Find all hotels by Independent in Middlebury, IN from $60

The best area to stay in Middlebury is within the town center, particularly around the main street, while also considering options just outside for specific experiences.

For couples and those seeking a relaxed visit, staying directly in Middlebury's downtown area offers convenient access to local shops, eateries, and the scenic Pumpkinvine Nature Trail. This area allows you to easily explore on foot, enjoying the town's welcoming atmosphere and unique craft stores.

Families looking for a destination with a focus on outdoor activities and a quiet setting will appreciate accommodations slightly outside the immediate town center.

Two of the best hotels in Middlebury that receive consistently high recommendations from travelers are the Hampton Inn & Suites Middlebury and the Essenhaus Inn & Conference Center.

The Hampton Inn & Suites Middlebury, with an 8.4 rating, offers premium suites and features an indoor pool and hot tub for relaxation. Guests frequently praise the clean rooms, the helpful staff, and the great complimentary breakfast.

Another highly recommended option is the 3.5-star Essenhaus Inn & Conference Center, which boasts an exceptional 9.8 rating. This hotel provides a complimentary breakfast and features an indoor pool, as well as rooms with balconies or patios. It is conveniently located near local attractions such as Middlebury Public Library, Memorial Park, Krider Gardens, and East Park, all within 1.1 miles. Guests consistently compliment the beautiful, clean rooms, the great breakfast, and the comfortable beds.

For family-friendly hotels in Middlebury, consider the Hampton Inn & Suites Middlebury and the Essenhaus Inn & Conference Center.

The Hampton Inn & Suites Middlebury, with an 8.4 rating, offers several convenient features for families, including connecting rooms, free cribs, and sofa beds. Guests frequently comment on the clean and good rooms, the nice and helpful staff, and the great breakfast. Free self-parking and complimentary WiFi are also provided.

Another excellent option is the 3.5-star Essenhaus Inn & Conference Center, which has an outstanding 9.8 rating. This hotel is known for its beautiful and clean rooms, great breakfast, and great pool. Families will appreciate the playground for children and the free continental breakfast. It is also conveniently located near several points of interest such as Memorial Park and Krider Gardens. Find more child-friendly accommodations in Middlebury

In Middlebury, two hotels offering free breakfast are the Essenhaus Inn & Conference Center and the Hampton Inn & Suites Middlebury.

The 3.5-star Essenhaus Inn & Conference Center, with an exceptional 9.8 rating, provides complimentary continental breakfast daily. Guests frequently praise the beautiful and clean rooms, the comfy beds, and the great pool. It is conveniently located near Memorial Park and the Middlebury Public Library.

Another excellent choice is the Hampton Inn & Suites Middlebury, which has an 8.4 rating. This hotel offers a free buffet breakfast daily, and many guests appreciate the clean rooms, the helpful staff, and the nice hot tub. Find more hotels with free breakfast in Middlebury

For top pet-friendly hotels in Middlebury, the Hampton Inn & Suites Middlebury is an excellent choice.

This hotel, with an 8.4 rating, welcomes both dogs and cats, making it very convenient for travelers with pets. Guests consistently praise the clean and good rooms, as well as the nice and helpful staff. The free buffet breakfast is described as great and good, and the hot tub is known for being nice and clean. The front desk staff also receives commendations for being amazing. This hotel offers suites as well, providing extra space for guests and their pets. See more pet-friendly hotels in Middlebury

For a highly-rated, budget-friendly hotel in Middlebury, the Hampton Inn & Suites Middlebury is an excellent recommendation.

This hotel, with a strong 8.4 rating, offers several complimentary amenities that enhance its value, including free buffet breakfast, free self-parking, and free WiFi. Guests consistently praise the clean and good rooms, the nice and helpful staff, and the great breakfast. The front desk staff are often described as amazing, and the nice and clean hot tub is another highlight for many visitors. View all budget hotels in Middlebury

For a romantic getaway in Middlebury, couples should consider the Essenhaus Inn & Conference Center.

The 3.5-star Essenhaus Inn & Conference Center, with an exceptional 9.8 rating, offers beautiful and clean rooms, according to guests. It provides complimentary continental breakfast and free Wi-Fi, along with free parking. Guests also frequently praise the comfortable beds, the great pool, and the amazing food. It is conveniently located near Krider Gardens and East Park, making it easy to explore the surrounding area. See all romantic hotels in Middlebury

For a highly-rated hotel in Middlebury near Krider Gardens, consider the Essenhaus Inn & Conference Center.

The 3.5-star Essenhaus Inn & Conference Center, with an outstanding 9.8 rating, is an excellent choice for families. It is located just 1.1 miles from Krider Gardens, making it very convenient for visiting this attraction. Guests consistently praise the beautiful and clean rooms, the comfy beds, and the great pool. The hotel also offers a complimentary continental breakfast, free WiFi, and free self-parking, including spaces for RVs, buses, and trucks. Additionally, there is a playground for children on site, adding to its appeal for family travelers.

The best time to visit Middlebury is during the warmer months, specifically from late spring through early fall (May to October), when the weather is most pleasant for outdoor activities and local events.

During this period, visitors can comfortably explore the town's offerings, such as walking tours, enjoying the local parks, and experiencing the unique shops. The warm weather also makes it ideal for visiting nearby attractions like the Shipshewana Auction & Flea Market, which operates primarily during these months.

Couples looking for a relaxed getaway will appreciate the comfortable temperatures for leisurely strolls and dining al fresco.

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlebury.

Prices for hotels in Middlebury often vary, but you can find a great deal from $60 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.