2025 Middlebury, Connecticut Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

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Choose from AARP Discount Middlebury Hotels with Free Cancellation

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Free Cancellation
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29.83 km from city center
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Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Free Cancellation
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31.35 km from city center
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Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
29.18 km from city center
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Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Free Cancellation
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29.79 km from city center
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Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr, New Haven, CT
31.19 km from city center
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Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
Free Cancellation
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33.99 km from city center
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Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
4.48 km from city center
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Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
Free Cancellation
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27.99 km from city center
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Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street, New Haven, CT
Free Cancellation
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29.61 km from city center
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Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
Free Cancellation
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33.38 km from city center
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Stay at this 3-star business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
26.99 km from city center
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Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St, Waterbury, CT
Free Cancellation
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7.77 km from city center
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Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
24.3 km from city center
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Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road, Danbury, CT
26.31 km from city center
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Stay at this 3-star business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive, New Haven, CT
Free Cancellation
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31.02 km from city center
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Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
30 Frontage Rd, East Haven, CT
Free Cancellation
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34.12 km from city center
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Stay at this 3-star business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and ...
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Guide to Middlebury Hotels

If you are looking to take a vacation in Middlebury that will be full of ideas for relaxation and memories you will cherish forever, the AARP Travel Center Powered by Expedia® can be your guide. The AARP Travel Center Best Price Guarantee ensures that you'll get the cheapest available rates for hotels. You can opt to use your membership to book a 5-star resort, or another that's closest to the sights that you want to spend the most time at. Let us help you save money on your upcoming trip to Middlebury.

Hotels Near Middlebury's Attractions

There are 955 accommodations to choose from in Middlebury, with suggestions to check out so you will know what to expect at each possible accommodation. Middlebury is a favorite vacation destination thanks to its rich history. This city is also known for its college-town feel. You're sure to find an interest to keep you occupied during your visit. Looking for a day to work on your golf game? Check out Highfield Club, which has 9 holes. Thanks to our discounts, you'll be able to relax and enjoy your trip knowing you scored the best deals with us. AARP Travel Center is here to assist you.

Reserve Your Accommodations with the AARP Travel Center Powered by Expedia Today

We're going to ensure you get the greatest deals around when you book your next Middlebury vacation. When you are ready to book your golf vacation, we'll be here to help you make all the plans you need. And you will not have to think about breaking the bank to have a nice time, thanks to our cheap vacation deals. Avoid the monetary tension that can come with traveling—you've got AARP on your side this time. You will have peace of mind during your entire vacation knowing you scored the best deal possible. Book with the Travel Center, and your wallet will be glad about your travels.