is nestled on a secluded, tree-lined lot with private access to Vasquez Creek, yet we’re just one block from downtown Winter Park and less than 5 minutes to the ski resort. The free shuttle stops just steps from the front door and runs regularly throughout town and to the slopes.Space for EveryoneWith 8 bedrooms and 8.5 bathrooms, our home comfortably sleeps up to 22 guests — and every bedroom has a private en suite bath for ultimate convenience and privacy. Whether you're planning a multi-family trip, wedding party, corporate retreat, or family reunion, you'll have plenty of room to relax and reconnect.Luxury AmenitiesOur home features high-end finishes, new furnishings, and modern mountain design. Key features include:Chef’s Dream Kitchen with Sub-Zero fridge, Wolf 8-burner range, Wolf double ovens, and double Bosch dishwashersWet bar with wine cooler12-foot dining table that seats 18, plus island seatingPrivate hot tub overlooking the creekMultiple indoor & outdoor gathering spaces, including a cozy family room with large rock fireplaceGame room with pool table, ping pong, board games, puzzles, and XboxHigh-speed Wi-Fi, 2-car garage, laundry room, baby gear, and a massive ski/gear entry roomBedroom Layout (Sleeps 22 + infant)Bedroom 1: King (2)Bedroom 2: King (2)Bedroom 3: King (2)Bedroom 4: Queen (2)Bedroom 5: Queen + bunk bed (4)Bedroom 6: Queen (2)Bedroom 7: 2 sets of twin bunks (4)Bedroom 8: Primary Suite – King (2) with fireplace, large soaking tub, and creek viewsPlus: Queen sleeper sofa + port-a-cribExclusive Ski Concierge ServiceAs our guest, you’ll receive a special discount with Black Tie Ski Rentals — a premium ski concierge that delivers and fits your gear right at the lodge, based on your ability and the snow conditions. No lines, no stress — just convenience and comfort.This home is truly special, and because of its size and location, it books quickly. Please don’t hesitate to reach out if you have any questions or are ready to reserve your dates.Winter Park Rental License Number #003701About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:We do not allow events of any kind with more than 22 people, all must be registered guests, at our property..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.We are a smoke-free property..About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
34 reviews
9.8/10
Check availability
38
Hotels in Winter Park
Bright, newly renovated micro guest suite in the heart of Winter Park, Colorado. This comfortable small hotel sized room provides a queen bed and a full sleeper sofa for a pleasant stay in this quaint little ski town. Located right on Main street within short walking distance to the towns many shops and restaurants. Enjoy all Winter Park has to offer from skiing, tubing, and snowshoeing, to the many summer festivals, hiking trails, streams, and of course visiting nearby Rocky Mountain National Park and the beautiful Grand Lake area.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
22 reviews
10/10
Check availability
93
Hotels in Winter Park
With a stay at this cottage in Winter Park (Elk Court Cabins), you'll be within a 15-minute drive of Winter Park Ski Resort and Hideaway Park. This cottage is 1.1 mi (1.8 km) from Bella Vita and 1.1 mi (1.8 km) from Winter Park Visitor Center. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this cottage, which features a fireplace. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a microwave and a washer/dryer.
Outstanding
27 reviews
10/10
Check availability
33
Hotels in Winter Park
This wonderfully appointed, cozy, and newly renovated condo (STR#020036) located at the base of Winter Park Resort, provides easy access to restaurants and activities year round. Neighboring The Saloon at A-frame Club, which has exactly what you're looking for; a stiff drink and a menu full of locally sourced, flavorful classics. The bar and heated outdoor deck area are open daily to the public. Our cozy condo is a 1 bedroom, 1 bathroom unit. Offering a king size bed, a genuine leather sleeper sofa, with an upgraded queen size mattress, 2 smart tv's, indoor fireplace, full size washer/dryer and complete kitchen with dishwasher. The free shuttle stop is located across from street from the condo, allowing easy access to the base of the mountain, as well as, the town of Winter Park. There are 2 parking spaces located on site. The unit has a secure locker available to store skis, mountain bikes, equipment, gear and more. Please allow us host you in our newly renovated Rocky Mountain Hideaway! About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:We do not allow service dogs/emotional support animals/or any pets as we use the condo as a family and we have a daughter that is highly allergic..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
39 reviews
10/10
Check availability
45
Hotels in Winter Park
Escape to a stunning condo (built 2023), an easy, slightly downhill walk or bike ride from Trestle Bike Park's 40+ miles of lift-served trails and Winter Park Village. Tucked just outside the village instead of in the middle of it, you get easy access without the late-night noise or early-morning delivery trucks — the trees and quiet of the mountain, with the Village still just a short walk or bike ride away. Off the bike? Pole Creek Golf Club's 27 mountain holes are about 20 minutes away, or explore miles of hiking trails right outside your door.Sleep up to 6: a luxurious king bed in the primary bedroom, a bunk den (full bottom/twin top, newer mattresses) just inside the front door, and a living room with an incredibly comfortable couch that also pulls out into a full bed. A queen air mattress is provided as a backup for an extra guest.Gather at the bar near the electric fireplace, head out to the balcony to enjoy the quiet of the forest, or fire up the community grill and propane fire pit for an alfresco dinner. After a day of biking, hiking, or golf, soak sore legs in the building's large hot tub, just steps from your door (please note: no jets, just plenty of room to relax).One garage parking space (spot 10) is included. The free local bus, The Lift, stops at the building next door and runs into town (about 4 miles away) and into Fraser (if you're in need of a grocery store); download the Lift Rider app for schedules.A few more perks: *A small workout room on the first floor, *In-unit laundry, *SONOS surround sound throughout the condo (please be respectful of neighbors). Layout note: the den is immediately on your left as you enter; the king bedroom is past the living room to the right — the two are not adjacent.Down in the Village, find restaurants, local shops, a small mercantile, and frequent summer events on the lawn near the pond. Book today and trade chairlifts for downhills, fairways for sunsets, and ski boots for trail shoes.PLEASE NOTE - this condo sits on the run called Corridor, between Mary Jane base and the main Winter Park base. In summer, it's an easy, slightly downhill walk or bike ride down a dirt/paved road to the Village base and the Trestle Bike Park lift — no snow-dependent access needed. Message us with any route questions.Winter Park Short-Term Rental Registration No. 025302About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10 reviews
10/10
Check availability
14
Hotels in Winter Park
Beautiful, remodeled condo, within walking distance (only 1/3 mile) to the ski resort, located in Old Town Winter Park. Gorgeous mountain views and the Fraser River in your back yard. The condo has 4 bedrooms and 3 bathrooms, sleeping 8 people in rooms. The living room has a queen sofa sleeper to hold 2 additional people. We also provide 2 twin air mattresses with bedding. The bedrooms provide plenty of space for the air mattresses. All new high-end kitchen that will meet all of your needs. The condo has a large dining area with an additional small island area, fireplace in the living room, open spacious floor plan and large picture windows in the living room overlooking the Fraser River. The bedrooms are nicely separated and with attached bathrooms providing privacy when needed. There is a one-stall heated garage with a carport in the front. Two decks, one off of each level. The main living room has a TV and DVD player. Cable is also available. The 3 main bedrooms include a TV with cable.Trademark is just a short walk to the ski resort or ride the free shuttle, with pickup near the complex (within 1 block and last stop to the resort). Cross Country skiing available on the Fraser Trail. During the summer, enjoy the Fraser trail for walking and biking just outside the back yard. A short 2 mile ride or walk to Winter Park. Multiple golf courses are just 15-30 minutes away at Fraser and Granby. Winter Park is known as the Mountain Bike Capital of the USA. Over 600 miles of bike trails for all levels of bike riders.If you are not a ski pass holder, please see this site for single day tickets. They are limited for sales each day to control the crowds. Please be sure to get a ski pass before booking, if you are looking to ski.https://www.winterparkresort.com/plan-your-trip/tickets-and-passes/winter-lift-ticketsWP STR license #018158*Please note, the Colorado state laws have become more strict with traveling in the mountains. All travelers should consider a 4wd vehicle or have good snow tires during the winter months. This will help avoid a fine of up to $500. To learn more, research code 15.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
18 reviews
10/10
Check availability
24
Hotels in Winter Park
Featured facilities: Pool
Outstanding
5 reviews
10/10
Check availability
24
Outstanding
3 reviews
10/10
Check availability
23
Hotels in Winter Park
If you are looking for the perfect mountain getaway then look no further. Our location is at the end of Lower Bear Trail, which has no outlet and creates a safe place with no traffic to let the little ones (if you have them) play outside with no worries. Our beautiful, END UNIT townhome has 3 Bedrooms and 3.5 baths. All of the bedrooms are en suite and luxurious. Upon parking in our oversized, tandem garage that easily fits 2 cars and all of your gear, you will enter a large mudroom with in-floor radiant heat, a multitude of hooks for all of your year round clothing, several weatherproof shoe trays, along with a full size washer & dryer (we even provide all natural, fragrance free detergent & dryer sheets). The next level is where you will discover magnificent views of surrounding peaks. The glass walls of windows frame James and Bancroft Peaks. Being an end unit not only provides amazing natural light and privacy, it creates the perfect location for the deck. Grab your morning coffee and head out to the deck where you will find a wrought iron table & chairs that allows you to sit and enjoy the gorgeous setting. In the summer months you can put up the umbrella and create shade and the perfect spot for reading your favorite book. The living room gas fireplace creates the perfect ambiance, especially in the winter months. Gather around the oversized, living room coffee table and play one of the multitude of games (for all ages). The gourmet kitchen has all of the bells and whistles, including a huge island with bar seating, tons of custom cabinets, stainless steel appliances and a built-in microwave drawer. This kitchen is fully stocked with everything you could possible need during your stay, including a food processor, a blender, an electric mixer, a wine aerator, a roasting pan w/a rack, a Keurig coffee maker w/organic, biodegradable coffee pods (not always available), a large drip coffee machine, a coffee grinder (beans are occasionally provided) and an assortment of spices. You can enjoy your meal on our large dining room table that can seat up to 8. Right off of the kitchen is a TV nook. It is outfitted with a very comfortable sectional couch, a coffee table with 2 soft cushions that can be turned over and used as a table for your drinks. The medium size television sits on a gorgeous, eclectic entertainment center, along with a DVD player and an assortment of DVDs. This is also where you will find a wide variety of games and a few children's books. Upstairs you will find the primary suite w/a spectacular king size bed and endless views, as well as a private deck. The primary bath has double sinks and a sizable shower w/a bench. To top it off, you will find a walk-in closet that is perfect for all of your vacation clothes. The guest suite has a stunning queen size bed and an en suite bath with a tub/shower combo. Last, the bunk room comes with 2 sets of bunk beds and an en suite bath w/a tub/shower combo too. All beds are prepared with high quality, soft sheets, blankets and comforters. Our luxurious townhome is also ideally located. The complimentary shuttle that will take you to and from the resort is a stone's throw away. Downtown Winter Park is less than a mile walk, which is invigorating year round. Once downtown you will find a nice assortment of restaurants, cafes, shopping, specialty sports shops (ski & bike rentals), parks and live music. If you are a mountain biker, you can access miles and miles of world class mountain biking, literally out our front door. You can even ride from our home to the resort without getting on a road. Our location allows you to park your car in our garage and have no need to take it out until it is time to leave. You are out of the hustle and bustle, yet you have easy access to it. When staying in our community your bound to see some wildlife. We have several resident marmots, chipmunks, foxes, hawks, bluebirds, deer, moose and every now and then a bear. This home has brought our family many years of joy and priceless memories. Our two boys spent a lot of their childhood here skiing, sledding, hiking, playing family games, watching movies and so much more. It has been a place where we had loads of quality time with our family (extended family too). Now that we are empty nesters, it is time to share our amazing home with you, so that you can create priceless memories, new traditions and return for years to come. We look forward to you and your loved ones enjoying our home.***Please note that we are a NO-SCENT home. Please leave your perfume and cologne at home. We have family members with severe allergies. Thank you for your consideration.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.No baby stuff provided. House is not child-proofed.About customRules:No vaping or smoking inside home. Please don’t smoke on back patio. Smoke will go into surrounding homes if windows are open, including my home. TY..Absolutely no pets of any kind, even those that are non shedding. Family member with allergies.,No perfume, cologne or detergent/dryer sheets with perfume. Non perfume detergent and dryer sheets are provided. 3 family members with allergies. TY..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10/10
Check availability
See All Boutique Hotels in Winter Park

FAQs

What are the best places to stay in Winter Park?

Some of the best places to stay in Winter Park are near popular attractions like Fraser River Trail - Trailhead, offering easy access to key sights and amenities.

What are the top hotels in Winter Park near Fraser River Trail - Trailhead?

Some of the top hotels in Winter Park near Fraser River Trail - Trailhead include Winter Park Chateau (from DKK 724), Best Western Alpenglo Lodge (from DKK 990) and Gravity Haus Winter Park (from DKK 717), all offering easy access to Fraser River Trail - Trailhead, making them ideal for visitors looking to explore the area.

Where can I find the best hotel discounts in Winter Park?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.