Explore top 2026 4 Star Hotels in Middlebury

Name: Redding Retreat with Pool
Price range: $687 total

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Top Middlebury 4 Star hotels

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

Fully refundableReserve now, pay when you stay

$149 nightly

$172 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...

The Blake Hotel

9 High Street New Haven CT

Fully refundableReserve now, pay when you stay

$206 nightly

$237 total

Sep 6 - Sep 7

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free ...

9.4/10 Exceptional! (1,000 reviews)

"All was good"

Reviewed on Sep 1, 2026

Hotel Marcel New Haven, Tapestry Collection By Hilton

500 Sargent Drive New Haven CT

Fully refundableReserve now, pay when you stay

$128 nightly

$148 total

Sep 20 - Sep 21

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. ...

9.4/10 Exceptional! (1,015 reviews)

"Hotel muy moderno, con habitación y cama muy comoda, cercano a New Haven, con servicios de agua gratis, el restaurante ofrece buena calidad de alimentos y variados. El parqueo es gratis. Recomendado."

Reviewed on Sep 5, 2026

Graduate by Hilton New Haven

1151 Chapel Street New Haven CT

Fully refundableReserve now, pay when you stay

$172 nightly

$198 total

Sep 28 - Sep 29

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

9.2/10 Wonderful! (1,002 reviews)

"It’s the most charming property in New Haven - loved it! Fantastic staff!"

Reviewed on Sep 2, 2026

DoubleTree by Hilton Hotel Bristol, Connecticut

42 Century Dr Bristol CT

Fully refundableReserve now, pay when you stay

$156 nightly

$179 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free valet parking and free WiFi. Enjoy the hot tub ...

9/10 Wonderful! (1,004 reviews)

"Excellent experience all around!"

Reviewed on Sep 1, 2026

The Litchfield Inn

432 Bantam Road Litchfield CT

Fully refundableReserve now, pay when you stay

$311 nightly

$358 total

Sep 30 - Oct 1

Total with taxes and fees

A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...

Hyatus Luxury Residences City Crossing

9 Tower Ln New Haven CT

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, ...

9.4/10 Exceptional! (34 reviews)

"The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again."

Reviewed on Aug 10, 2026

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Connecticut Retreat: Steps to Historic Downtown!

Morris CT

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

10/10 Exceptional! (1 review)

"Clean and setup for short-term rentals with spare towels, sheets, etc (unlike many other places I've seen)."

Reviewed on Oct 15, 2023

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Walk to Memorial Park: Pet-friendly Bethlehem Home

Bethlehem CT

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station and barbecue grills are also provided.

10/10 Exceptional! (1 review)

"Loved our stay. Property was so clean and cozy. Communication with the host was excellent."

Reviewed on Jul 21, 2025

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Redding Retreat with Pool

15 Limekiln Road Redding CT

Fully refundableReserve now, pay when you stay

$598 nightly

$687 total

Oct 5 - Oct 6

Total with taxes and fees

This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and onsite laundry facilities. ...

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

4 Star Hotels Middlebury

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Middlebury 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Middlebury will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Middlebury, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.